Romantic Hotels in Windsor
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Featured Windsor Romantic Getaways & Hotels

Seacliffe Inn
388 Erie Street South Leamington ON
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $175 total per night
$175 total
May 10 - May 11
Total with taxes and fees
Guests of Seacliffe Inn enjoy free WiFi in public areas, microwave in a common area, and an ATM. Front-desk staff can help with luggage storage, and provide local restaurant recommendations.
Free WiFi
Restaurant

Drifted Inn - Riverfront Cabin
Amherstburg ON
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly

Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$132 nightly
The price is $158 total per night
$158 total
May 10 - May 11
Total with taxes and fees
Caesars Windsor - A Caesars Rewards Destination features a casino, an indoor pool, and a gym. Onsite parking is available, both free self and paid valet parking (CAD 25.00 per day)—also useful is limo/town car service. The front desk is staffed 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include a sauna, free WiFi in public areas, and meeting rooms.
Pool
Parking included

Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $118 total per night
$118 total
May 14 - May 15
Total with taxes and fees
At Best Western Plus Waterfront Hotel, guests enjoy features like an indoor pool, a gym, and a sauna. Self parking is offered for CAD 19.00 per day. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and luggage storage. Additional amenities include free WiFi in public areas, express check-out, and a fireplace in the lobby.
Pool
Pet friendly

Ye Olde Walkerville Bed & Breakfast
1104 Monmouth Road Windsor ON
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $111 total per night
$111 total
May 9 - May 10
Total with taxes and fees
Guests of Ye Olde Walkerville Bed & Breakfast enjoy access to free WiFi in public areas, meeting rooms, and a business center. A stay here includes free parking. The 24-hour front desk has staff always at the ready. Additional amenities include barbecue grills and a garden.
Parking included
Free WiFi

Lexington Inn & Suites Windsor
2130 Division Road Windsor ON
Free Cancellation
Reserve now, pay when you stay
$52 nightly
The price is $62 total per night
$62 total
May 11 - May 12
Total with taxes and fees
Guests of Lexington Inn & Suites Windsor enjoy access to free WiFi in public areas, conference space, and a business center. You can take advantage of free parking if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and luggage storage. Additional amenities include coffee/tea in a common area, a garden, and a fireplace in the lobby.
Breakfast included
Parking included

Wenzler's Landing Bed & Breakfast
2310 Hickson Road, R1 Leamington ON
Guests of Wenzler's Landing Bed & Breakfast enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. You can put free parking to good use if you drive. A multilingual staff is on hand to assist with luggage storage, securing valuables, and tours or tickets. Additional amenities include free use of bicycles, a library, and free newspapers.
Breakfast included
Parking included

Four Points by Sheraton Windsor Downtown
430 Ouellette Ave Windsor ON
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $124 total per night
$124 total
May 14 - May 15
Total with taxes and fees
Guests staying at Four Points by Sheraton Windsor Downtown enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for CAD 17.50 per night. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include a 24-hour business center, a computer station, and express check-out.
Pool
Pet friendly

Residence & Conference Centre - Windsor
3995 Geraedts Drive Windsor ON
Free Cancellation
Reserve now, pay when you stay
$56 nightly
The price is $63 total per night
$63 total
May 12 - May 13
Total with taxes and fees
Residence & Conference Centre - Windsor features free WiFi in public areas, meeting rooms, and conference space. A stay here includes free parking. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Additional amenities include express check-in, express check-out, and a terrace.
Kitchen
Parking included
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.
Couples getaways in Windsor
Couples who'd like to renew their wedding vows, celebrate an anniversary or simply spend quality time together will find lots to love about Windsor. With luxurious hotels suitable for every sort of intimate escape, the romantic possibilities are endless.
Romantic places to visit in WindsorRomance, adventure and amazing memories — it's all there for the taking when you head out to these unique attractions:
- Treat that special person to an excursion to Coventry Gardens. They'll be over the moon!
- Another place worth noting on your travel itinerary is The Colosseum. Many loved-up couples have enjoyed spending precious time there together.
- Why not stop by Caesars Casino while you're in the area? It's hugely popular with both tourists and locals.
- Not yet ready for your romantic adventure to draw to a close? Don't worry. You and your loved one could always head over to Pelee Island Lighthouse.
Windsor hotels essential information
Accommodation | 403 hotels |
|---|---|
Lowest Price | $62 |
Highest Price | $175 |
Popular hotels | Seacliffe Inn, Drifted Inn - Riverfront Cabin, Caesars Windsor - A Caesars Rewards Destination, Best Western Plus Waterfront Hotel, Ye Olde Walkerville Bed & Breakfast, Lexington Inn & Suites Windsor, Wenzler's Landing Bed & Breakfast, Four Points by Sheraton Windsor Downtown, Residence & Conference Centre - Windsor |
Recent Romantic Getaways & Hotels Reviews

DoubleTree by Hilton Windsor Hotel & Suites
5/5 Excellent
"Check in was easy. We were given directions to the parking area, right behind the building, and the ticket to use for going in and out. The third level of the parking garage has the enclosed walkway that takes you directly back to the hotel. We were pleasantly surprised by the wonderful view when reaching our room. I usually do book a room with a view, but in the past at other hotels we have been very disappointed. This was amazing and would stay there again because of that. Unfortunately, we didn't have time to use the amenities but hopefully next time. Going towards the Casino, the area is nice to walk and there are some great places to eat. Going in the other direction...or to the LCBO which is walking distance....I wouldn't walk it at night or by myself. Very sketchy area."
A verified traveler stayed at DoubleTree by Hilton Windsor Hotel & Suites
Posted 2 hours ago
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