Explore 4 Luxury Hotels in Chatham

Name: Chatham Bars Inn
Rating: 9.2

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Best Luxury Hotels in Chatham

Old Harbor Inn

22 Old Harbor Rd. Chatham MA

$545 nightly

$623 total

Jun 17 - Jun 18

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! (163 reviews)

"This is not a hotel, which, since I booked via Hotels.com, I expected that it would be. Apparently, in New England an Inn is not a hotel. Holiday Inn is a hotel and they have Inn in the name, so we don’t know. It’s basically a $700 a night bed and breakfast. Clean and appears new, nicely appointed, ..."

Reviewed on May 30, 2026

Chatham Bars Inn

297 Shore Rd Chatham MA

$1,035 nightly

$1,185 total

Jun 23 - Jun 24

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 ...

9.2/10 Wonderful! (836 reviews)

"Lovely hotel. We had a cottage which had lovely views out across the sandbars. Only downside was the weather but that wasn’t an issue in such lovely surroundings."

Reviewed on Jun 5, 2026

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! (631 reviews)

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

Reviewed on Oct 11, 2025

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Greyfinch Chatham Inn

946 Main Street (Rte 28) Chatham MA

$371 nightly

$425 total

Jun 16 - Jun 17

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! (265 reviews)

"Lovely room and central location, but our room had humidity issues that decreased our satisfaction with our stay."

Reviewed on Jun 10, 2026

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More 4 star hotels in Chatham

Sea Meadow Inn

1187 Main St Brewster MA

$281 nightly

$321 total

Jun 22 - Jun 23

Total with taxes and fees

10/10 Exceptional! (16 reviews)

5 star hotels in Chatham

Wequassett Resort and Golf Club

2173 Head of the Bay Road, Route 28 Harwich MA

$867 nightly

$992 total

Jun 18 - Jun 19

Total with taxes and fees

9.4/10 Exceptional! (254 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.

Chatham hotels essential information

Accommodation	4,966 hotels
Lowest Price	$321
Highest Price	$1,185
Popular hotels	Chatham Bars Inn, The Chatham Motel, Greyfinch Chatham Inn, Old Harbor Inn

Popular Luxury Stays in Chatham

Recent Chatham Hotel Reviews By Fellow Wanderers

Margaritaville Resort Cape Cod

4 out of 5

Posted 16 hours ago

Travelocity Verified Review

"Everything was clean and well taken care of. My only suggestion as a mom traveling alone with a 7, 6 and 4 year old is having bathroom areas directly at pool/water park areas and maybe some wash off stations. Every time one of the kids had to use the bathroom, we all have to get out, get our stuff, go inside to find the closest bathroom. Minor inconvenience but just a suggestion!"

A verified traveler stayed at Margaritaville Resort Cape Cod