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50 Wonderful Things to Do This Winter in Charlottetown

45 Things to Do This Winter in Charlottetown

1. Book yourself a staycation to experience the magic of Charlottetown when she’s dressed in her wintery best. Many of our lovely accommodation partners have special winter packages on and are excited to make all your staycation dreams come true.
2. Experience the all-new Ice City Festival, a revamped version of Jack Frost Winterfest that’s extended this year to be a month-long festival (dates TBC) and features incredible, Covid-friendly indoor & outdoor events & activities for all ages. Programming details to be announced very soon!
3. Embrace the charm of the great outdoors by enjoying a hot drink in one of the many red Adirondack chairs on patios throughout Charlottetown.
4. Grab your skates and hit one of the city’s outdoor skating rinks.
5. Feed your inner bookworm at The Bookmark, an independent bookstore in the Confederation Court Mall specializing in local and Atlantic Canadian authors.
6. Discover why Charlottetown is called the Birthplace of Confederation by visiting the Story of Confederation at the Confederation Centre of Arts (open Saturdays 12-5 – call to book a private tour).
7. Split a bottle of wine with a fellow wine lover during Wine Wednesdays at Marc’s Lounge or drop by the next night for Cocktail Thursdays.
8. Create a masterpiece at East Coast Art Party.
9. Take a guided “Picture Perfect” photography excursion or try an Ice Fishing experience with Experience PEI.
10. Get a workout in and do some sightseeing at the same time with nordic (cross-country) or downhill skiing! Within city limits, the Confederation Trail offers groomed trails perfect for a short, easy ski, or head out to Mark Arendz Provincial Ski Park where you can rent traditional downhill skis, cross-country skis or skate skis, and enjoy gorgeous trails that take you through peaceful forests and fields.

45 Things to Do This Winter in Charlottetown 6 Photo Credit: Ian Carter
Winter Photo Credit: Stephen Harris
45 Things to Do This Winter in Charlottetown 11 Photo Credit: Indie Home

11. Have a games night and enjoying delicious snacks at Hive and Hollow.
12. Participate in Snoga in the Park on Saturdays at 11:30am outside of Founders’ Food Hall & Market (Jan 9 – Feb 16). Discover an all-new way to experience yoga in the snow and stretch out those winter kinks. It’s FREE and family-friendly!
13. Take a guided oyster tonging in the ice tour with Tranquility Cove Adventures and explore Eastern PEI.
14. Visit the Charlottetown Farmers’ Market on Saturdays for local goods, hot food, and lots of friendly chats with local vendors.
15. Head to the Old Triangle on Thursday evenings and Sunday afternoons for their Traditional Tunes session led by Island musicians with mad fiddle skills. Fellow musicians (+19) are welcome to join the party. They also have live music most Fridays and Saturday nights!
16. Keep an eye on the Confederation Centre of the Arts‘ social media and website as they adapt with the changing Covid-19 regulations and plan safe and fabulous live entertainment over the coming months. Upcoming shows include an “anti-Valentines Day” show with various performers as well as a live Easter Pointers show on March 13th.
17. Hatch an escape plan with PEI Escape Rooms.
18. Plan a dinner crawl around the downtown with friends or a date – try one resto for apps, another for your mains, and then hop to a final destination for dessert or a nightcap.
19. Treat yourself to a spa day at Pure Spa or Grand Senses Spa.
20. Catch an indie movie or classic film at City Cinema, the city’s independent, not-for-profit theatre. #Protip – The concessions are very reasonably priced, it’s licensed, and the popcorn is a MUST!

45 Things to Do This Winter in Charlottetown 2 Photo Credit: The Redhead Roamer
Artisan Christmas Market at the Charlottetown Farmers Market 1 Photo Credit: Stephen Harris
69 Things to Do This Winter in Charlottetown 18 Photo Credit: Simon Reid

21. Eat, drink and BOWL at The Alley – be sure to make reservations in advance to avoid disappointment.
22. Grab your camera (or your phone!) and take a self-guided walking tour of Charlottetown.21. Visit Owl’s Hollow with your kids – this independent kids’ store has a plethora of toys, books, board games and more for kids of all ages. They also have a playland area that’s available for private parties AND coffee house for adults to enjoy.
23. Check out the line-up of live music taking place all winter long at the Trailside Music Hall, including performances by Kierrah Celeste, Slowcoaster, Nathan Wiley, Logan Richard, Two Hours Traffic, John Connolly, Kimberly Mooney, and Coyote.
24. Plan an impromptu pub crawl and check out local hot spots with impressive selections like Craft Beer Corner, Hop Yard, Merchantman Pub, John Brown Richmond Street GrillePEI Brewing Company, Upstreet Craft Brewing (who now offer Piatto’s pizza!), and Red Island Cider.
25. Work on your swing at All About Golf located in the Confederation Court Mall.
26. Sip a coffee or hot chocolate, and people-watch at one of our numerous cafés downtown.
27. Climb to new heights on the Red Rock Climbing Wall in Stratford.
28. Head to Red Shores Racetrack and Casino and try your hand at a game of Texas Hold ‘Em poker or check out the live and simulcast horse racing and cheer on your favourites!
29. Get your trivia on! During the winter, Charlottetown transforms into a trivia town, with several bars and pubs hosting trivia throughout the week. Check out The Buzz for trivia listings or inquire at individual spots including Hunter’s Ale House, Churchill Arms, The Old TrianglePEI Brewing Company, and The Fox & Crow at UPEI.
30. Catch a pro-hockey game with the Islanders at the Eastlink Centre (starting Jan 22nd).

45 Things to Do This Winter in Charlottetown 3 Photo Credit: The Redhead Roamer
45 Things to Do This Winter in Charlottetown 7 Photo Credit: Emma Rudy
69 Things to Do This Winter in Charlottetown 17 Photo Credit: Simon Reid

31. Get your bubble together for a friendly game of axe-throwing at Chuck Hatchets, a new lounge in downtown Charlottetown.
32. Go for a horse-drawn sleigh ride through the woods with Great Northern Adventures (call 894-7558 to book).31. Head to Mark Arendz Provincial Ski Park at Brookvale for a day (or a half-day) of downhill skiing, cross-country skiing, snowshoeing, or tubing.
33. Explore the city on foot while hunting for the various Eckhart the Mouse characters hidden throughout the downtown core! Your kiddies will delight in seeing these adorable mice decked out in their winter gear.
34. Feed your inner foodie during Downtown Charlottetown Inc’s WinterDine Festival, which sees chefs around the city whipping up delicious and unique three-course menus (Jan 18 – Feb 7, seven days/week).
35. Build a snow family at Victoria Park or in one of the City squares! Share your artistic accomplishments with the world by snapping a pic and tagging #discovercharlottetown
36. While away some time perusing the extensive collection of vinyl records at Charlottetown’s beloved hub for the local music community, Back Alley Music.
37. Have a magical time painting your own pottery or taking a mixology course at Hive + Hollow.
38. Grab a pint of local brew at staff prices any Wednesday in January at The Gahan House and enjoy live, acoustic music by local talents starting at 8pm.
39. Bring your fatbike along and enjoy 10km of groomed trails accessible via the nordic lodge at Mark Arendz Provincial Ski Park.
40. Give your body a stretch and/or sweat it out with hot yoga classes and other group fitness classes at Modo Yoga, Charlottetown Yoga Space, Infrared Fitness, or Stride PEI.

Stay and Savour at Great George Photo Credit: Sims Corner
45 Things to Do This Winter in Charlottetown 5 Photo Credit: Ian Carter
MIDNIGHT 'CROW FLOW 1 Photo Credit: Simon Reid

41. Take a dive off the deep end, climb the Tarzan rope, or wade your way into the leisure pool at the Bell Aliant Centre pool, located at the UPEI campus (re-opening Jan 11).
42. Head to the city’s black box theatre, The Guild, for comedy improv nights with the Popalopalots. Be sure to visit the gallery on the lower level, where rotating exhibitions of local art are on display.
43. Art lovers and culture seekers will want to take some time to visit the Confederation Centre Art Gallery. This national gallery features Canadian artists in a mix of traditional and contemporary forms and makes for a perfect morning or afternoon outing. Admission by donation.
44. Get your fill of shopping in Charlottetown’s downtown core, which is filled with independent shops and artisan boutiques, as well as the Shops of Confederation Court Mall.
45. Pack a lunch, hop in the car and explore one or more of the Island’s coastal drives all dressed up in winter whites. Psssst – Kent Street Market, Farmacy + Fermentary, and Riverview Country Market are great for stocking up on road trip-friendly eats.
46. Grab a hot drink and take a stroll on foot to marvel at the gorgeous Victorian Homes, thoughtful pops of colour, and restored heritage buildings throughout the downtown core. Streets like West Street, Green Street, Pownal Street, and Prince and Hillsborough Streets, to name just a few, have lots of beautiful homes worth creeping.
47. Check out our Deals page and stay on top of the various promotions on offer throughout the week at restaurants and pubs in Charlottetown. Deals like half-priced nachos + $5 glasses of wine on Mondays at Hunter’s Ale House, $5 mimosas on Sundays at John Brown Richmond Street Grille from 11:30am – 2pm, $5 pints daily until 5pm at Craft Beer Corner, and $3 off cocktails Thurs-Sat after 9pm at Slaymaker & Nichols Gastro House.
48. Hit up Founders’ Food Hall & Market, a waterfront oasis for food lovers and local art enthusiasts. Located in one of the city’s most stunning historic spaces, this urban market features several local food vendors serving up high-quality food & drink, including craft beer, locally-roasted coffee, vegan cuisine, wood-fired pizza, yummy burgers, and gourmet donuts.
49. Baba’s Lounge is the perfect place to cozy up and listen to live music or catch a comedy show on a cold winter’s night. #ProTip: Try their “Sweet-O” with a group of pals.
50. Take advantage of complimentary snowshoes available to guests at many of our accommodation partners. Head out exploring the city after a snowfall or drive to the countryside and explore the many trails beyond the city limits. Check out our Snowshoes in the City Guide here. 

Pssst… keep your eyes peeled for some more outdoor dining options to be unveiled over the coming weeks! 

45 Things to Do This Winter in Charlottetown 8 Photo Credit: Adam Ramsay
12 Things To Do in Charlottetown This Fall 11 Photo Credit: Jenna Keenan
45 Things to Do This Winter in Charlottetown 10 Photo Credit: The Redhead Roamer

Start planning a dreamy winter getaway now! Check out our wonderful accommodation packages

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