Find Romantic Hotels in Windsor from CA $71

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Our top choices for Windsor romantic hotels

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
4.0 star property
City Centre
8.8 out of 10, Excellent, (3,638 reviews)
"All around great place to stay."
United States
Shelly
The price is CA $71
CA $110 total
includes taxes & fees
Nov 16 - Nov 17
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

2. DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1,176 reviews)
"Such a great experience, will definitely book again. Thank you guys for an amazing stay!"
Canada
Soleil
The price is CA $152
CA $182 total
includes taxes & fees
Nov 18 - Nov 19
DoubleTree by Hilton Windsor Hotel & Suites

3. Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
2.5 star property
Downtown Windsor
8.4 out of 10, Very good, (1,415 reviews)
"Great place to stay at"
United States
Brandie
The price is CA $134
CA $161 total
includes taxes & fees
Nov 18 - Nov 19
Best Western Plus Waterfront Hotel

4. Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !
Walkerville
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful place to stay. Great location....perfect for two couples. Nice space indoors and outdoors."
United States
Nicole C.
The price is CA $275
CA $445 total
includes taxes & fees
Nov 12 - Nov 13
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

5. The Woodbridge House

The Woodbridge House
3.0 star property
Kingsville
9.6 out of 10, Exceptional, (223 reviews)
"We had a lovely stay. Would definitely return!"
Canada
Jacqueline
The price is CA $104
CA $127 total
includes taxes & fees
Nov 12 - Nov 13
The Woodbridge House

6. LOFT Escape Apartment - Onsite Beach Dock Waterfront Boat Ramp

LOFT Escape Apartment - Onsite Beach Dock Waterfront Boat Ramp
Amherstburg
9.6 out of 10, Exceptional, (24 reviews)
"Great stay! Easy check in and check out. Clean and tidy place. Bed was a little stiff and could use some more pillows but otherwise 10/10!"
United States
Katrina H.
The price is CA $149
CA $254 total
includes taxes & fees
Nov 12 - Nov 13
LOFT Escape Apartment - Onsite Beach Dock Waterfront Boat Ramp

7. The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Kingsville
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful place and beautiful location"
United States
Peter C.
The price is CA $185
CA $386 total
includes taxes & fees
Nov 12 - Nov 13
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

8. Gem on Prospect

Gem on Prospect
Kingsville
10.0 out of 10, Exceptional, (28 reviews)
"For an anniversary getaway this was perfect. The host was very friendly and helpful and even suggested a couple places to check out that made our evening special."
United States
James A.
The price is CA $135
CA $285 total
includes taxes & fees
Nov 16 - Nov 17
Gem on Prospect

9. Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home
Kingsville
9.8 out of 10, Exceptional, (31 reviews)
"Nice and relaxing stay. Good communication with the hosts and beautiful views"
Canada
Chris G.
The price is CA $140
CA $301 total
includes taxes & fees
Nov 12 - Nov 13
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home

10. Cozy, trendy, beachfront loft

Cozy, trendy, beachfront loft
Kingsville
10.0 out of 10, Exceptional, (8 reviews)
"Great location absolutely beautiful loaf..."
Canada
Rebecca
The price is CA $248
CA $494 total
includes taxes & fees
Nov 12 - Nov 13
Cozy, trendy, beachfront loft
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.

Top Windsor Hotel Reviews

Find out more about Windsor

Windsor attractions for couples

Windsor offers a plethora of captivating experiences for the discerning traveller. Begin your journey at the iconic castle, where you can explore stunning architecture and picturesque gardens, all while soaking in the rich history of royalty. For a leisurely stroll, the beautiful riverside promenade invites you to take in scenic views and enjoy the fresh air, making it perfect for families or couples alike. History enthusiasts will appreciate the engaging exhibits at the local museum, which showcase the fascinating stories of the area’s past. Adventurous spirits can take a scenic boat cruise along the river, offering a unique perspective of the city’s landmarks and an exhilarating way to spend an afternoon. Lastly, you can discover charming shops and boutiques, perfect for finding that special souvenir or indulging in local crafts. For those looking to stay close to these attractions, consider a hotel nestled in the heart of Windsor, where you’ll be just steps away from the action and can unwind in comfort after a day of exploration.

Find the best romantic hotels in Windsor

For couples seeking a romantic retreat in Windsor, Ontario, these hotels offer an enchanting atmosphere and delightful amenities to enhance the experience.
Stonecroft Inn

  • Why it's great for a couples retreat: For a charming and intimate escape, Stonecroft Inn stands out as an ideal choice for romantic travelers. With an impressive traveler review rating of 9.4, this quaint inn promises a tranquil atmosphere complemented by features such as hydromassage showerheads for ultimate relaxation. Guests can enjoy the comfort of air-conditioned rooms and free toiletries, ensuring a pleasant stay.
  • Other amenities: Additional amenities include free self-parking, allowing for easy exploration of the surrounding area. The inn’s friendly service adds a personal touch, making it a lovely spot for couples to unwind. Nearby attractions provide opportunities for romantic strolls, while the peaceful ambiance of the South Windsor neighbourhood enhances the overall experience.
  • Neighborhood: South Windsor
  • Nearby attractions: Adventure Bay Family Water Park - 6 km, Detroit Windsor Tunnel - 5.7 km

TownePlace Suites by Marriott Windsor

  • Why it's great for a couples retreat: TownePlace Suites by Marriott Windsor is an excellent option for couples who appreciate the comforts of home while enjoying a romantic getaway, with an excellent review rating of 9.2. This hotel features a lovely terrace where travelers can unwind and enjoy the view, creating a perfect setting for intimate moments. The kitchenette in the suites allows couples to prepare their own meals together, enhancing the romantic experience.
  • Other amenities: In addition to its home-like amenities, the hotel offers complimentary breakfast and 24-hour fitness facilities to cater to all needs. Self-parking is provided for convenience, and the inviting atmosphere is perfect for couples looking to explore the vibrant Downtown Windsor area together.
  • Neighborhood: Downtown Windsor
  • Nearby attractions: Adventure Bay Family Water Park - 0.3 km, Detroit Windsor Tunnel - 0.7 km

DoubleTree by Hilton Windsor Hotel & Suites

  • Why it's great for a couples retreat: The DoubleTree by Hilton Windsor Hotel & Suites is an excellent choice for couples seeking an upscale retreat, with a review rating of 9.0. This elegant hotel offers breathtaking river views, creating a perfect backdrop for romantic moments. The indoor pool provides a relaxing escape, while the premium bedding ensures a restful night's sleep after a day of exploration.
  • Other amenities: In addition to its luxurious features, the hotel offers 24-hour fitness facilities for active couples and an on-site restaurant serving delicious breakfast options. Guests can take advantage of early check-in and late check-out to maximise their stay. The concierge service is available to assist in planning special outings or romantic dinners in the area.
  • Neighborhood: Downtown Windsor
  • Nearby attractions: Adventure Bay Family Water Park - 0.3 km, Caesars Casino - 0.9 km

Holiday Inn Express Windsor Waterfront by IHG

  • Why it's great for a couples retreat: For couples looking for a budget-friendly yet charming romantic getaway, the Holiday Inn Express Windsor Waterfront offers a delightful experience with a solid review rating of 8.6. With picturesque river views and an inviting indoor pool, this hotel creates an atmosphere perfect for couples to relax and connect.
  • Other amenities: Guests can enjoy complimentary breakfast, which adds convenience to their stay. The hotel also provides 24-hour fitness facilities for those wishing to maintain their routines. Self-parking is available, and the hotel’s location allows for easy access to local attractions, perfect for romantic strolls by the waterfront.
  • Neighborhood: Downtown Windsor
  • Nearby attractions: Adventure Bay Family Water Park - 0.5 km, Caesars Casino - 0.4 km

Caesars Windsor

  • Why it's great for a couples retreat: For a luxurious romantic getaway, Caesars Windsor offers an opulent experience with a review rating of 8.6. This sophisticated hotel features stunning river views, perfect for a romantic evening. Couples can indulge in the serene spa or relax in the indoor pool and hot tub, creating an atmosphere of relaxation and luxury.
  • Other amenities: Additional features include valet parking for convenience, a health club for those looking to stay active, and designer toiletries to elevate the stay. Guests can also enjoy late check-out, which allows for a leisurely morning. The on-site restaurants provide exquisite dining options, making it easy to enjoy a romantic meal without leaving the hotel.
  • Neighborhood: City Centre
  • Nearby attractions: Adventure Bay Family Water Park - 0.9 km, Caesars Casino - 0 km

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 The Colosseum at Caesars Windsor, Chrysler Theatre, or Art Windsor-Essex. Whether you're a couple that loves staying close to top attractions and landmarks or you're looking for certain amenities for your stay, you might consider checking out these 2 romantic accommodations in Windsor.

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 71°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Windsor is 39 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, The Colosseum at Caesars Windsor, or Caesars Casino while you're seeing the sights.

What’s the best way to get to Windsor and around town during my romantic getaway?

These transportation options in Windsor might help your romantic trip get off to a smooth start: Make your way to Windsor with a flight to Windsor, ON (YQG), which is the closest major airport located 4.8 mi (7.7 km) from the city center. To see more of the larger area, ride aboard one of the trains from Windsor Station.

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