5 Stars Hotels in Chatham, Massachusetts from CA $252

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chatham 5 Star Hotels

Top Chatham 5 Star Hotels

Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (782)
"5 star experience!! "
The price is CA $1,105
CA $1,328 total
includes taxes & fees
Sep 7 - Sep 8
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, (229)
"Wow! A great place!"
The price is CA $843
CA $1,032 total
includes taxes & fees
Sep 3 - Sep 4
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
The price is CA $252 per night from Aug 24 to Aug 25
CA $252
CA $367 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (270 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 a house and boating

Top Chatham Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"5 star experience!! "
Christine 3-night trip
Posted 9 days ago
Chatham Bars Inn

Frequently asked questions

What are the best 5-star hotels in Chatham?
If you're looking for a 5-star experience, Chatham Bars Inn offers one of the best of them according to reviews by our travellers. Stay at this Chatham getaway and get ready for impeccable service, luxurious guest rooms and world-class amenities.
How much does it cost to stay in a 5-star hotel in Chatham?
You can find many different pricing options for 5-star hotels in Chatham on Expedia. How much you'll pay will depend on your vacation dates, length of your trip and other factors. Compare all of the available properties for your chosen dates and make use of our pricing and other filters to lock in the ideal upscale stay.

  • Search for the lowest price per night from CA $252

What makes a hotel 5 stars in Chatham?
In Chatham, a hotel must provide a certain number of upscale features to earn a 5-star rating. These can include gourmet restaurants, on-site gyms, saunas and spas, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may even offer extra touches such as a welcome gift.