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

Boutique 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham Boutique Hotels

Our top choices for Chatham boutique 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)
"Beautiful property and relaxing stay!"
United States
Nicole
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)
"Best resort"
United States
Uk Jin
The price is P20,696
P25,346 total
includes taxes & fees
Nov 28 - Nov 29
Wequassett Resort and Golf Club
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.
View all properties

Top Chatham Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Beautiful property and relaxing stay!"
Nicole 1-night trip
Posted 9 hours ago
Chatham Bars Inn

Frequently asked questions

What's the best boutique-style accommodation in Chatham?
Chatham Bars Inn is a favorite resort with Expedia travelers looking for a stylish stay, and features a private beach and a full-service spa.
What's there to see and do in Chatham?
The beaches, seafood restaurants, and seaside are just some of the things to enjoy while you're in the area. Experience the cultural highlights around Chatham with a visit to Cape Cod Theatre Company – Home of the Harwich Jr. Theatre, Cape Cod Museum of Natural History, and Edward Gorey House. You might also like to explore more of the area and take in additional sights like Chatham Lighthouse, Chatham Lighthouse Beach, and Edward Penniman House and Barn while you're here.
What kind of weather should I plan for when I travel to Chatham?
Having a good idea of the weather in Chatham is important when you plan your trip. 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 my boutique hotel in Chatham?
You have a few options for getting to Chatham. The nearest major airport is Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia