Windsor Romantic Hotels In 2025

Featured Windsor Romantic Hotels

Seacliffe Inn
Great for couples

Seacliffe Inn

3 out of 5
388 Erie Street South, Leamington, ON
Fully refundableReserve now, pay when you stay
Opens in a new windowSeacliffe Inn
Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
Opens in a new windowCaesars Windsor
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
Opens in a new windowBest Western Plus Waterfront Hotel
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Ye Olde Walkerville Bed & Breakfast

Ye Olde Walkerville Bed & Breakfast

3.5 out of 5
1104 Monmouth Road, Windsor, ON
Fully refundableReserve now, pay when you stay
Opens in a new windowYe Olde Walkerville Bed & Breakfast
Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor

2.5 out of 5
2130 Division Road, Windsor, ON
Fully refundableReserve now, pay when you stay
Opens in a new windowLexington Inn & Suites Windsor
Wenzler's Landing Bed & Breakfast

Wenzler's Landing Bed & Breakfast

3 out of 5
2310 Hickson Road, R1, Leamington, ON
Opens in a new windowWenzler's Landing Bed & Breakfast
Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown

3 out of 5
430 Ouellette Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
Opens in a new windowFour Points by Sheraton Windsor Downtown
Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

2 out of 5
3995 Geraedts Drive, Windsor, ON
Opens in a new windowResidence & Conference Centre - 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.
Windsor, Ontario, Canada
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Windsor Romantic Hotel Guide

Sunset dinners, intimate strolls, and a bottle of the best champagne. When love is wafting through the air, AARP Romantic Hotels in Windsor are the top places to enjoy it. Blending elegant amenities, lovely activities, and a certain amour-centric charm, these soul mate resorts pamper couples wanting a sweet retreat from everyday life. Indulge in a special breakfast for two, join your honey for an indulgent spa day, and take a hand-in-hand walk through the nearby streets, when you stay at one of the best Windsor romantic hotels for AARP members and seniors.

Whether you’re basking in the jitters of a new blossoming relationship, or you’re celebrating your milestone 50th anniversary, make reservations at an AARP member and senior romantic hotel in Windsor for an unforgettable getaway. Browse our selection to find pampering accommodations featuring 24-hour room service, private hot tubs, and hushed pool complexes surrounded by the most luxurious little extras. Here at the AARP Travel Center Powered by Expedia, you’ll find romantic hotel discounts for AARP members in Windsor, Ontario. And thanks to AARP and Expedia’s combined efforts, you’ll land some of the hottest deals, so you can spoil yourselves to a passionate sojourn for two.