A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Luxury Hotels in Chatham, Massachusetts

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Check availability on Chatham Luxury Hotels

Our top choices for Chatham luxury hotels

A pathway leading to a beach with boats in the background and a building with a tower.

1. Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (878 reviews)
  • cleanliness
    Indulge in seaside luxury at this 5-star Chatham resort offering a private beach, full-service spa, and exceptional concierge service.
The price is P23,021
P26,348 total
includes taxes & fees
Nov 19 - Nov 20
Chatham Bars Inn
A house with a view of a lake, outdoor seating, and a dock.

2. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (282 reviews)
  • cleanliness
    Seaside luxury awaits on a private beach with 6 restaurants and ocean-view dining.
The price is P20,696
P25,346 total
includes taxes & fees
Nov 28 - Nov 29
Wequassett Resort and Golf Club
A two-story house with a symmetrical facade, a central entrance, and a flag.

3. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (153 reviews)
  • cleanliness
    Coastal luxury retreat near Breakwater Beach offers pampering spa services and Italian linens in a serene Cape Cod setting.
The price is P17,381
P19,892 total
includes taxes & fees
Nov 16 - Nov 17
Candleberry Inn on Cape Cod
A two-story white house with dark shutters, an American flag, and a sign indicating 'The Inn at Varnum Hill'.

4. The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.8 out of 10, Exceptional, (136 reviews)
The Inn at Yarmouth Port
A two-story house with a covered porch, a chimney, and a sign indicating it is the Sea Street Inn.

5. Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (47 reviews)
The price is P16,856
P19,291 total
includes taxes & fees
Nov 18 - Nov 19
Sea Street Inn
An outdoor patio with round tables and chairs, a fire pit, and a covered seating area with string lights.

6. Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis
4.0 star property
Hyannis
8.4 out of 10, Very good, (957 reviews)
  • cleanliness
    Hyannis hotel features indoor/seasonal outdoor pools, sauna, and two restaurants for coastal luxury.
The price is P8,071
P9,237 total
includes taxes & fees
Nov 21 - Nov 22
Doubletree by Hilton Cape Cod - Hyannis
A restaurant with outdoor seating, string lights, and a decorative wall.

7. Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
4.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (424 reviews)
  • cleanliness
    Luxurious Art Deco retreat with pillowtop beds features indoor and outdoor pools near the beach.
The price is P6,624
P7,847 total
includes taxes & fees
Dec 1 - Dec 2
Uncommoner Hotel by Reverie Boutique Collection
An indoor water park with slides, a pirate-themed ship, and a sign reading "Pirate Bay".

8. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
4.0 star property
Hyannis
8.6 out of 10, Excellent, (811 reviews)
  • cleanliness
    Hyannis resort offers beachside luxury with water park, spa, and dining near Cape Cod's shores.
The price is P10,266
P15,397 total
includes taxes & fees
Nov 16 - Nov 17
Margaritaville Resort Cape Cod
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.
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Top Chatham Hotel Reviews

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved this hotel and would definitely stay there again. The ladies when checking in and out were so friendly. Only thing I would recommend is for the indoor pool to be heated."
Paola 3-night trip
Posted 1 hour ago
Uncommoner Hotel by Reverie Boutique Collection

Frequently asked questions

Are you looking for a luxury hotel for your stay in Chatham?
During your visit, you might want to enjoy the beaches which Chatham is known for.
What's the best luxury accommodation in Chatham?
Chatham Bars Inn is a luxury resort with a private beach and a full-service spa, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in Chatham?
Planning for the weather is an important factor for making your trip to Chatham a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.
What's there to see and do in Chatham?
Enjoy Chatham with a stop at Chatham Lighthouse, Chatham Lighthouse Beach, and Ridgevale Beach. If you have some spare time during your trip, you might want to check out Cape Cod Beaches and Cape Cod National Seashore.

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