Chatham Hotel Guide - Luxury Hotels in Chatham, Massachusetts

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Check availability on Chatham Luxury Hotels

Our top choices for Chatham luxury hotels

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 €266
includes taxes & fees
21 Dec - 22 Dec
Chatham Bars Inn
Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (605)
"Great location and friendly staff. We really enjoyed our stay there."
United States
Peter D
Chatham Wayside Inn
Fridge, microwave, oven, stovetop
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
4.0 star property
Chatham
10.0 out of 10, Exceptional, (18)
"Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!"
United States
Diane C.
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
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, (242)
"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
Wequassett Resort and Golf Club
Terrace/patio
Brewster by the Sea Inn

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is €310
includes taxes & fees
1 Jan - 2 Jan 2026
Brewster by the Sea Inn
Luxury King Room
Sea Street Inn

Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45)
"Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings."
United States
Jori
The price is €230
includes taxes & fees
2 Jan - 3 Jan 2026
Sea Street Inn
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1001)
"The hotel is beautifully decorated for the holiday season"
United States
Mary
The price is €204
includes taxes & fees
4 Jan - 5 Jan 2026
The Mansion at Ocean Edge
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, (413)
"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 €185
includes taxes & fees
21 Dec - 22 Dec
Margaritaville Resort Cape Cod
Exterior
Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis
4.0 star property
Hyannis
8.4 out of 10, Very good, (878)
"Nice room, freindly staff. The downside is the food was pricey. "
United States
Steffanie
The price is €113
includes taxes & fees
4 Jan - 5 Jan 2026
Doubletree by Hilton Cape Cod - Hyannis
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

The Mansion at Ocean Edge

The Mansion at Ocean Edge

10/10 Excellent
"Very clean and cozy. Staff was wonderful. "
Crystal 1-night trip
Posted 4 days ago
The Mansion at Ocean Edge

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 place to stay 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 travellers 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 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 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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