Find Romantic Hotels in Windsor from CA $83

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Top Windsor Romantic Hotels

Duck Pond Bed & Breakfast Cottage
3.5 out of 5
901 Mersea Road 7, RR5, Leamington, ON
5/5 Exceptional! (12 reviews)
"I was incredibly lucky to find Marjolein and Aad's B&B when looking for a place to stay in Leamington! Duck Pond is located on a quiet street just outside the downtown area. The cottage itself is perfect for a family of four and complete with everything we needed. It's very clean and we were provided ..."

Reviewed on Aug. 7, 2021

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Duck Pond Bed & Breakfast Cottage
Wenzler's Landing Bed & Breakfast
3 out of 5
2310 Hickson Road, R1, Leamington, ON
The price is CA $157 per night from Oct 27 to Oct 27
5/5 Exceptional! (79 reviews)
"Beautiful large suite, lovely surroundings, huge breakfast and owners couldn’t have been more friendly."

Reviewed on Sep. 12, 2021

Wenzler's Landing Bed & Breakfast
Drifted Inn - Riverfront Cottage
4.9/5 Exceptional! (74 reviews)
Unplug and make beautiful memories
"Love the cottage! Perfect for a vacation for my family of 4. Hospitality Megan is a fantastic host. Her advice is thorough. She is warm and quick to respond. She was also very thoughtful to cool the cottage down and have a lot of lights on as we arrived on a hot night past 10pm. The kitchen I like ..."

Reviewed on Oct. 18, 2021

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Drifted Inn - Riverfront Cottage
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Ye Olde Walkerville Bed & Breakfast
3.5 out of 5
1104 Monmouth Road, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Oct 24 to Oct 24
4.7/5 Exceptional! (197 reviews)
"Stayed in the upstairs suite which was huge and very comfortable. The owner made sure we had everything we needed."

Reviewed on Oct. 18, 2021

Ye Olde Walkerville Bed & Breakfast
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is CA $143 per night from Oct 24 to Oct 24
4.4/5 Excellent! (984 reviews)
"Great place! Staff very professional and the room spotless!"

Reviewed on Oct. 16, 2021

Caesars Windsor
Lakeside Village Motel and Campground
2.5 out of 5
2416 Talbot Trail, Chatham-Kent, ON
4.3/5 Excellent! (3 reviews)
"Was perfect ! Very well maintained, clean and roomy Stove, fridge and kitchen were an unexpected bonus"

Reviewed on Oct. 1, 2018

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Lakeside Village Motel and Campground
Four Points by Sheraton Windsor Downtown
3 out of 5
430 Ouellette Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Oct 31 to Oct 31
4.3/5 Excellent! (230 reviews)
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Reviewed on Oct. 16, 2021

Four Points by Sheraton Windsor Downtown
Best Western Plus Waterfront Hotel
2.5 out of 5
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Nov 1 to Nov 1
4.2/5 Excellent! (1,878 reviews)
"Lovely views"

Reviewed on Oct. 22, 2021

Best Western Plus Waterfront Hotel
Residence & Conference Centre - Windsor
2 out of 5
3995 Geraedts Drive, Windsor, ON
4/5 Very 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

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Residence & Conference Centre - Windsor
Seacliffe Inn
3 out of 5
388 Erie Street South, Leamington, ON
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Nov 1 to Nov 1
4/5 Very Good! (812 reviews)
"Nice location and pleasant room."

Reviewed on Oct. 18, 2021

Seacliffe Inn
Lexington Inn & Suites Windsor
2.5 out of 5
2130 Division Road, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is CA $83 per night from Nov 18 to Nov 18
3.6/5 Good! (981 reviews)
"When questions asked about something they were very helpful"

Reviewed on Oct. 18, 2021

Lexington Inn & Suites Windsor
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.

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