SAT OCT 31 · 2026
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Outside HRM · 109 events · updated weekly

Worth
the Drive

Everything happening outside HRM that's still worth your weekend. These don't show up in the main listings — this is where they live, sorted by how long you'll be in the car.

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Closest one up next
40min
Bluegrass Tradition – Nov 07, Musquodoboit Harbour · opens Nov 7
15 coming up · 94 annual
Drive
Region
Type

On now & coming up

Sorted by drive time

Everything still ahead of you this season, grouped by how long you'll be in the car. Drive times are from downtown Halifax.

Under an hour — go after work 4 trips
Drive40 min45 km

Bluegrass Tradition – Nov 07

Musquodoboit Harbour · Nov 7

An Evening of Traditional Bluegrass & East Coast Roots Music Tickets and details on Eventbrite.

Music Eastern Shore Day trip Check website
Lower Ship Harbour
Drive55 min80 km

Open House Music Jam – Nov 01

Lower Ship Harbour · Nov 1

Open House Tunes and Jam Session. Bring an instrument or sit back and listen Tours, tea and gingerbread.

Music Day trip Check website
Lower Ship Harbour
Drive55 min80 km

Open House Music Jam – Jan 03

Lower Ship Harbour · Jan 3

Open House Tunes and Jam Session. Bring an instrument or sit back and listen Tours, tea and gingerbread.

Music Day trip Check website
One to two hours — easy day trip 10 trips
Annapolis ValleyWolfville
Drive1h90 km

Wolfville Magic Winery Bus

Wolfville · Wed–Sun, through Oct 31

Runs Wednesday to Sunday with multiple departures from downtown Wolfville, stopping at participating wineries for tastings and short tours. Ongoing seasonal service; end date is approximate.

Why it's worth the driveThe only way to do a Valley wine day without one person staying sober. Take the 7:30 Maritime Bus from Halifax and you don't need a car at all.
Food Annapolis Valley Day trip Ticketed Tickets →
Drive1h100 km

Belly Up presents the Nowhere Road HALLOWEEN Bash! 🎃👻 Get ready for a spooktacular night of live music, costumes, and good times at Belly Up BBQ & Grill! Nowhere Road is bringing the party to the stage for a Halloween bash you won’t want to…

Food Northumberland Day trip $15
Drive1h100 km

Truro Makers Market

Truro · Nov 14

A community makers market in Truro featuring Nova Scotia artists and artisans, including Shelley Mansel Art with prints, greeting cards, tea towels, magnets, Christmas gift tags and original framed artwork. Free admission, everyone welcome. Via Instagram: https://www.instagram.com/p/DfA0ILYH9xp/ (@thepopupmarkethalifax)

Market Northumberland Day trip
Drive1h100 km

Truro Makers Market

Truro · Nov 14

A community makers market at the Rath Eastlink Community Centre in Truro featuring more than 50 local vendors of handcrafted goods, plus a food truck on site. Free admission and everyone is welcome. Via Instagram: https://www.instagram.com/p/DfFrLa6nyP2/ (@thepopupmarkethalifax) Also on Instagram: https://www.instagram.com/p/DfHf8h0lfMH/ (@thepopupmarkethalifax)

Market Northumberland Day trip Free
Drive1h100 km

Truro Makers Market

Truro · Nov 14

A community makers market featuring 50+ local vendors offering baked goods, treats, pottery, jewelry, candles, home decor and seasonal gifts. Free admission, with East Coast Freeze Dried joining the vendor list and a food truck on site all day. Via Instagram: https://www.instagram.com/p/DfC9ej2iXAg/ (@thepopupmarkethalifax)

Market Northumberland Day trip
Drive1h85 km

Season of Father Christmas

Mahone Bay · Nov 27 – Dec 24 · four weeks

For nearly two decades Mahone Bay has spent the month before Christmas as a seaside Christmas village: Main Street strung with lights and balsam-fir boughs, the three churches lit across the harbour, and a run of small-town events from the last Friday of November through…

Why it's worth the driveThe closest thing the province has to a Christmas-village weekend, an hour from the city. The Reindeer Fun Run and Christmas at Hogwarts are the two nights to plan around; rooms go early.
Festival South Shore Overnight
Drive1h0590 km

Learn how to build immune resilience and manage cold & flu symptoms with herbs. Leave with medicines you made yourself! Tickets and details on Eventbrite.

Day trip Check website
Drive1h15100 km

Lunenburg Folk Harbour Society presents a fall concert series at the Lunenburg Opera House, with six shows on select weekends from October 2 to November 8. The lineup features Aquakultre, David Francey, Rose Cousins, Garnet Rogers, Jah’Mila, and Rachel & Darren. Via Instagram: https://www.instagram.com/p/DctZEwVFn2J/ (@folkharbour)

Music South Shore Day trip
Drive1h15100 km

Lunenburg Folk Harbour Society presents a fall concert series at the Lunenburg Opera House, with six shows on select weekends from October 2 to November 8. The lineup features Aquakultre, David Francey, Rose Cousins, Garnet Rogers, Jah’Mila, and Rachel & Darren. Via Instagram: https://www.instagram.com/p/DctZEwVFn2J/ (@folkharbour)

Music South Shore Day trip
Drive1h15100 km

Holiday Rope Wreath

Lunenburg · Nov 21 – Apr 10

Craft a holiday wreath from traditional rope in the museum's boat shop. Lineup: 2026-11-21 · Holiday Rope Wreath 2026-12-12 · Holiday Rope Centerpiece 2027-01-16 · Canvas Mats 2027-02-13 · Sailor's Valentine 2027-03-13 · Wooden Fish Decor 2027-04-10 · Dog Leashes Via Instagram: https://www.instagram.com/p/DdY7TQ5DNty/ (@fisheriesmuseumoftheatlantic)

South Shore Day trip
Two to three hours — long day or one night 1 trip
Eastern ShoreSherbrooke
Drive2h35180 km

The Shadow of Sherbrooke Village Ghost Tours

Sherbrooke · October evenings

Two-hour walking tours in period cloaks with lanterns, produced with Dead Reckoning Theatre Company and built around Helen Creighton’s Maritime folklore. Max 12 per tour, advance tickets required. 2026 dates not yet posted; October dates are a placeholder.

2026 dates not yet posted
Why it's worth the driveTwelve people, one lantern, a village with no electric light. Advance tickets only — it sells out.
Festival Eastern Shore Overnight $35 Tickets →

Day trip = home the same night without leaving early. Overnight = book a bed, or plan on a very long day. Everything on this page is outside Halifax Regional Municipality — if it's in town, it's in the main listings.

The annual calendar

Already happened this year

The big summer road trips have all run for 2026. They come back on roughly the same weekend every year — here's what to hold space for, so you're not finding out about it the week it happens.

Annapolis ValleyKentville
Drive1h80 km

Six days across the Valley: grand street parade, fireworks, music and food trucks, timed to the orchards in bloom.

Festival Annapolis Valley 94th festival · expected late May 2027
South ShoreLiverpool
Drive1h40150 km

Liverpool Privateer Days

Liverpool · Late June

Battle re-enactments and musket fire at Fort Point Lighthouse, an encampment, grand parade, rum run, artisan market and fireworks.

Festival South Shore Expected late June 2027
NorthumberlandPictou
Drive1h50165 km

Pictou Lobster Carnival

Pictou · Early July

Running since 1934: lobster boat races, parades, antique car show, midway, lobster dinners and fireworks on the waterfront.

Food Northumberland Expected early July 2027
NorthumberlandAntigonish
Drive2h185 km

Antigonish Highland Games

Antigonish · Early July

The oldest continuously running Highland Games outside Scotland: piping, drumming, highland dance and heavy events at Columbus Field.

Festival Northumberland 162nd games · expected July 2027
Acadian ShoresYarmouth
Drive3h15300 km

Yarmouth Seafest

Yarmouth · Early July

Nine days of maritime food, culture and community events across Yarmouth, running since 1979.

Festival Acadian Shores Expected early July 2027
Eastern ShoreCanso
Drive2h45245 km

Stan Rogers Folk Festival

Canso · Late July

Canada's Songwriter Festival — four days of folk and roots on the edge of the Atlantic, plus a Roadshow the week before.

Music Eastern Shore Expected late July 2027
South ShoreLunenburg
Drive1h15100 km

Lunenburg Folk Harbour Festival

Lunenburg · Early August

Ran August 6-9, 2026. Next edition expected August 2027; dates here are the 2026 run.

Music South Shore Expected early August 2027
Acadian ShoresDigby
Drive2h30235 km

Digby Scallop Days

Digby · Early August

Grand street parade, scallop-shucking competition, woodsmen competition, live music and fireworks. Ran August 6-9, 2026; next edition expected August 2027.

Food Acadian Shores Expected early August 2027
South ShoreKejimkujik
Drive2h20175 km

Kejimkujik Dark Sky Weekend

Kejimkujik · Early August

17th annual edition ran August 7-9, 2026. Next edition expected August 2027; dates here are the 2026 run.

Outdoors South Shore 18th edition · expected August 2027
South ShoreChester
Drive50 min65 km

Chester Race Week

Chester · Mid-August

Ran August 12-15, 2026. Next edition expected August 2027; dates here are the 2026 run.

Outdoors South Shore Expected mid-August 2027
Drive55 min80 km

Intro to Stained Glass Workshop

Lower Ship Harbour · Mid-September

Spend the day learning the fundamentals of stained glass and create your own piece to take home at The Deanery Project in Ship Harbour. No previous experience needed; lunch is available for an additional $14. Via Instagram: https://www.instagram.com/p/DdCTGQkpQGm/ (@deaneryproject)

Expected mid-September 2027
Annapolis ValleyWindsor
Drive50 min65 km

Hants County Exhibition

Windsor · Mid-September

Established 1765. Livestock shows, 4-H, giant pumpkin weigh-off, midway, truck pulls, demolition derby, horse racing and live country music. Runs September 18-20 and September 25-27, 2026.

Festival Annapolis Valley Expected mid-September 2027
Drive1h15100 km

Live music on the waterfront presented by Tide and Trails Outfitters. Lineup: 2026-09-18 7:00 PM · Live Music presented by Tide and Trails Outfitters 2026-09-19 11:45 AM · Bluenose II Open Decks · at Fisheries Museum of the Atlantic 2026-09-20 · Doc Fest – Docs…

Music South Shore Expected mid-September 2027
Drive—

4 Points Antique Fair

531 Hwy 325, Blockhouse · Mid-September

The final 4 Points Antique Fair of 2026 brings a field full of curated antiques and vintage finds to Blockhouse, with live music, food, pumpkins and two antique shops on site. Just minutes from Mahone Bay, it’s a fitting end to the market season. Via…

Market Expected mid-September 2027
Drive—

3rd Annual Otter Ponds iNaturalist Bioblitz

Otter Ponds Demonstration Forest · Mid-September

Get to know the creatures and features of Otter Ponds Demonstration Forest during this family-friendly bioblitz, where scientists and educators will be on hand to identify species and share their knowledge. The day includes stations along the trails, scheduled guided walks with species experts, and…

Outdoors Expected mid-September 2027
Drive30 min40 km

Washer Toss Tournament – Sep 19

Elmsdale · Mid-September

Bring a partner and settle who has the better aim. Good Robot Elmsdale is hosting a washer toss tournament on Saturday, September 19. No prize beyond bragging rights, but those……

Food Expected mid-September 2027
Drive45 min50 km

ASIA & NUGRUV

Hubbards · Mid-September

Saturday night dance at the Shore Club, Hubbards. Tickets at the door at 9:30 PM.

Music South Shore Expected mid-September 2027
Drive50 min65 km

Weekend one of the Hants County Exhibition features traditional ox pulls, with light, medium, heavy and steer pulls plus the Gary “Duke” Myles Consolation Ox Pull. The Championship Ox Pull takes place Saturday at 1:00 PM as teams of oxen and their handlers compete in…

Annapolis Valley Expected mid-September 2027
Drive50 min65 km

Fizz & Froth Dock Fest

Chester · Mid-September

The 2nd annual Fizz & Froth Dock Fest returns to the Chester Yacht Club with 25+ vendors pouring beer, cider, and seltzers, plus non-alcoholic options, food, and local merch. Free admission, harbour views, and 19+ only. Via Instagram: https://www.instagram.com/p/Db6BhZSgzur/

Food South Shore Expected mid-September 2027
Lower Ship Harbour
Drive55 min80 km

Intermediate Stained Glass – Sep 19-20

Lower Ship Harbour · Mid-September

Learn to cut and solder glass at The Deanery Project in Lower Ship Harbour—this intermediate workshop is perfect if you’ve got some stained glass basics down and want to level up your skills.

Expected mid-September 2027
Drive1h15105 km

Friends of Taylor Head lead a guided September walk along the Spry Bay and Headland trails at Taylor Head Provincial Park. Hikers meet at 9:30 a.m. at the Park Info Kiosk at the last parking lot; the route is rated DIFFICULT with rough trails, protruding…

Outdoors Expected mid-September 2027
Drive—

Come See Me in the Good Light

Astor Theatre · Mid-September

PQP’s OH REELY Film Series presents a free screening of Come See Me in the Good Light, an award-winning documentary about queer love, joy, art, and grief following poet Andrea Gibson and their wife Megan Falley. After the film, stay for a reception and conversation…

Expected mid-September 2027
Drive50 min65 km

Hants County Exhibition Ox Pulls

Windsor · Mid-September

Weekend one of the Hants County Exhibition features traditional ox pulls, with light, medium, heavy and steer pulls plus the Gary “Duke” Myles Consolation Ox Pull. The Championship Ox Pull takes place Saturday at 1:00 PM as teams of oxen and their handlers compete in…

Annapolis Valley Expected mid-September 2027
South ShoreLunenburg
Drive1h15100 km

Docs on the Dock

Lunenburg · Mid-September

Lunenburg Doc Fest presents free outdoor documentary screenings on Zwicker Wharf on the Lunenburg waterfront. Come early to catch the sunset and pick your spot, bring a chair and a cozy blanket, and enjoy free popcorn as the films roll at sunset. Suggested donations of…

South Shore Expected mid-September 2027
Drive1h15100 km

The final oyster night of the season at No 9 Coffee Bar, with Wild Heart Sea Farm shucking Northern Belles from East Cape Oyster. Drop in for a last slurp and a glass before fall sets in. Via Instagram: https://www.instagram.com/p/DdY15P7ubXc/ (@wildheartseafarm)

Food South Shore Expected mid-September 2027
Drive45 min50 km

Harvest Moon Night Market

Hubbards · Late September

The Hubbards Barn Association presents the fourth annual Harvest Moon Night Market, an evening market featuring local makers, artisans and vendors lit up under the autumn night sky. Vendor applications are open at hubbardsbarn.org. Via Instagram: https://www.instagram.com/p/DbsxyWjRT6f/

Market South Shore Expected late September 2027
Drive4h400 km

Volta at CBU: Curious about AI?

Sydney · Late September

Volta sets up in the CBU cafeteria for a drop-in session on practical uses of AI. Students, faculty and staff can stop by to talk through ideas, automation, research applications or just make sense of the technology. Via Instagram: https://www.instagram.com/p/Ddb0TarF1_A/ (@voltaeffect)

Cape Breton Expected late September 2027
South ShoreHubbards
Drive45 min50 km

Matt Minglewood

Hubbards · Late September

Live at the Shore Club, Hubbards. Doors at 9:30 PM.

Music South Shore Expected late September 2027
Drive1h85 km

30th Annual Mahone Bay Scarecrow Festival

Mahone Bay · Late September

Every autumn this town of about a thousand people stages more than 250 life-sized, handmade scarecrows along its streets, in front of its shops and in the gardens of its homes. Now in its 30th year, the festival is part art installation, part fall fair,…

Festival South Shore Expected late September 2027
NorthumberlandTruro
Drive1h100 km

None the Wiser – Sep 25

Truro · Late September

🎸✨ None the Wiser is hitting the stage at Belly Up BBQ & Grill! 🎶🔥 Coming all the way from Antigonish, NS 📍, None the Wiser brings the ultimate party soundtrack with an energetic mix of rock, funk and all your favourite hits! From the…

Music Northumberland Expected late September 2027
Drive1h10100 km

Oktoberfest at Horton Ridge

Hortonville · Late September

The weekend of September 25-27, we will be celebrating all things beer! Friday, September 25th, Touch of Brass will be playing oompah music from 4-6pm Saturday, September 26th, we will have Space Paddy Bog People playing Celtic music as usual AND Backhouse Brass will be…

Music Expected late September 2027
Drive1h10100 km

Touch of Brass kicks off the weekend with oompah music while the Mega Munchies food truck serves German-style eats. Via Instagram: https://www.instagram.com/p/DcycA3CDuC_/?img_index=1 (@hortonridge)

Music Expected late September 2027
Drive1h10100 km

The Ordeals

West Dublin · Late September

Honky tonk night with country and western band The Ordeals at the West Dublin Community Hall on the South Shore. Bring your friends, bring your parents, and put on your dancing shoes. Via Instagram: https://www.instagram.com/p/Dcvt-vSidjP/ (@bigturnips)

Music Expected late September 2027
Drive—

A fun, low-key backyard ultra with a twist: a challenging 4km vertical loop course featuring a short out-and-back on the steepest part of the climb, with 215m of gain in just 780m of distance. Held in Mabou, Cape Breton. Via Instagram: https://www.instagram.com/p/DdEDnlARZIF/ (@novascotiatrailrunning)

Outdoors Expected late September 2027
Drive30 min40 km

Ametora brings its good, good vintage clothing back to the Old Post Barbershop in Enfield for a one-day pop-up. Browse racks of curated vintage, listen to great records, and hang out with Bob & Tim. Via Instagram: https://www.instagram.com/p/DdG7I3dRmlL/ (@ametorasupply)

Expected late September 2027
Drive45 min50 km

MAXIMUM OVERDRIVE

Hubbards · Late September

Saturday night dance at the Shore Club, Hubbards. Tickets at the door at 9:30 PM.

Music South Shore Expected late September 2027
Drive50 min65 km

Weekend two of the 261st Hants County Exhibition celebrates the horse with a full slate of equestrian action, including the Hunter Jumper Show, the Intertownship Jump and the Hants County Hunter Derby. The popular Hooves & Boots relay runs on Saturday — bring the family,…

Outdoors Annapolis Valley Expected late September 2027
Lower Ship Harbour
Drive55 min80 km

Eco-Friendly Photo Development – Sep 26-27

Lower Ship Harbour · Late September

Join us for a unique two-day introduction to alternative analog photography. Throughout the weekend, you will build your own pinhole camera, capture photographs on black and white film, develop your negatives using coffee-based caffenol, and explore the creative processes of cyanotype and anthotype printing. This…

Expected late September 2027
Drive55 min80 km

The Things We Carry

Lower Ship Harbour · Late September

Spend an afternoon with artist Elsa making your own grounding stone from local onsite clay. The session begins with a walk along the Healing Pathway before returning to shape and decorate a stone that can be fired or left raw. No clay experience needed —…

Expected late September 2027
Drive1h85 km

Famous Town Corn Boil

Mahone Bay · Late September

Famous Town's third annual Corn Boil returns during the Mahone Bay Scarecrow Festival, with free corn on the cob served from 11am until it runs out and live country music from Diggin' Up Grubs from noon to 2pm. Via Instagram: https://www.instagram.com/p/DdY5_cokYPC/?img_index=1 (@famoustownpieshop)

Food South Shore Expected late September 2027
Annapolis ValleyWolfville
Drive1h90 km

Deep Roots Music Festival celebrates 20 years with an anniversary dance featuring Bluesmobile, marking 15 years of the band. Doors open at 8:30 PM with music at 9 PM and a cash bar on site. 19+ event. Via Instagram: https://www.instagram.com/p/DbdocOuREIg/

Music Annapolis Valley Expected late September 2027
Drive1h10100 km

Backhouse Brass plays the big tent with BASH Catering serving German-style treats; doors at 5pm. Via Instagram: https://www.instagram.com/p/DcycA3CDuC_/?img_index=1 (@hortonridge)

Music Expected late September 2027
Drive1h40140 km

Fall Fest

Aylesford · Late September

The Pop Up Market presents Fall Fest at Dempsey Corner Orchards, featuring a full lineup of local vendors and makers. Organizers will confirm Friday whether rain pushes the event to its rain date. Via Instagram: https://www.instagram.com/p/DdoxhK3lRlY/ (@thepopupmarkethalifax)

Market Expected late September 2027
Drive1h40140 km

Oktoberfest at The Barn

Wentworth · Late September

Wentworth kicks off the first of four Fall Colours weekends with an Oktoberfest-themed party at The Barn, featuring live oompah music from the Roving Steins, beer and snacks in the fresh mountain air. Ride the scenic chairlift through the fall foliage, grab a bite from…

Music Expected late September 2027
Drive1h50165 km

FLA 26 – Sep 26

Pictou · Late September

FLA 24 presented by Phillips Fishery Returning to the famous HECTOR ARENA for the 2nd time this year! Stacked from top to bottom featuring home grown stars making big waves on their pro debut along with up and coming amateurs looking to make a name…

Northumberland Expected late September 2027
Cape BretonCape Breton Highlands
Drive5h450 km

Cabot Trail Fall Colours

Cape Breton Highlands · Late September

Colours typically peak between about October 10 and 23, earlier on the south coast and later moving north. 26 hikes in the national park circle the trail. Not a ticketed event; a season window.

Outdoors Cape Breton Expected late September 2027
Drive25 min35 km

Needle Felting Workshop – Sep 27

Halifax · Late September

Join us for a fun hands-on Needle Felting Workshop and create your own cute wooly art! Tickets and details on Eventbrite.

Expected late September 2027
Drive1h10100 km

Al King and the Vineyard Knights return for a high-energy show in the tent, with German-style food from Mega Munchies. Via Instagram: https://www.instagram.com/p/DcycA3CDuC_/?img_index=1 (@hortonridge)

Music Expected late September 2027
Drive1h15100 km

Run Terry Run (2025)

Lunenburg · Late September

Lunenburg Doc Fest screening at the Lunenburg Opera House. Via Instagram: https://www.instagram.com/p/DdjWdY2DvBW/?img_index=1 (@retroscopefilm)

South Shore Expected late September 2027
Drive50 min65 km

Zendala Mandala Wine Glass Workshop

Windsor · Late September

Create your own hand-painted mandala wine glass at Bent Ridge Winery’s new Events Pavilion. No experience needed — you’ll be guided step by step using a palette of burgundy, blush, cream and gold, with all materials provided. Drinks are available in the Pavilion and restaurant…

Annapolis Valley Expected late September 2027
Acadian ShoresDigby
Drive2h30235 km

12th annual Hiking Summit

Digby · Early October

The 12th annual Hiking Summit brings together trail lovers to swap routes, gear tips, and stories over coffee—perfect for solo hikers and group adventurers alike.

Outdoors Acadian Shores Expected early October 2027
South ShoreHubbards
Drive45 min50 km

Shanneyganock Dave Gunning

Hubbards · Early October

Live at the Shore Club, Hubbards. Doors at 9:30 PM.

Music South Shore Expected early October 2027
South ShoreMahone Bay
Drive1h85 km

Mahone Bay Farmers’ Market

Mahone Bay · Early October

Fridays 8:30 a.m. to 12:30 p.m. opposite the Anglican church on the waterfront. The market’s own domain is no longer live; Facebook is the current source. Placeholder single date.

Market South Shore Expected early October 2027
Drive1h15100 km

Weekends at the Opera House — Aquakultre

Lunenburg · Early October

Lunenburg Folk Harbour Society presents a fall concert series at the Lunenburg Opera House, with six shows on select weekends from October 2 to November 8. The lineup features Aquakultre, David Francey, Rose Cousins, Garnet Rogers, Jah’Mila, and Rachel & Darren. Via Instagram: https://www.instagram.com/p/DctZEwVFn2J/ (@folkharbour)

Music South Shore Expected early October 2027
Drive1h15100 km

Aquakultre

Lunenburg · Early October

Halifax singer, composer and storyteller Aquakultre brings his warm-hearted live show and the African Nova Scotian history behind his Polaris-nominated album 1783, backed by an all-star cast. Lineup: 2026-10-02 7:30 PM · Aquakultre 2026-10-04 3:00 PM · David Francey Via Instagram: https://www.instagram.com/p/DdWvRXfllND/ (@folkharbour)

Music South Shore Expected early October 2027
Drive40 min45 km

Lisa Richard & Warren Robert – Oct 03

Musquodoboit Harbour · Early October

An unforgettable evening of music and storytelling with acclaimed vocal powerhouse Lisa Richard and master guitarist Warren Robert Tickets and details on Eventbrite.

Eastern Shore Expected early October 2027
Drive45 min50 km

BUCKINGHAM DRIVE

Hubbards · Early October

Saturday night dance at the Shore Club, Hubbards. Tickets at the door at 9:30 PM.

Music South Shore Expected early October 2027
Lower Ship Harbour
Drive55 min80 km

Green Roofs 101 – Oct 03

Lower Ship Harbour · Early October

Learn how to build and maintain a green roof at this hands-on workshop in Lower Ship Harbour—perfect if you’re into sustainable living and want to turn your rooftop into something actually useful.

Expected early October 2027
Drive1h85 km

Join a community planting day at the Mahone Bay Living Shoreline, where volunteers will plant native grasses, shrubs, and herbaceous perennials along the vegetated bank. No experience needed — just enthusiasm and a willingness to get your hands dirty, plus water, gloves, a hand trowel,…

Outdoors South Shore Expected early October 2027
Annapolis ValleyAnnapolis Royal
Drive2h15200 km

Annapolis Royal Farmers & Traders Market

Annapolis Royal · Early October

Saturdays 9 a.m. to 1 p.m., May to October, at 178 St. George Street. Wednesday 10 a.m. to 1 p.m. in summer. Placeholder single date; make recurring or check the site for the season-end date.

Market Annapolis Valley Expected early October 2027
Drive50 min65 km

Martock Fall Fest — Kids Weekend

Windsor · Early October

Kids Weekend continues with Riglet Park, pumpkin painting, Chair Running, BBQ and the bar at Martock. Via Instagram: https://www.instagram.com/p/DdUNezHh-Hs/ (@902martock)

Festival Annapolis Valley Expected early October 2027
Lower Ship Harbour
Drive55 min80 km

Open House Music Jam – Oct 04

Lower Ship Harbour · Early October

Open House Tunes and Jam Session. Bring an instrument or sit back and listen Tours, tea and gingerbread.

Music Expected early October 2027

Join a community planting day at the Mahone Bay Living Shoreline, where volunteers will plant native grasses, shrubs, and herbaceous perennials along the vegetated bank. No experience needed — just enthusiasm and a willingness to get your hands dirty, plus water, gloves, a hand trowel,…

Outdoors South Shore Expected early October 2027
Drive1h85 km

Nova Scotia Pottery Market

Mahone Bay · Early October

A one-day market featuring 25+ potters and ceramic artists from across Atlantic Canada, held in partnership with the Mahone Bay Scarecrow Festival. Admission is free, with special Mahone Bay makers including Birdsall-Worthington Pottery marking nearly five decades of local pottery. Via Instagram: https://www.instagram.com/p/DcwR07rxeUm/ (@nspotterymarket)

Market South Shore Expected early October 2027
Drive1h15100 km

The Challenge: Back to the Point!

Lunenburg · Early October

An annual charity kayak paddle from Sawpit Wharf in Lunenburg to Pleasant Paddling headquarters at The Point in Blue Rocks. Bring whatever floats your boat or rent a kayak — it's not a race, and all proceeds support PRO Kids recreation funding for youth in…

Outdoors South Shore Expected early October 2027
Drive1h15100 km

Lunenburg Folk Harbour Society presents a fall concert series at the Lunenburg Opera House, with six shows on select weekends from October 2 to November 8. The lineup features Aquakultre, David Francey, Rose Cousins, Garnet Rogers, Jah’Mila, and Rachel & Darren. Via Instagram: https://www.instagram.com/p/DctZEwVFn2J/ (@folkharbour)

Music South Shore Expected early October 2027
South ShoreShelburne
Drive2h20215 km

Successor to the Windsor Pumpkin Regatta. Friday evening witches dance on the waterfront; Saturday 10 a.m. pumpkin and squash weigh-off, then two regatta races (Returning Rowers and Amateurs), pumpkin carving, timber show and the Guild Hall Market.

Festival South Shore Expected early October 2027
Cape BretonIsland-wide
Drive4h30400 km

Celtic Colours International Festival

Island-wide, Cape Breton · Early October

52 concerts and hundreds of community cultural experiences in communities across Cape Breton Island, timed to peak fall colours on the Cabot Trail.

Music Cape Breton Expected early October 2027
Drive45 min50 km

HAL BRUCE & TICKET 2 RIDE

Hubbards · Early October

Saturday night dance at the Shore Club, Hubbards. Tickets at the door at 9:30 PM.

Music South Shore Expected early October 2027
Annapolis ValleyWolfville
Drive1h90 km

Valley Harvest Marathon

Wolfville · Early October

34th year of the Valley Harvest Marathon, starting and finishing in Wolfville over Thanksgiving weekend.

Outdoors Annapolis Valley Expected early October 2027
Drive50 min65 km

Day two of Fall Fest Weekend with cyclocross racing, Cleve’s Sale, food and drinks on the hill. Via Instagram: https://www.instagram.com/p/DdUNezHh-Hs/ (@902martock)

Outdoors Annapolis Valley Expected mid-October 2027
Drive50 min65 km

Bent Ridge Harvest Day

Windsor · Mid-October

Spend a crisp autumn day in the vineyard at Bent Ridge Winery helping bring in this year's grape crop. Volunteers are treated to a lunch and a drink of their choice. Bring gloves, clippers, a hat, sunscreen, comfy layers, closed-toe shoes and a water bottle;…

Food Annapolis Valley Expected mid-October 2027
NorthumberlandAmherst
Drive2h20200 km

Nova Scotia Fibre Arts Festival

Amherst · Mid-October

17th annual festival in Amherst (not Truro). Related: the Maritime Spinners Retreat in Truro on October 16, 2026.

Market Northumberland Expected mid-October 2027
NorthumberlandTruro
Drive1h100 km

Signal Hill Live at Belly Up BBQ & Grill 🎶 Get ready for an unforgettable night of live music as Signal Hill hits the stage at Belly Up BBQ & Grill! 📅 Friday, October 16th⏰ 8PM–11PM🎟️ $25 Advance / $30 Day Of Come enjoy a…

Food Northumberland Expected mid-October 2027
Drive1h15100 km

Lunenburg Folk Harbour Society presents a fall concert series at the Lunenburg Opera House, with six shows on select weekends from October 2 to November 8. The lineup features Aquakultre, David Francey, Rose Cousins, Garnet Rogers, Jah’Mila, and Rachel & Darren. Via Instagram: https://www.instagram.com/p/DctZEwVFn2J/ (@folkharbour)

Music South Shore Expected mid-October 2027
Lower Ship Harbour
Drive55 min80 km

Natural Building EAST – Oct 17-18

Lower Ship Harbour · Mid-October

Building from HERE! Local materials, local skills & traditional knowledge. natural building east A Design/Build Symposium October 17-18, 2026 Interested in Presenting? CLICK HERE Join us at the us at The Deanery Project for Natural Building EAST, a symposium that brings together builders , designers…

Expected mid-October 2027
Drive55 min80 km

Natural Building EAST 2026: “Building From Here!”

Lower Ship Harbour · Mid-October

Natural Building EAST returns to The Deanery Project for a weekend of hands-on demonstrations, workshops, building tours, presentations and conversations about building with local, low-carbon natural materials. Explore wood, straw, hemp, flax, clay, lime, living roofs and natural finishes alongside the builders doing the work,…

Expected mid-October 2027
Drive1h15100 km

Lunenburg Folk Harbour Society presents a fall concert series at the Lunenburg Opera House, with six shows on select weekends from October 2 to November 8. The lineup features Aquakultre, David Francey, Rose Cousins, Garnet Rogers, Jah’Mila, and Rachel & Darren. Via Instagram: https://www.instagram.com/p/DctZEwVFn2J/ (@folkharbour)

Music South Shore Expected mid-October 2027
Annapolis ValleyWolfville
Drive1h90 km

Devour! The Food Film Fest

Wolfville · Mid-October

16th anniversary edition, themed Devour! The Sea: films, chef dinners, tastings and workshops across Wolfville.

Food Annapolis Valley Expected mid-October 2027
Drive1h90 km

Devour! The Food Film Fest returns to Wolfville for its 2026 edition, themed “The Sea,” with a week of food-focused films, tastings and culinary events. Big stories, big screen, big flavours — the full program goes on sale at devourfest.com. Via Instagram: https://www.instagram.com/p/Dc0z67hoVFh/ (@devour_fest)

Festival Annapolis Valley Expected mid-October 2027
Drive1h15100 km

Small Business Week Social

Lunenburg · Late October

A Small Business Week social gathering presented by the Town of Lunenburg at Tide and Trail Outfitters. Lineup: 2026-10-22 6:00 PM · Small Business Week Social 2026-10-24 4:00 PM · Salt and Sea Full Moon Market 2026-10-24 4:00 PM · Live Music at Tide and…

South Shore Expected late October 2027
Drive45 min50 km

SHAMELESS

Hubbards · Late October

Saturday night dance at the Shore Club, Hubbards. Tickets at the door at 9:30 PM.

Music South Shore Expected late October 2027
Drive1h15100 km

Salt & Sea Full Moon Market

Lunenburg · Late October

Lunenburg’s newest night market debuts on the docks at Zwickers Wharf. Spend an autumn evening by the ocean browsing 25+ local makers, coastal goods and harvest treasures, with live music under the October full moon. Via Instagram: https://www.instagram.com/p/Dc4xQ_qtiuj/ (@mercantileonduke)

Market South Shore Expected late October 2027
Drive4h400 km

Volta and Ignite host a builder hours session on designing AI agents that hold up in production. Shri Subramanian covers agent architecture from single-agent design to multi-agent orchestration and where agents commonly fail, followed by Meghraj Solanki of Synexiom Labs on practical orchestration tools with…

Cape Breton Expected late October 2027

Weekend loops

Three routes that string several of the above into one trip, so the driving isn't the point of the day.

South Shore, slow

Fri–Sun · ~240 km round trip
  • Fri amHwy 103 to the Mahone Bay market on Edgewater — bread, flowers, three churches.
  • Sat15 min to Lunenburg — the old town, the Bluenose berth if she's in, a late harbour dinner.
  • SunBack roads via LaHave (cable ferry, bakery) and Peggys Cove at golden hour.

Valley harvest run

2 days · ~320 km round trip
  • Sat amWolfville by 10 — farm market, then the Magic Winery Bus so nobody has to stay sober.
  • Sat pmBlomidon lookoff, dinner in town, a Devour! screening at the Al Whittle.
  • SunAnnapolis Royal market at 9, Fort Anne and the Gardens, home along the 101.

Cabot, in three days

3 days · ~1,100 km round trip
  • FriLong haul to Baddeck — 4h30 with one proper stop in Truro or Antigonish.
  • SatCabot Trail counter-clockwise: Chéticamp, Skyline at dusk, Pleasant Bay.
  • SunIngonish to Sydney, a Celtic Colours matinee if the timing lands, then home.

Before you go

  • Cell service drops on stretches of the Cabot Trail, the Eastern Shore past Sheet Harbour, and Kejimkujik. Download the map and your tickets first.
  • Small-town kitchens close early — a lot of the South Shore and Valley stops stop serving food at 8pm, earlier on Sundays. Eat before the drive home or pack something.
  • Two cable ferries (LaHave and Country Harbour) run on demand and take cash. They save real time versus going around.
  • Rooms go first. Festival weekends in Lunenburg, Wolfville and Baddeck book out weeks ahead; check before you commit to the drive.