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Windsor Vacations

Your trip

Hotel options

Hotel stay must be within date range of Leave and Return.

Room 1
Age categories
Ages of children at time of trip (for pricing, discounts)

Your Windsor vacation

From family vacations to last-minute romantic getaways, make Orbitz your first and only stop for Windsor vacations. You can customize your trip with flights, hotels and activities to match your travel plans and tastes. Sweeten the pot with extra savings when you book your flight and hotel together.

Create your own Windsor travel plans
Build your own Windsor vacation itinerary. Choose a flight that matches your schedule and a hotel with the amenities you need. Book them together for extra discounts you won't find when booking separately.

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Reach out to an Orbitz travel specialist for Windsor vacation assistance. Our specialists are available around the clock at 1-800-504-3248. We can even help with last-minute Windsor vacations.

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Make travel plans smoother with Orbitz Care Alerts. Receive real-time info about flight delays, weather and other events via phone, e-mail or text. Keep up to six other people in the loop with travel alerts, too.

Scope out your Windsor vacation options and savings
With the Orbitz Matrix Display, you can view all your flight and hotel options quickly. Plus, you'll see what you can save on your travel packages when you book them together.

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Windsor Vacation Packages

Hotel only $113

1 Caesars Windsor

5 stars
4.2 / 5 48 reviews

377 Riverside Drive East Map

Save 25% on 1+ Nights!

Luxury, indulgence and entertainment await at our world-class casino resort. Offering first-class gaming, a four-diamond hotel, an outstanding buffet and one of the largest loyalty programs in the world, Total Rewards. The property boasts 100,000 square feet of gaming... More

Hotel only $54

2 Days Inn - Windsor

2 stars
3.4 / 5 41 reviews

675 Goyeau Street Map

Stay 3, Save 20%

The Days Inn Downtown Windsor - Casino District, by the entrance to the Detroit/Windsor Tunnel is centrally located within walking distance to all shopping, dining, entertainment, commercial/convention areas and steps to the popular Windsor Casino. Whether you are... More

Hotel only $65

3 Travelodge Hotel Downtown Windsor

2 stars
3.1 / 5 34 reviews

33 Riverside Drive East Map

Stay 2, Save 15%

Located in the heart of downtown, this pet-friendly hotel is close to Detroit Windsor Tunnel, University of Windsor and Ambassador Bridge. Area attractions also include Caesars Windsor, Art Gallery of Windsor, Hiram Walkers. Within walking distance to Windsors vibrant... More

Hotel only $75

4 Quality Suites Downtown

3 stars
3.5 / 5 15 reviews

250 Dougall Ave. Map

Windsor's only all Suites Hotel in a great downtown location. Short walk to the new Caesar's Windsor Near Waterfront, Theatres, Art Gallery, Great Restaurants, Clubs and other attractions.Tunnel Bus to downtown Detroit across the street. Superstar Wings & Ribs onsite... More

Hotel only $68

5 Comfort Suites Downtown

2 stars
2.8 / 5 5 reviews

500 Tuscarora Rd. East Map

Spacious whirlpool suites available, Free Continental Breakfast, Free Parking, Free Local Calls, two blocks to Casino, Walking distance to Shops and Restaurants, Walk to Riverfront Parks. Cash paying guests will require an additional 100.00CAD for deposit. Limit:1... More

Hotel only $93


3 stars
3.3 / 5 14 reviews

430 Ouellette Avenue Map

Holiday Inn Downtown Windsor welcomes you Our hotel offers the ideal location for business travelers and vacationers in the heart of downtown Windsor. Located on Ouellette Ave, our guests are just steps away from dining and nightlife. Don't miss Adventure Bay Water Park... More

Hotel only $51

7 Lexington Inn and Suites Windsor

2 stars
4.2 / 5 5 reviews

2130 Division Road Map

Holiday Sale - Save 20% on your stay

Experience an exciting trip to the City of Roses while enjoying the comfort of our newly renovated Lexington Inn and Suites conveniently located in the recently developed South Windsor area with easy access to the most vibrant sections of the southernmost city in Canada.... More

Hotel only $72

8 Comfort Inn Windsor

2 stars
3.3 / 5 4 reviews

2955 Dougall Ave. Map

Located near Interstate 10, close to Del Webb retirement communities of Sun City Palm Desert and Sun City Shadow Hills. Palm Springs, Rancho Mirage, Indian Wells, La Quinta and Indio are a short drive away. Nearby venues are Fantasy Springs, Spotlight 29 and Agua Caliente... More

Hotel only $94

9 Holiday Inn Hotel & Suites WINDSOR (AMBASSADOR BRIDGE)

3 stars
4.3 / 5 8 reviews


Thank you for visiting the Holiday Inn and Suites Ambassador Bridge. Our beautiful property has completed a 5 million dollar renovation allowing our guests to enjoy a newly refreshed hotel with modern décor and our new Grill 55 restaurant. The Grill offers a great variety... More

Hotel only $106

10 Hampton Inn & Suites Windsor, ON

3 stars
4.2 / 5 9 reviews

1840 Huron Church Road Map

The Hampton Inn & Suites Windsor, ON is proud to be Windsor's newest hotel. We offer a complimentary deluxe breakfast now featuring daily hot items, complimentary high-speed internet, parking, local and toll calls and 100% satisfaction guarantee. Our tastefully appointed... More