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Enjoy a getaway for two at these romantic properties

Check prices on hotels in Windsor

Tonight 16 Nov - 17 Nov
This weekend 16 Nov - 18 Nov
Next weekend 23 Nov - 25 Nov

Featured Windsor Romantic Hotels

See all 74 properties in Windsor
Seacliffe Inn
Seacliffe Inn
2.0 out of 5.0 388 Erie Street South, Leamington
Free Cancellation
4.1/5 (465 reviews)
C$125/ nightfor 2 guests

Nice hotel close to everything. Rooms are clean and hotel well maintained.

Reviewed on 11 Nov 2018
Drifted Inn - Riverfront Cottage
Drifted Inn - Riverfront Cottage
, Amherstburg
4.8/5 (20 reviews)

Couldn't ask for anything more, from watching the freighters heading up and down the shipping channel to the quaint town of Amherstberg, we thoroughly enjoyed our stay. Delightful cabin, completely stocked, comfortable bed, great shower, I could go on and on..Thank you Megan. We cannot wait to visit ...

Reviewed on 18 Sep 2018
Duck Pond Bed & Breakfast Cottage
Duck Pond Bed & Breakfast Cottage
3.5 out of 5.0 901 Mersea Road 7, RR5, Leamington
5.0/5 (8 reviews)

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

Reviewed on 17 Sep 2018
Lakeside Village Motel and Campground
Lakeside Village Motel and Campground
2.5 out of 5.0 2416 Talbot Trail, Wheatley
4.0/5 (2 reviews)

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

Reviewed on 1 Oct 2018
Caesars Windsor
Caesars Windsor
4.0 out of 5.0 377 Riverside Dr E, Windsor
4.3/5 (1,914 reviews)
C$161/ nightfor 2 guests

The Italian restaurant by the main hotel lobby was very tasty and classy

Reviewed on 15 Nov 2018

Recently booked Windsor hotels

Best Western Plus Waterfront Hotel
2.5 out of 5.0
Last booking: 3 hours ago
Caesars Windsor
4.0 out of 5.0
Last booking: 14 hours ago
Sunbridge Hotel & Conference Centre Windsor
3.0 out of 5.0
Last booking: 21 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.

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.