Beginning of main content

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Windsor

Tonight Aug 19 - Aug 20
This weekend Aug 23 - Aug 25
Next weekend Aug 30 - Sep 1

Featured Windsor Romantic Hotels

See all 91 Properties in Windsor

Estimated price for 1 night/2 adults

Seacliffe Inn
Seacliffe Inn
3.0 out of 5.0 388 Erie Street South, Leamington, ON
Free Cancellation
4.1/5 (570 reviews)
$102/ night for 2 guests

Good location for walking close to water .quaint property clean,nice view at front of inn....good restaurant located at the inn.

Reviewed on Aug 11, 2019
Drifted Inn - Riverfront Cottage
Drifted Inn - Riverfront Cottage
Amherstburg, Ontario
4.8/5 (22 reviews)

This little cottage was the perfect getaway for my husband and is anniversary! The town is so cute and the cabin and everything we needed! We will come Back!

Reviewed on Oct 26, 2018
Duck Pond Bed & Breakfast Cottage
Duck Pond Bed & Breakfast Cottage
3.5 out of 5.0 901 Mersea Road 7, RR5, Leamington, ON
5.0/5 (8 reviews)

Very comfortable, all needs anticipated. Lovely setting. Great food.

Reviewed on Sep 17, 2018
Lakeside Village Motel and Campground
Lakeside Village Motel and Campground
2.5 out of 5.0 2416 Talbot Trail, Chatham-Kent, ON
4.3/5 (3 reviews)

Was perfect ! Very well maintained, clean and roomy Stove, fridge and kitchen were an unexpected bonus

Reviewed on Oct 1, 2018
Caesars Windsor
Caesars Windsor
4.0 out of 5.0 377 Riverside Dr E, Windsor, ON
4.3/5 (2007 reviews)
$108/ night for 2 guests

It was fantastic. Nice restaurants, everyone is friendly.

Reviewed on Aug 16, 2019
Best Western Plus Waterfront Hotel
Best Western Plus Waterfront Hotel
2.5 out of 5.0 277 Riverside Drive West, Windsor, ON
Free Cancellation
4.1/5 (3571 reviews)
$82/ night for 2 guests

I love it staying this hotel excellentl, it was super clean and staff was friendly and water front view , superb

Reviewed on Aug 17, 2019
Ye Olde Walkerville Bed & Breakfast
Ye Olde Walkerville Bed & Breakfast
3.5 out of 5.0 1104 Monmouth Road, Windsor, ON
Free Cancellation
4.7/5 (160 reviews)
$88/ night for 2 guests

Charming BnB with a very friendly, special host in Renee. Very clean and lovely rooms with well appointed bathrooms. Great, friendly staff. The breakfast was simply amazing, delicious, and plentiful. Very helpful with dietary needs. Really enjoyed our breakfast and visit with the staff and other ...

Reviewed on Aug 18, 2019
Lexington Inn & Suites Windsor
Lexington Inn & Suites Windsor
2.5 out of 5.0 2130 Division Road, Windsor, ON
Free Cancellation
3.7/5 (822 reviews)
$51/ night for 2 guests

Close to amenities. Gas, highway, shops. Easy to get to.

Reviewed on Aug 15, 2019
Wenzler's Landing Bed & Breakfast
Wenzler's Landing Bed & Breakfast
3.0 out of 5.0 2310 Hickson Road, R1, Leamington, ON
5.0/5 (53 reviews)
$109/ night for 2 guests

The house is surrounded by stunning gardens and bird feeders. The gardens are all unique, with a variety of beautiful flowers and arrangements. Inside the house is a choice of seating areas, all overlooking the gardens, where one can see the never ending bird action. The breakfasts are freshly prepared ...

Reviewed on Jul 23, 2019
Map

Recently Booked Romantic Hotels in Windsor

Best Western Plus Waterfront Hotel
2.5 out of 5.0
Last booking: 4 hours ago
Caesars Windsor
4.0 out of 5.0
Last booking: 4 hours ago
Lexington Inn & Suites Windsor
2.5 out of 5.0
Last booking: 5 hours ago
Residence & Conference Centre - Windsor
2.0 out of 5.0
Last booking: 21 hours ago
Seacliffe Inn
3.0 out of 5.0
Last booking: 47 hours ago

Romantic Hotels and Accommodations in Windsor


Are you and your partner in need of a romantic vacation? Couples choose Windsor for its stunning river views and top-notch restaurants. During your trip, you might head to Detroit Windsor Tunnel, Devonshire Mall, or Ambassador Golf Club to get in some quality time exploring the sights with your significant other.


If you and your sweetheart are looking forward to a relaxing time away or you're you'd like to have specific luxurious amenities, you can choose from 11 hotels and other accommodations in Windsor for the perfect romantic getaway.


Expedia guests enjoy these accommodations for their romantic atmosphere:

Duck Pond Bed & Breakfast Cottage: This 3.5-star cottage offers free breakfast, free parking, and a garden. Our guests appreciate its breakfast and prime location.

Drifted Inn - Riverfront Cottage: Cottage featuring a kitchen, a patio, and a garden. Customers give good reviews for its comfortable beds and beach locale.

Lakeside Village Motel and Campground: With a stay at this property, you'll have access to premium bedding, a fireplace, and a private beach.

Ye Olde Walkerville Bed & Breakfast: This 3.5-star B&B offers free breakfast, free WiFi, and free parking. Our guests appreciate its comfortable beds and helpful staff.

Sunbridge Hotel & Conference Centre Windsor: 3-star hotel featuring free WiFi, parking, and a 24-hour front desk. Customers give good reviews for its spacious rooms and pool.


When is the Best Time to Visit Windsor?


Weather can be an important factor in your romantic holiday, so we've provided seasonal rainfall and temperature stats to help you plan your vacation:


  • Hottest months: July, August, June, and September, with an average temperature of 80°F
  • Coldest months: January, February, December, and March, with an average temperature of 20°F
  • Driest months: March, February, January, and December, with an average rainfall of 0.08 inches
  • Rainiest months: August, July, June, and May, with an average rainfall of 0.12 inches

Sightseeing in and Around Windsor


There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all that Windsor has to offer. If you and your partner are interested in sampling the local food and drinks, you'll love Windsor for its array of dining options and fantastic nightlife. If you want to spend a day exploring, you might consider a stop at Detroit Windsor Tunnel, Devonshire Mall, or Ambassador Golf Club.


Expedia travelers also enjoy Windsor for its:
  • Casino gaming
  • Riverfront
  • Flowers
  • Live music
  • Skyscrapers

Getting Around Windsor


Make your way to Windsor with a flight to Windsor, ON (YQG), which is the closest major airport located 4.9 mi (7.9 km) from the city center. To venture out into the surrounding area, ride aboard one of the trains from Windsor Station.