By clicking, I agree to the terms

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.

Find Windsor travel discounts
Be the first to know about exclusive offers and last-minute deals on Windsor travel. Sign for our deals e-mail , or follow us on Twitter and Facebook for promo codes, discounts and more. Our global network of travel experts find big-time savings and travel deals just for you.

Get Windsor travel support 24/7
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.

Sign up for free Windsor travel alerts
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.

Sign up to receive our best deals

Get insider access to our best hotel deals, coupons and more!

Windsor Vacation Packages

Hotel only $118

1 Caesars Windsor

5 stars
4.2 / 5 48 reviews

377 Riverside Drive East Map

Save 10%

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 $60

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 $68

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 $81

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 $67

5 Comfort Suites Downtown

2 stars
2.8 / 5 4 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 $106


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 $85

7 Comfort Inn & Suites Ambassador Bridge

3 stars
4.5 / 5 13 reviews

2330 Huron Church Road Map

This newly renovated hotel is complete with hot tub suites for your enjoyment and relaxation. Our location is ideal no matter where you are heading. We are only minutes great shopping and dining experiences at the Windsor Crossings Outlet Mall. For more excitement, we are... More

Hotel only $105

8 Hampton Inn & Suites Windsor, ON

3 stars
4.2 / 5 9 reviews

1840 Huron Church Road Map

Free On The HouseT hot breakfast, Wi-Fi

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

Hotel only $53

9 Super 8 Windsor ON

2 stars
2.3 / 5 3 reviews

Hwy 401 And Huron Church Road Map

Stay 2, Save 15%

The Super 8 Windsor, ON is close to the University of Windsor, the Ambassador Bridge to Detroit and Windsor International Airport, our Super 8 Windsor, ON hotel is your time-saving stop in southeastern Ontario. Conveniently located 4 km from the US border. Well appointed... More

Hotel only $57

10 Lexington Inn and Suites Windsor

2 stars
4.0 / 5 3 reviews

2130 Division Road Map

Fall Sale - Save 15% 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