Explore 4 Luxury Hotels in Chatham

Name: Queen Anne Inn
Rating: 8.8

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Best Luxury Hotels in Chatham

Old Harbor Inn

22 Old Harbor Rd., Chatham, MA

$269 nightly

$308 total

Oct 29 - Oct 30

Total with taxes and fees

A gym, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like buffet breakfast and WiFi in public ...

9.6/10 Exceptional! (161 reviews)

"The room was cozy and very clean. Service was friendly and welcoming. We fell in love with the whole Chatham area and had a great time!"

Reviewed on Oct 16, 2025

The Chatham Motel

1487 Main Street, Chatham, MA

A seasonal outdoor pool, free self parking, and free newspapers are featured at this motel. WiFi in public areas is free. A garden, a picnic area, and express ...

9.2/10 Wonderful! (630 reviews)

"Very safe . Cafe Mood great food run by Jamaican family"

Reviewed on Oct 11, 2025

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Chatham Bars Inn

297 Shore Rd, Chatham, MA

$397 nightly

$455 total

Oct 30 - Oct 31

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool ...

9/10 Wonderful! (791 reviews)

"Excellent experience all around Gorgeous location and beautiful hotel Lively lobby"

Reviewed on Oct 13, 2025

Greyfinch Chatham Inn

946 Main Street (Rte 28), Chatham, MA

$189 nightly

$216 total

Oct 23 - Oct 24

Total with taxes and fees

A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area and luggage storage are also ...

8.8/10 Excellent! (249 reviews)

"Nice place"

Reviewed on Oct 12, 2025

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More 4 star hotels in Chatham

Sea Street Inn

328 Sea St, Hyannis, MA

$247 nightly

$283 total

Nov 2 - Nov 3

Total with taxes and fees

9.8/10 Exceptional! (45 reviews)

5 star hotels in Chatham

Wequassett Resort and Golf Club

2173 Head of the Bay Road, Route 28, Harwich, MA

$347 nightly

$397 total

Nov 5 - Nov 6

Total with taxes and fees

9.2/10 Wonderful! (240 reviews)

Chatham Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Chatham luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Chatham to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Chatham will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Chatham, and plan your next opulent escape.