Charlottetown 
There is a lot to celebrate over Thanksgiving weekend in Charlottetown. Gather up your family and friends and go out to experience what Charlottetown has to offer this long weekend. Here are just 15 things to do over Thanksgiving Weekend in Charlottetown.
The PEI Fall Flavours Festival
Craving all your Fall Flavours favourites? Whatever your appetite, the PEI Fall Flavours Festival will feed your foodie desires. Details
September 24 – October 10, 2026
Island Wide
The Bog Tour
Explore the hidden history of a lost Charlottetown neighbourhood!
This FREE 45-minute walking tour is offered out of Beaconsfield Historic House. In the Fall season, the tour is offered as weather permits. Details
October 8 – 10, 2026
Beaconsfield Historic House (Carriage House), 2 Kent Street, Charlottetown
Free
For more activities, see:
- 25 Things to Do This October on Prince Edward Island
- Things to Do This Fall on Prince Edward Island
- Corn Mazes to Get Lost on Prince Edward Island
- 27 Awesome Family Rainy Days Activities in Prince Edward Island
- 25 Fall Activities and Getaways on Prince Edward Island
- U-Pick Apple Orchards in Prince Edward Island
Picklefest
Featuring 40+ vendors offering all things pickled and fermented with fully licensed beverage selections and live music. This all-ages event brings the fun of Picklefest to PEI for the first time! Details
October 10, 2026 | 11:00 AM – 7:00 PM
PEI Brewing Company, 96 Kensington Road, Charlottetown
$28.45 – $39.45
Wicked Spirits Cocktail Mix-Off
This October, 19 local restaurants are serving up fall-inspired cocktails – all crafted with Deep Roots Distillery spirits. Part of the @charlottetownscarecrowfest, it’s the perfect excuse to grab your friends, explore the city, and taste the flavours of fall. Details
October 2026
Various locations, Charlottetown
Anne & Gilbert: The Musical
Experience Canada’s greatest love story in the critically acclaimed and widely loved musical Anne & Gilbert. This summer at the Florence Simmons Performance Hall. Details
May 5 to October 26, 2026
Florence Simmons Performance Hall, 140 Weymouth Street, Charlottetown
Bootleggers and Barbacks Tour
Discover how an island that was first to go dry—and stayed dry the longest—became a thriving smuggling hub. Led by a shrewd 19th-century merchant, this immersive walking tour pulls back the curtain on a town that publicly preached total abstinence while privately pioneering secret speakeasies, pharmacy loopholes, and neighbourhood bootleggers that kept the Island stubbornly wet.
Details
October 9, 2026 | 4:30 PM
Founders Food Hall & Market, Charlottetown
The Island Fringe Festival
The Island Fringe Festival celebrates independent art and alternative performances in downtown Charlottetown, where local, Canadian, and international artists showcase new theatrical works in unconventional venues.
Details
October 7 – 11, 2026
Various locations, Charlottetown
Girls Night Out The Show®
This high-energy, all-male dance revue will have you on the edge of your seat from start to finish with heart-pumping music, chiseled bodies, seductive routines, cheeky humor, and boy-next-door charm.
Details
October 9, 2026 | 7:30 PM
Sobey Family Theatre, 130 Queen Street, Studio, Charlottetown
Country Boys Tribute Show
A tribute to the music of Alan Jackson, Garth Brooks, Brad Paisley and George Strait. Imagine a concert with these four Country music icons together on one stage, at the same time… The Country Boys show will bring you there!
Details
October 10, 2026 | 8:00 PM
Sobey Family Theatre, 130 Queen Street, Studio, Charlottetown
Charlottetown Scarecrow Festival
Set against the backdrop of Charlottetown’s colourful and historic buildings, hundreds of scarecrow installations will line the streets, gather on street corners, pop up in shop windows, and surprise you in other unexpected ways. You can also look forward to self-guided scarecrow tours, haunted ghost walks, live music, scarecrow making workshops, wine tastings, costumed stiltwalkers, harvest dinners, psychic readings, and so much more! Details
October 1 – 31, 2026
Various Locations, Charlottetown
Chef’s Island
Get ready for an epic food adventure at the Delta Hotels by Marriott Prince Edward! Culinary Federation of PEI Chef’s Island brings together the best of PEI’s culinary scene for a night of flavour-packed fun! Chef’s Island will feature a variety of food stations including custom mocktail pairings located throughout the ballroom
Details
Saturday, October 10, 2026 | 6:30 PM
Delta Hotel by Marriott, 18 Queen St., Charlottetown
$109 / person
Nick Doneff’s 9th Annual Tribute to John Prine Weekend
This is a celebration of the Songs of John Prine hosted by Nick Doneff. Details
October 9 – 10, 2026
Trailside Music Hall, 155 Kent Street, Charlottetown
$40 + fees
5/15 Fermentation Trail
The 5/15 fermentation trail is a chance to visit small scale craftspeople with a passion for creating some of the finest beverages on the island that you can taste and learn about yourself. Whether you like beer, wine, cider, spirits, or mead, there is something for everyone.
Details
June to October
5 craft alcohol producers located 5 minutes from Charlottetown and 15 minutes apart.
Ghost Tour
Led by a mysterious gravedigger, this spooky stroll is full of tales about Charlottetown’s historic downtown and its dark, mysterious, sometimes haunted past. Details
October 9 – 10, 2026| 6:30 PM
Kent and West Street, Charlottetown
Adult $25; Child $10
Charlottetown Farmers’ Market
The Charlottetown Farmers’ Market is the place to be on Saturday morning, especially if you are looking for fresh produce for your Thanksgiving Feast. Vendors from across the island come to the market to showcase their work and sell their fresh produce that is in season. Details
Tackle a section of Island Walk
The Island Walk route takes you along the ocean, much of the Confederation Trail, red dirt roads, beaches and through quiet secondary roads throughout PEI. The Island Walk has the perfect landscape, both in terrain and scenery, for those who are looking for a long-distance walking adventure. Because the walk is not technically difficult, it has options for everyone. Details
Options for Thanksgiving Dinner/Brunch
- Top of the Park – Red Shores
- Lobster on the Wharf
- Swiss Chalet – Thanksgiving Features
- Water’s Edge – Delta Hotels by Marriott Prince Edward
- Chamber’s Restaurant – Rodd Charlottetown
Get Ahead on Your Christmas List
Here are 84 places to buy PEI-made arts, crafts, clothing, food, wine and everything else. Support small Prince Edward Island businesses this holiday season!
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