Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the best price available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Windsor Romantic Hotels

See all 311 Hotels in Windsor
Seacliffe Inn

Seacliffe Inn

388 Erie Street South, Leamington
2.0 out of 5.0
4.1 out of 5 (347 reviews)
Good hotel close to waterfrontNo staff when I arrived but key wss left in envelope for me. Much appreciated! Restaurant closed for renos but great rib bar across the street. Love the fireplace in the room.
  Oct 27, 2017

$96

$96
Duck Pond Bed & Breakfast Cottage

Duck Pond Bed & Breakfast Cottage

901 Mersea Road 7, RR5, Leamington
3.5 out of 5.0
5.0 out of 5 (7 reviews)
Fabulous B&BAbsolutely the greatest place to stay while visiting Leamington for a few days. Loved the chickens, ducks and purple martins. Location was great. The hosts made us feel very welcome. It truly is the best B&B we have ever stayed at.
  Aug 3, 2017
Caesars Windsor

Caesars Windsor

377 Riverside Dr E, Windsor
4.0 out of 5.0
4.4 out of 5 (1,998 reviews)
Always stay here when I’m in Windsor for business Great hotel and during the week it very reasonably priced. I have stayed other places and this hotel is the only one I will stay at now when I’m traveling for work in Windsor
  Nov 18, 2017

$112

$112
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

277 Riverside Drive West, Windsor
2.5 out of 5.0
3.9 out of 5 (2,285 reviews)
Just fine no issue great location
  Nov 14, 2017

$93

$93
Holiday Inn Express Windsor Waterfront

Holiday Inn Express Windsor Waterfront

33 Riverside Drive East, Windsor
3.1 out of 5 (914 reviews)
Very nice place Lots of extrasThey thought this out Keurig coffee makers in the room Really good breakfast included Nice staff Place has a pool wish they had a hot tub Other than that perfect! Great view
  Nov 19, 2017

$111

$111
Wenzler's Landing Bed & Breakfast

Wenzler's Landing Bed & Breakfast

2310 Hickson Road, R1, Leamington
3.0 out of 5.0
5.0 out of 5 (29 reviews)
Nice B&B close to Point Pelee National ParkBeautiful, clean comfortable B&B close to the park with great service and fantastic food. The owner is very welcoming, helpful and friendly. Wouldn't hesitate to return or recommend to a friend!
  Sep 4, 2017

$90

$90
Holiday Inn Windsor Downtown

Holiday Inn Windsor Downtown

430 Ouellette Ave, Windsor
3.0 out of 5.0
3.5 out of 5 (289 reviews)
It's frustrating when they write the parking charges in tiny fine print. I don't like surprises and fine print is the biggest scam on the corporate industry. Just be honest and clear about all fees. Don't try to disguise it
  Sep 25, 2017

$84

$84
Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

3995 Geraedts Drive, Windsor
2.0 out of 5.0
4.0 out of 5 (205 reviews)
Clean and friendlyStaff was very friendly and accommodating. The rooms where extremely clean and safe. Aloha Edward
  Aug 23, 2017
Map

Recently booked Romantic Hotels in Windsor

Caesars Windsor
4.0 out of 5.0
Last booking: 22 minutes ago
Lexington Inn & Suites - Windsor ON Canada
2.5 out of 5.0
Last booking: 1 hour ago
Comfort Inn & Suites Ambassador Bridge
2.5 out of 5.0
Last booking: 3 hours ago
Quality Inn & Suites
2.5 out of 5.0
Last booking: 11 hours ago
Holiday Inn Windsor Downtown
3.0 out of 5.0
Last booking: 14 hours ago
Comfort Inn Windsor
2.5 out of 5.0
Last booking: 15 hours ago
Best Western Plus Waterfront Hotel
3.5 out of 5.0
Last booking: 17 hours ago
Hampton Inn & Suites by Hilton Windsor
2.5 out of 5.0
Last booking: 17 hours ago
Talbot Trail Inn & Suites
3.0 out of 5.0
Last booking: 17 hours ago

Romantic Windsor Hotels Information

Light the candles, play the sweet and sultry grooves, and create the path of petals: You're on your way to a fairy tale ending. Whether you want a break from a hectic life schedule or have an extraordinary birthday nearing, you'll get butterflies when you lay eyes on Expedia's romantic accommodation in Windsor. We provide an easy way to no matter the reason you can hardly wait for this getaway.

Romantic Rooms in Windsor Are Only the First Step

What interests you when it comes to tales of romance? Windsor hotels with spas or in-room specialists for a relaxing couples massage could be right around the corner. Get lost in each other's eyes over candlelit meals at the restaurants in the area. No need to return to your room just yet, keep the good times going at a local watering hole.

You will also know what is in your future, because you can find the scenery close by.

  • With everything you could want, Windsor romantic hotels are here for you two lovebirds.
  • We will assist you in finding exactly what you are looking for at Windsor romantic hotels.
  • You'll not ever feel the need to leave.
  • The employees can help you find just what you want for your romantic getaway.
  • Finish a superb trip with a walk beneath the moonlight.

Now Is the Time to Be Amazed by Our Values and Room Choices

Yes, you will soon realize why vacationers so often return. We're sure you'll make the same assessment once you visit this awesome town. And you will have plenty of dollars left over with Expedia's deals. You'll soon be swooning all over again when you let us help you now.