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Thanksgiving Weekend Flight Deals for Canadians 2019

Not everyone wants to go over to the in-law’s house or their distant cousin's place every year to celebrate Thanksgiving. We've put together these top destinations for Thanksgiving weekend getaways for Canadians to visit during the long weekend. It's time to change things up a bit!

Find Now Thanksgiving Flight Deals for Thanksgiving Weekend 2019:

Departure City

Destination City

Estimated Price CAD (Round-trip)

MontrealThunder Bay$367

Important Things to Know About Flight Deals:

*Prices are updated daily. Savings indicated are based on the percentage difference in price between the deal shown and the median price for the route.

If you are unable to find the deal, that just means the deal has been booked by someone else.

Top Destinations for Canadians to Visit On a Thanksgiving Weekend Getaway

1. Halifax, Nova Scotia

A major stop in the Maritimes, the seaside city of Halifax has a fascinating history with lots to see and do throughout the year. The refurbished waterfront features a great boardwalk with lively restaurants, children’s playgrounds and boats offering tours of the picturesque harbour. Don’t forget to indulge in some lobster subs along the way!

Some spots not to be missed in Halifax are of course Peggy’s Cove, the Halifax Seaport Farmers’ Market, the Maritime Museum and the Halifax Citadel. For some outdoor exploring, check out Point Pleasant Park or the Halifax Public Gardens  The Halifax Public Gardens are the oldest public gardens in all of Canada and was built in 1836 by the Nova Scotia Horticultural Society. Places to stay include the lovely Westin Nova Scotian on the waterfront and Cambridge Suites, where you’ll have plenty of room. Halifax is ideal for Thanksgiving weekend getaways.

Skyline of Halifax, Nova Scotia. Thanksgiving weekend getaways
Thanksgiving weekend getaways | Skyscanner Canada

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2. Muskoka, Ontario

The lakes north of Toronto are ideal spots for viewing fall colours around Thanksgiving, with open waters that reflect canopies of crimson red, burnt orange and deep yellow coloured leaves. The Water Tower in Dorset sits on a hill high above Lake of Bays and offers the best views in the region. It can get quite crowded on weekends in autumn so aim for mid-week to avoid disappointment. Failing that, you can try the free view at Lion’s Lookout in the fun and lively town of Huntsville.

The Lady Muskoka offers top-rated boat cruises of the Muskoka Lake and River. Sleeping options include the spacious Marriott Residence Inn in Gravenhurst and Taboo Resort on Lake Muskoka. JW Marriott The Rosseau offers stunning décor and a gorgeous setting on Lake Rosseau, just north of Lake Muskoka. Muskoka is one of the top places in Canada for Thanksgiving weekend getaways.

Thanksgiving weekend getaways | Skyscanner Canada

3. Canmore, Alberta

Banff and Lake Louise, not to mention Jasper, get most of the attention in the tourist brochures when it comes to Thanksgiving weekend getaways. The town of Canmore, a few minutes south of Banff, offers mountain views that are just as spectacular, but at cheaper prices than Banff. Crazyweed Kitchen offers up remarkably good food, as does Trough Dining Co. The main town has fun shops that aren’t overly cute and good breakfast spots, including the Rocky Mountain Bagel Co. The golf courses here are stunning, including Silvertip and Stewart Creek. Great housing options include Solara Resort & Spa, which is great for families, and the adorable Paintbox Lodge.

Thanksgiving weekend getaways | Skyscanner Canada

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4. Eastern Townships, Quebec

This is a tranquil area an hour or so south of Montreal, with lovely lakes, rolling hills and beautiful inns. Stop at the Leon Courville winery for good wine and great conversation. The town of North Hatley is one of the prettiest in Canada, set on the north shore of Lake Massawippi with a lovely pier, waterfront park and adorable shops. The area is filled with remarkable places to stay and great food choices. Auberge West Brome has lovely rooms in sunny yellow buildings in a pretty valley, with an excellent restaurant. Ripplecove Resort and Spa has an old-time charm to spare and an ideal setting on the shores of Lake Massawippi. 

Spa Eastman is one of Canada’s top spa resorts, with lovely pools and treatment rooms in a restful setting near Mont-Orford. It’s the perfect Thanksgiving getaway for folks in Quebec or eastern Ontario, not to mention Americans in the New England states.

Bridge in the town of North Hatley, Quebec
Thanksgiving weekend getaways | Skyscanner Canada

5. Myrtle Beach, South Carolina

This South Carolina playground also has great seafood, lovely resorts and spas and great “full-size golf,” including Pine Lakes Country Club. Try a great kayaking trip on the Black River, or stroll the lush landscapes at Brookgreen Gardens. There’s great stand-up paddle-boarding down at Murrells Inlet, a fun spot with a boardwalk and restaurants lining a pretty bay. Kingston Plantation Condos in North Myrtle Beach has great accommodation options, with both a Hilton and a family-friendly Embassy Suites. 

Pier at Myrtle Beach
Thanksgiving weekend getaways | Skyscanner Canada

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6. Chicago

This sprawling, diverse, and bustling midwestern metropolis offers so much to see and do. This is where the skyscraper was born and where architectural fiends will find such treasures as the Tribune Tower and the Wrigley Building. There’s no better place to see some live comedy than in Chicago, the birthplace of improv comedy. There various weekly improv shows at the famous Second City or the iO Theater. Try a ride on the Chicago River with architectural tours, or try your hand at a kayak on the river. The rest of the lakefront is parkland and glorious open space fronting Lake Michigan. Logan Square just north of the downtown core is a trendy neighbourhood with fun bars and restaurants. The 606, an abandoned rail line, is also in the area.

Don’t forget to get an Instagram shot of yourself in front of the glimmering sculpture the locals call “The Bean”, formally known as Cloud Gate. And don’t miss the Art Institute of Chicago, with its Chinese treasures, Marc Chagall windows and much more. Chicago is the perfect weekend getaway place for Thanksgiving. The InterContinental Magnificent Mile is an historic hotel in the city centre, within walking distance to numerous attractions. Check out our travel guide for Chicago here, filled with hand-picked spots from one of our travel experts at Skyscanner.

The Bean in Chicago, Illinois
Thanksgiving weekend getaways | Skyscanner Canada

7. Perfect Thanksgiving Weekend Getaways:
San Diego

This southern California city sees over 300 days of sunshine a year and definitely deserves a spot on our list of perfect Thanksgiving weekend getaways. While it’s less popular than the other California cities to the north like Los Angeles and San Francisco, it’s hard not to fall in love with San Diego. With some of the best views along the gorgeous California coastline, beaches like Mission Beach, Pacific Beach and La Jolla offer outdoor adventures from surfing to hiking, to sunbathing and taking in the laid-back southern California vibes. You’ll also find what might be the best craft beer scene in the U.S. The La Jolla Playhouse offers top-notch entertainment, and you can do some great hang-gliding trips off the chalky cliffs that line the coast.

The food scene in San Diego is growing stronger every year, and there are fantastic scenery and lovely driving trips to be found in the hills and mountains east of the city. The Ballast Point Tasting Room and Kitchen is a wonderful craft beer spot with a cool vibe and great food. Try the Omni San Diego or the historic Hotel Del Coronado, an iconic spot by the Pacific Ocean with plenty to do for families and couples alike.  

View of Hotel del Coronado in San Diego, California. Thanksgiving Weekend Getaways
Thanksgiving weekend getaways | Skyscanner Canada
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