Chatham Hotel Guide - Luxury Hotels in Chatham, Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham Luxury Hotels

Our top choices for Chatham luxury hotels

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (824 reviews)
  • cleanliness
    Indulge in seaside luxury at this 5-star Chatham resort offering a private beach, full-service spa, and exceptional concierge service.
"Perfectly clean and well-appointed in luxury."
United States
Marianne
The price is €603
includes taxes & fees
31 May - 1 Jun
Chatham Bars Inn

Queen Anne Inn

Queen Anne Inn
4.0 star property
Chatham
8.8 out of 10, Excellent, (238 reviews)
"I liked that even in mid-October the pool was (just) warm enough to use. I liked the helpful suggestions of the inn keeper about dining and local sights "
United States
Cynthia
The price is €259
includes taxes & fees
2 Jun - 3 Jun
Queen Anne Inn

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.4 out of 10, Exceptional, (667 reviews)
"Courteous staff, helpful with dining suggestions. Loved the room. Very comfortable bed, warm and cozy. "
United States
Louise
The price is €272
includes taxes & fees
27 May - 28 May
Chatham Wayside Inn

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (247 reviews)
  • cleanliness
    Seaside luxury awaits on a private beach with 6 restaurants and ocean-view dining.
"If you love luxury and a great night's sleep in a most comfortable bed- this is the place for you."
United States
Kieran
The price is €525
includes taxes & fees
25 May - 26 May
Wequassett Resort and Golf Club

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (140 reviews)
  • cleanliness
    Coastal luxury retreat near Breakwater Beach offers pampering spa services and Italian linens in a serene Cape Cod setting.
"Absolutely fantastic! Everything from the room, linens, the relaxed feeling of the entire inn, close proximity to the Cape Cod Rail Trail, the intriguing Breakwater Beach a short distance away were all perfect! The friendly atmosphere that Angelo, Marco and their entire staff provide is fantastic! Starting our day off with the incredible, delicious breakfast that Angelo prepares for each guest! Served with care by Marco and the entire staff, a perfect start to the day of exploring Cape Cod!...
United States
Randall
The price is €368
includes taxes & fees
13 May - 14 May
Candleberry Inn on Cape Cod

Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (15 reviews)
"Our room was clean and really comfortable."
United States
Eileen
The price is €288
includes taxes & fees
14 May - 15 May
Sea Meadow Inn

Captain Freeman Inn

Captain Freeman Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (70 reviews)
"Spacious room with heavenly sheets on a very comfortable bed."
United States
Robert
The price is €374
includes taxes & fees
7 Jun - 8 Jun
Captain Freeman Inn

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (173 reviews)
"The breakfast was beautifully presented & delicious in a cozy room with a fireplace."
United States
Joyce
The price is €324
includes taxes & fees
25 May - 26 May
Brewster by the Sea Inn

The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (90 reviews)
  • cleanliness
    Historic Cape Cod B&B blends coastal luxury with colonial charm, offering daily complimentary breakfast.
"Our room was comfortable"
United States
Kari
The price is €392
includes taxes & fees
28 May - 29 May
The Inn At Cape Cod

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Coastal luxury flourishes at this historic Brewster hotel with a private beach, 5 spa treatment rooms, and championship golf.
"Pool and hot tub were also great!"
United States
Shelby
The price is €354
includes taxes & fees
26 May - 27 May
The Mansion at Ocean Edge
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.

Top Chatham Hotel Reviews

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 Cape Cod Beaches. If you have some spare time during your trip, you might want to check out Cape Cod National Seashore and Veterans Field.

Explore a world of travel with Expedia