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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Chatham resorts

Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (799)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is NZ$779
includes taxes & fees
29 Dec - 30 Dec
Chatham Bars Inn
Outdoor pool, pool umbrellas, pool loungers
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
4.0 star property
Hyannis
8.8 out of 10, Excellent, (418)
"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
The price is NZ$381
includes taxes & fees
4 Jan - 5 Jan 2026
Margaritaville Resort Cape Cod
Beach bar
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, (243)
"Great service and beautiful resort. "
United States
Kristopher
Wequassett Resort and Golf Club
Deluxe Suite, 2 Bedrooms | Private kitchen
Brewster Green Resort

Brewster Green Resort

Brewster Green Resort
2.5 star property
Brewster
The price is NZ$1,338
includes taxes & fees
11 Jan - 12 Jan 2026
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

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"After initial hiccup with the room which was taken care off - room was beautiful as well as the Inn. Best location on Main Street in Chatham. "
Emma 1-night trip
Posted 3 days ago
Chatham Wayside Inn

Find out more about Chatham

Chatham Resort information

Number of reviews
1,456
Accommodation
9 Resort
Lowest Price
NZ$381
Highest Price
NZ$1,338

Frequently asked questions

What can I expect from a resort holiday in Chatham?
Longing for a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your trip—from convenient dining options to entertainment and shopping. Browse the resorts in the area and discover the right one for you, whether you see yourself kicking back in a luxury suite or browsing the on-site boutiques.
What's a top resort for my stay in Chatham?
Here are our top-rated resorts near Chatham: Chatham Bars Inn - Luxury resort, 5-minute walk from Cape Cod Beaches. 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, 10-minute walk from Cape Cod Beaches. 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. Blue Water Resort - Beach resort, 5-minute walk from Cape Cod Beaches. 12.7 mi (20.5 km) from Chatham. Guests love the great location. Access to 2 restaurants, a private beach and 2 bars.
What can I do in Chatham?
Travellers enjoy exploring the beaches, and also have good things to say about the seafood restaurants here. Enjoy 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 temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.
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. 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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