Windham Romantic Hotels In 2025

Featured Windham Romantic Hotels

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23, Windham, NY
Opens in a new windowWinwood Condominiums by Windham Mountain Club
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5
43 State Route 296, Windham, NY
Opens in a new windowAlbergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Opens in a new windowHotel Vienna
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.
Windham, New York, United States of America
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Windham 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 Windham 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 Windham 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 Windham 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 Windham, New York. 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.