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

Find 5 Star Hotels in Chatham, MA from SAR 462

  • 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 5 Star Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chatham 5-star hotels

A pathway leading to a beach with boats in the background and a building with a tower.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
SAR 1,324
SAR 1,516 total
includes taxes & fees
12 Nov - 13 Nov
Chatham Bars Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

2. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Angela
SAR 1,461
SAR 1,789 total
includes taxes & fees
8 Nov - 9 Nov
Wequassett Resort and Golf Club
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chatham.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
SAR 605
SAR 907 total
27 Oct - 28 Oct
includes taxes & fees
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA
SAR 390
SAR 462 total
15 Nov - 16 Nov
includes taxes & fees
9.2/10 Wonderful! (376 reviews)
Uncommoner Hotel by Reverie Boutique Collection
The Mansion at Ocean Edge

The Mansion at Ocean Edge

2907 Main Street Brewster MA
SAR 696
SAR 1,012 total
15 Nov - 16 Nov
includes taxes & fees
The Mansion at Ocean Edge
Still don't see what you're looking for?
See all properties in Chatham.
You can also use these popular filters to refine your search.
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.

Learn more about Chatham

Stroll the historic Main Street lined with boutiques, then head to Lighthouse Beach for seal-spotting at low tide. Seafood shacks serve the freshest catch, while the Chatham Bandstand hosts free summer concerts that locals never miss.

See all hotels in Chatham
A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

Top Chatham Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"We liked everything. The service was amazing and the resort is beautiful."
Linda 3-night trip
Posted 2 days ago
Chatham Bars Inn

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chatham?
How much you pay for a 5-star hotel in Chatham can vary depending on when you prefer to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to find the best deal on an indulgent stay.
  • Search for the lowest price per night from SAR 462
What makes a hotel 5 stars in Chatham?
From high-end restaurants and 24-hour gyms to swimming pools and superior bedding, the 5-star experience in Chatham is all about luxury and comfort. But it requires more than just upscale amenities to get a 5-star rating. Hotels must also deliver superb guest-centric services like in-room massages, laundry and dry cleaning and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Chatham?
Use our handy filters to find an upscale escape in Chatham where most of what you need is included in the price. From there, narrow down your results for properties that have a rating of 5 stars and are listed as "All inclusive." The first thing on the to-do list at these stays? Pure enjoyment and indulgence.