Compare and book 5 Star hotels in Chatham, Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Our top choices for Chatham 5-star hotels

Exterior
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (798)
"Great accommodation and staff."
United States
Michael
The price is 6.852.820 ₫
8.235.206 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Chatham Bars Inn
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, (241)
"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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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! (412 reviews)
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.
PoolSpaHot tubBreakfast includedWaterpark
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 wild flowers, general coastal views and a windmill

Top Chatham Hotel Reviews

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 3.116.709 ₫

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.

Explore a world of travel with Expedia