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Find Romantic Hotels in Windsor from CA $69

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Duck Pond Bed & Breakfast Cottage
3.5 out of 5
901 Mersea Road 7, RR5, Leamington, ON
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5/5Exceptional! (10 reviews)

"Aad and Marjolein have done an amazing job with their presentation. The breakfasts are good ( I really loved their Omelette) they also left us some snacks. After talking to Aad for a few minutes you can see he has a very kind heart and Marjolein is wonderful"…"

Reviewed on Sep. 23, 2019

Duck Pond Bed & Breakfast Cottage
Wenzler's Landing Bed & Breakfast
3 out of 5
2310 Hickson Road, R1, Leamington, ON
The price is CA $145 per night from Mar 7 to Mar 8
5/5Exceptional! (70 reviews)
Great Job

"We thoroughly and completely enjoyed it. Loved the huge and delicious fruit salad and great breakfast, enjoyed a leisurely walk with the dogs, and was very grateful for the recommendation for Renny's for dinner, as it was 5 minutes away, so very convenient. Deb was a wonderful hostess, and answered ..."…"

Reviewed on Nov. 16, 2020

Wenzler's Landing Bed & Breakfast
Drifted Inn - Riverfront Cottage
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4.9/5Exceptional! (62 reviews)
Tranquility Found!

"We visited this beautiful property during the Thanksgiving long weekend as Covid restrictions left us unexpectedly released of our usual large family gathering hosting duties. What am amazing experience we had. We enjoyed every minute of this super private, water front adorable cottage. It is very ..."…"

Reviewed on Oct. 27, 2020

Drifted Inn - Riverfront Cottage
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Ye Olde Walkerville Bed & Breakfast
3.5 out of 5
1104 Monmouth Road, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $129 per night from Mar 7 to Mar 8
4.7/5Exceptional! (191 reviews)

"I loved staying in a home that was built in 1903, keeping its charm yet with a totally updated bathroom, TV and wifi. Because of Covid restrictions I received a bagged breakfast with enough food to last me all day. The owner was very welcoming and made me feel as if I was in my own home. I have already ..."…"

Reviewed on Feb. 11, 2021

Ye Olde Walkerville Bed & Breakfast
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
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4.4/5Excellent! (1,078 reviews)

"It was great the place itself was nice the wifi was absolute garbage didnt work in the room at all."…"

Reviewed on Mar. 14, 2020

Caesars Windsor
Lakeside Village Motel and Campground
2.5 out of 5
2416 Talbot Trail, Chatham-Kent, ON
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4.3/5Excellent! (3 reviews)

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

Reviewed on Oct. 1, 2018

Lakeside Village Motel and Campground
Best Western Plus Waterfront Hotel
2.5 out of 5
277 Riverside Drive West, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $108 per night from Apr 4 to Apr 5
4.3/5Excellent! (2,152 reviews)

"Friendly staff, great selections for breakfast. Beautiful view."…"

Reviewed on Feb. 22, 2021

Best Western Plus Waterfront Hotel
Four Points by Sheraton Windsor Downtown
3 out of 5
430 Ouellette Ave, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $107 per night from Mar 12 to Mar 13
4.2/5Excellent! (177 reviews)

"Nice place to stay for my work trip. Would come again!"…"

Reviewed on Mar. 2, 2021

Four Points by Sheraton Windsor Downtown
Seacliffe Inn
3 out of 5
388 Erie Street South, Leamington, ON
Free cancellationReserve now, pay when you stay
The price is CA $134 per night from Apr 5 to Apr 6
4/5Very Good! (744 reviews)

"beautiful place and functional, we do wished to have known that the spa was not open because of covid. it was one of the reasons we booked the room."…"

Reviewed on Oct. 4, 2020

Seacliffe Inn
Residence & Conference Centre - Windsor
2 out of 5
3995 Geraedts Drive, Windsor, ON
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4/5Very Good! (293 reviews)

"Typical residence with all that one would (and wouldn't) expect in terms of amenities and organization."…"

Reviewed on Aug. 24, 2019

Residence & Conference Centre - Windsor
Lexington Inn & Suites Windsor
2.5 out of 5
2130 Division Road, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $69 per night from Mar 7 to Mar 8
3.6/5Good! (994 reviews)

"This was a nice basic motel for the commercial traveler. Breakfast buffet not available due to Covid restrictions but there is a Tim Hortons across the street. Staff helped me bring my luggage and my test equipment to my room. I appreciated that."…"

Reviewed on Mar. 4, 2021

Lexington Inn & Suites Windsor
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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.

Frequently asked questions

Searching for romantic hotels in Windsor?
If you and your partner need a romantic vacation, we’ve got just the thing. Couples choose Windsor for its stunning river views and top-notch restaurants. If you’re a pair that loves cultural attractions, you might check out Leamington Arts Centre, Chrysler Theatre, or Art Gallery of Windsor. 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 ideal romantic vacation.
What's the best accommodation for a couple visiting Windsor?
Seacliffe Inn is a favorite 3-star hotel for couples, and features a full-service spa and a restaurant. Other good choices for a stay with your sweetheart include Lakeside Village Motel and Campground and Caesars Windsor.
How many romantic hotels should we expect to find in Windsor?
Expedia has 11 romantic Windsor hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Windsor?
If you’re looking forward to lots of outings with your partner, check out these details about year-round temperatures in Windsor: The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. Average annual precipitation for Windsor is 33 inches.
What is there to do in Windsor?
There’s nothing better than seeing a new destination with your sweetheart, so consider checking out 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 bar scene. You might think about stopping by Detroit Windsor Tunnel, Caesars Casino, or Point Pelee National Park while you’re seeing the sights.
What’s the best way to get to Windsor and around town during my romantic getaway?
This information about transportation options in Windsor might help your romantic trip go off without a hitch: Book a flight to Detroit Metropolitan Wayne County Airport (DTW), which is the closest major airport, located 17.2 mi (27.6 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.

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