Create your free account
Sign in to your account
Save up to 17% by booking Flight + Hotel.
Search 321,000 hotels and 400 airlines worldwide.
Get the price Guarantee available for your trip.
Windsor Holiday
Discover Windsor, the Canadian border town just across the Detroit River from Detroit’s city center, known for its heritage architecture and fine whiskeys. Windsor has long been the go-to town for Americans seeking Canada’s laxer alcohol laws. During the Prohibition era, Windsor was a liquor-smuggling hub. Today, its club strip is filled with American 19- and 20-year-olds enjoying an early first drink. Beyond the city’s exciting nightlife, Windsor is a delightful historic town, home to numerous parks and an old town district based around one of Canada’s most famous distilleries.
Find Walkerville, a historic neighborhood just south of the river that once was its own town. Walkerville is named after the American entrepreneur Hiram Walker, who founded a whiskey distillery here in 1858 and proceeded to build a town around it. Stroll through this neighborhood to find heritage buildings and Hiram Walker’s son’s lavish estate, Willistead Manor. Take a tour of the English-style country mansion in July and December.
While in Walkerville, don’t miss the Canadian Club Distillery, the whiskey distillery that started it all. Learn about the whiskey-distilling process on a tour and enjoy a whiskey sample at the tour’s end.
Explore the Windsor riverfront, where you will find a line of grassy parks with views of the Detroit skyline. Rent a bike to ride the path along the river. Tour the Dieppe Gardens, a nicely landscaped flower garden filled with monuments to the Canadian military. The nearby Odette Sculpture Park features 31 contemporary sculptures, including a silver flying saucer and a bronze elephant.
To experience Windsor’s famed nightlife, visit Caesars Windsor, a waterfront casino just across the river from Detroit’s General Motors Company headquarters. This smoke-free casino has a 27-story luxury hotel and a 24-hour poker room.
To reach Windsor, fly into Detroit’s international airport and cross the Canadian-American border via the Detroit-Windsor Tunnel. Windsor’s reputation may be wild, but it is one of Canada’s safest cities and offers plenty of family-friendly attractions.
Top Hotel Deals
TownePlace Suites by Marriott Windsor
250 Dougall Ave, WindsorThis family-friendly Windsor hotel is located in the entertainment district, within 2 mi (3 km) of Detroit Windsor Tunnel, University of Windsor, and Ambassador Bridge. Belle Isle Aquarium and Belle Isle are also within 6 mi (10 km).
Best Western Plus Waterfront Hotel
277 Riverside Drive West, WindsorLocated in the heart of Windsor, this hotel is within 2 mi (3 km) of Detroit Windsor Tunnel, Ambassador Bridge, and University of Windsor. GM Renaissance Center and Ford Field are also within 6 mi (10 km).
Caesars Windsor
377 Riverside Dr E, WindsorLocated in the heart of Windsor, this spa hotel is 0.6 mi (1 km) from Detroit Windsor Tunnel and within 3 mi (5 km) of Ambassador Bridge and University of Windsor. GM Renaissance Center and Ford Field are also within 6 mi (10 km).
Duck Pond Bed & Breakfast Cottage
901 Mersea Road 7, RR5, LeamingtonSituated in a rural location, this cottage is 4.8 mi (7.8 km) from Leamington Arts Centre and 7.9 mi (12.7 km) from Leamington Municipal Marina. Point Pelee National Park and Ciocairo Club of Windsor are also within 25 mi (40 km).
Quality Inn & Suites Downtown
675 Goyeau St, WindsorLocated in the heart of Windsor, this hotel is 0.2 mi (0.2 km) from Detroit Windsor Tunnel and within 3 mi (5 km) of University of Windsor and Ambassador Bridge. GM Renaissance Center and Ford Field are also within 6 mi (10 km).
Holiday Inn Windsor Downtown
430 Ouellette Ave, WindsorLocated in the heart of Windsor, this hotel is 0.3 mi (0.5 km) from Detroit Windsor Tunnel and within 3 mi (5 km) of University of Windsor and Ambassador Bridge. GM Renaissance Center and Ford Field are also within 6 mi (10 km).
Lexington Inn & Suites - Windsor ON Canada
2130 Division Road, WindsorSituated near the airport, this hotel is 2.1 mi (3.3 km) from Devonshire Mall and 2.4 mi (3.9 km) from Ciocairo Club of Windsor. GM Renaissance Center and Ford Field are also within 9 mi (15 km).
Howard Johnson Plaza Hotel Windsor
2530 Ouellette Avenue, WindsorSituated in the business district, this hotel is 1.4 mi (2.2 km) from Devonshire Mall and 2.4 mi (3.8 km) from Detroit Windsor Tunnel. GM Renaissance Center and Ford Field are also within 6 mi (10 km).
Top Flight + Hotel Deals
The Townsend Hotel
4.0 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£1,276
per person
The Westin Book Cadillac Detroit
4.0 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£1,302
per person
Crowne Plaza Detroit Downtown Riverfront
3.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£977
per person
The Westin Southfield Detroit
4.0 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£996
per person
Detroit Marriott at the Renaissance Center
3.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£1,231
per person
Residence Inn by Marriott Detroit Pontiac Auburn Hills
3.0 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£933
per person
Courtyard By Marriott Detroit Downtown
3.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£1,147
per person
MotorCity Casino Hotel
4.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£1,045
per person
Roberts Riverwalk Urban Resort Hotel
3.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£944
per person
MGM Grand Detroit
4.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£1,121
per person
Detroit Marriott Troy
3.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£1,175
per person
DoubleTree by Hilton Hotel Detroit - Dearborn
3.5 out of 5.0Fri, 1 Dec - Fri, 8 Dec
Tees Valley - Detroit Metropolitan Wayne County
£957
per person
Top Deals on Flights
These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.
Book your Windsor Holiday
