Compare and book 5 Star hotels in Chatham, Massachusetts

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Check availability on Chatham 5 Star Hotels

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Chatham 5 Star Hotels

Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (769)
"The atmosphere and views are breathtaking. The staff was extremely cordial and doted over us while we celebrated our 50th anniversary. "
The price is 20.526.965 ₫
24.667.767 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Chatham Bars Inn
Wequassett Resort and Golf Club
6 restaurants, breakfast, lunch, dinner served; American cuisine

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (225)
"An absolute delight, had a wonderful stay, can’t wait to return"
Wequassett Resort and Golf Club
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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
Get rates
8.6/10 Excellent! (196 reviews)
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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
Chatham showing boating and a house

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 want to travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to land the best rate on a luxurious stay.
  • Search for the lowest price per night from 6.857.837 ₫

What makes a hotel 5 stars in Chatham?
Faultless guest service characterises every 5-star hotel in Chatham. From the minute you arrive, staff ensure your every need is met, whether answering room service calls 24/7 or providing in-room massages. What's more, hotels have to feature upscale conveniences to qualify for a 5-star rating. These can include deluxe baths, an on-site spa, pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chatham?
Use Expedia's filters to find a high-end getaway in Chatham where everything you need is included in the price. From there, narrow your results for hotels that have 5 stars and are categorised as "All inclusive." The first thing on the schedule at these stays? Pure indulgence and relaxation.