Chatham Romantic Hotels In 2025

Featured Chatham Romantic Hotels

Chatham Bars Inn
Great for couples

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
Opens in a new windowChatham Bars Inn
Captain's House Inn
Great for couples

Captain's House Inn

4 out of 5
369 Old Harbor Road, Chatham, MA
Opens in a new windowCaptain's House Inn
Queen Anne Inn

Queen Anne Inn

4 out of 5
70 Queen Anne Rd, Chatham, MA
Opens in a new windowQueen Anne Inn
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Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
25 Holway St, Chatham, MA
Opens in a new windowSurfside Inn Chatham
Pleasant Bay Village Resort

Pleasant Bay Village Resort

3 out of 5
1191 Orleans Road, Chatham, MA
Opens in a new windowPleasant Bay Village Resort
Old Harbor Inn
Great for couples

Old Harbor Inn

3.5 out of 5
22 Old Harbor Rd., Chatham, MA
Opens in a new windowOld Harbor Inn
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.
Chatham, Massachusetts, United States of America
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Chatham 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 Chatham 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 Chatham 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 Chatham 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 Chatham, Massachusetts. 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.