Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Browse for Windsor Romantic Hotels from $53

Search over 1 million properties and 550 airlines worldwide

Free cancellation on most hotels. Because flexibility matters.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Featured Windsor Romantic Hotels

Duck Pond Bed & Breakfast Cottage
3.5 out of 5
901 Mersea Road 7, RR5, Leamington, ON
Get Rates
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 $116 per night
5/5Exceptional! (63 reviews)

"Deby and her husband are one of the best host that I had, my pleasure to recommend them and their place"…"

Reviewed on Feb 21, 2020

Wenzler's Landing Bed & Breakfast
Drifted Inn - Riverfront Cottage
Great for couples
Get Rates
4.9/5Exceptional! (58 reviews)
Couples like: on the beach, fireplace
Perfect weekend on the water

"Another fantastic weekend away from the noise of the city. We enjoyed the hammock, shade, and private beach so much."…"

Reviewed on Aug 12, 2020

Drifted Inn - Riverfront Cottage
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 $82 per night
4.7/5Exceptional! (187 reviews)
Recommended

"The house was great and it was very clean. We had a very comfortable king bed. Our host Renee was friendly, responsive and an all around delight. We will stay here again if in the area."…"

Reviewed on Dec 31, 2019

Ye Olde Walkerville Bed & Breakfast
Caesars Windsor
Great for couples
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is $142 per night
4.3/5Excellent! (1,267 reviews)
Couples like: full-service spa, bar, hot tub
Travelers say...

"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
Great for couples
2.5 out of 5
2416 Talbot Trail, Chatham-Kent, ON
Get Rates
4.3/5Excellent! (3 reviews)
Couples like: on the beach, fireplace
Travelers say...

"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 $86 per night
4.3/5Excellent! (2,293 reviews)

"The location of the hotel is perfect. You can see the beautiful river view from the room."…"

Reviewed on Aug 11, 2020

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 $87 per night
4.2/5Excellent! (162 reviews)

"Stewie was super helpful in telling us where to get food and just settling in"…"

Reviewed on Jul 25, 2020

Four Points by Sheraton Windsor Downtown
Seacliffe Inn
Great for couples
3 out of 5
388 Erie Street South, Leamington, ON
Free CancellationReserve now, pay when you stay
The price is $124 per night
4.1/5Very Good! (702 reviews)
Couples like: full-service spa, bar, on the beach, fireplace
Travelers say...

"excellent location,it was very clean and wonderful staff"…"

Reviewed on Aug 13, 2020

Seacliffe Inn
Lexington Inn & Suites Windsor
2.5 out of 5
2130 Division Road, Windsor, ON
Free CancellationReserve now, pay when you stay
The price is $53 per night
3.7/5Good! (994 reviews)

"Comfortable rooms great jacuzzi! Would come back anytime"…"

Reviewed on Jun 24, 2020

Lexington Inn & Suites Windsor
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 Luxury Hotels

Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is $142 per night
4.3/5Excellent! (1,267 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
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 $86 per night
4.3/5Excellent! (2,293 reviews)

"The location of the hotel is perfect. You can see the beautiful river view from the room."…"

Reviewed on Aug 11, 2020

Best Western Plus Waterfront Hotel
Comfort Inn & Suites Ambassador Bridge
2.5 out of 5
2330 Huron Church Rd, Windsor, ON
Free CancellationReserve now, pay when you stay
The price is $67 per night
3.9/5Good! (752 reviews)

"Easy access to parking lot with free parking. Have microwave and fridge available. Very comfortable bed and pillows."…"

Reviewed on Jul 21, 2020

Comfort Inn & Suites Ambassador Bridge
Quality Inn & Suites Downtown
2.5 out of 5
675 Goyeau St, Windsor, ON
Free CancellationReserve now, pay when you stay
The price is $68 per night
3.6/5Good! (839 reviews)

"Great location close to Caesars Casino, easy access to tunnel, also next to McDonald's for your morning coffee, the beer store is a block away & grocery store two blocks away. Room had refrigerator, but no microwave."…"

Reviewed on Mar 20, 2020

Quality Inn & Suites Downtown
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 Spa Hotels

Caesars Windsor
Great for spa weekends
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is $142 per night
4.3/5Excellent! (1,267 reviews)
Travelers like: full-service spa, sauna, massage, facials
Travelers say...

"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
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 $86 per night
4.3/5Excellent! (2,293 reviews)

"The location of the hotel is perfect. You can see the beautiful river view from the room."…"

Reviewed on Aug 11, 2020

Best Western Plus Waterfront Hotel
Hampton Inn & Suites by Hilton Windsor
2.5 out of 5
1840 Huron Church Road, Windsor, ON
Free CancellationReserve now, pay when you stay
The price is $97 per night
4.1/5Very Good! (824 reviews)

"A nice hotel worth visiting. Friendly staff who were very helpful. The hotel is also very clean."…"

Reviewed on Aug 1, 2020

Hampton Inn & Suites by Hilton Windsor
Seacliffe Inn
Great for spa weekends
3 out of 5
388 Erie Street South, Leamington, ON
Free CancellationReserve now, pay when you stay
The price is $124 per night
4.1/5Very Good! (702 reviews)
Travelers like: full-service spa, sauna, massage, scrubs
Travelers say...

"excellent location,it was very clean and wonderful staff"…"

Reviewed on Aug 13, 2020

Seacliffe Inn
Don't see what you're looking for?
We've got more Romantic Hotels. Find the right one for you.
View all properties
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.

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.

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 6 hotels and other accommodations in Windsor for the ideal romantic vacation.
What's the best accommodation for a couple visiting Windsor?
Caesars Windsor is a favorite 4-star hotel for couples, and features pillowtop beds and flat-screen TVs. Other good choices for a stay with your sweetheart include Best Western Plus Waterfront Hotel and Ye Olde Walkerville Bed & Breakfast.
What's the weather like 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 rainfall 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 around Windsor?
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.

Travelers Loved These Romantic Hotels

More trip options