Best Resorts in Chatham

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Chatham resorts

Exterior
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (797)
"Great accommodation and staff."
United States
Michael
$273 nightly
The price is $312
Dec 14 - Dec 15
Total with taxes and fees
Chatham Bars Inn
Outdoor pool, pool umbrellas, sun loungers
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
4.0 star property
Hyannis
8.8 out of 10, Excellent, (412)
"The entire place was spotless and rooom beet pleasant. Staff was super friendly and the Landshark Bar was excellent. Highly recommend a stay here ! "
United States
Stephen
$194 nightly
The price is $222
Jan 5 - Jan 6, 2026
Total with taxes and fees
Margaritaville Resort Cape Cod
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Cape Cod Irish Village

Cape Cod Irish Village

Cape Cod Irish Village
3.5 star property
Hyannis
6.4 out of 10, (1000)
"Plenty of parking space, walking distance to shops & restaurants."
United States
FLOR
$128 nightly
The price is $147
Dec 13 - Dec 14
Total with taxes and fees
Cape Cod Irish Village
Round Cove Suite | Frette Italian sheets, premium bedding, down comforters, minibar
Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (241)
"Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. "
United States
Charles
$368 nightly
The price is $421
Dec 25 - Dec 26
Total with taxes and fees
Wequassett Resort and Golf Club
Lobby
Brewster Green Resort

Brewster Green Resort

Brewster Green Resort
2.5 star property
Brewster
$683 nightly
The price is $782
Jan 1 - Jan 2, 2026
Total with taxes and fees
Brewster Green Resort
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

Captain's House Inn

Captain's House Inn

10/10 Excellent
"All was perfect. Beautiful property and outstanding staff. "
David 3-night trip
Posted 2 days ago
Captain's House Inn

Find out more about Chatham

Chatham Resorts information

Number of reviews
2,449
Accommodation
9 Resorts
Lowest Price
$147
Highest Price
$782

Frequently asked questions

What can I expect from a resort vacation in Chatham?
Longing for a relaxing escape? Treat yourself to all the comforts of a resort, where you can find everything you want for your trip from convenient food and drink options to activities and shopping. Browse the resorts in the area and discover the one that's best for you, whether you envision yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's a top resort for my stay in Chatham?
Here are our top-rated resorts near Chatham: Chatham Bars Inn - Luxury resort. 0.5 mi (0.9 km) from Chatham. Features a private beach, a full-service spa, and a seasonal outdoor pool. Margaritaville Resort Cape Cod - Family-friendly resort. 18 mi (29 km) from Chatham. Has 2 restaurants, a lazy river, and a full-service spa. Wequassett Resort and Golf Club - Luxury resort. 3.3 mi (5.3 km) from Chatham. Enjoy the 6 restaurants, 2 poolside bars, and private beach. The Villages at Ocean Edge - Beach resort. 7.6 mi (12.3 km) from Chatham. Amenities include 3 outdoor pools, 3 restaurants, and 2 indoor pools. Cape Cod Irish Village - Family-friendly resort. 17.5 mi (28.2 km) from Chatham. Access to 2 restaurants, a golf course, and a seasonal outdoor pool.
What can I do in Chatham?
Travelers enjoy exploring the beaches, and also have good things to say about the seafood restaurants here. Get some time by the water at Chatham Lighthouse Beach and Ridgevale Beach, or catch the latest production at Monomoy Theatre or Chatham Drama Guild. Chatham Lighthouse and Cape Cod Beaches are a few additional attractions in the area that you might like.
What's the seasonal weather like in Chatham?
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 the best way to get to and around Chatham?
Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) away from the heart of the city. You can also search for flights into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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