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 $139

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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 deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
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
$395 nightly
$452 total
Nov 2 - Nov 3
Total with taxes and fees
Chatham Bars Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
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.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

2. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Angela
$433 nightly
$496 total
Oct 19 - Oct 20
Total with taxes and fees
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
$184 nightly
$211 total
Oct 25 - Oct 26
Total with taxes and fees
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA
$122 nightly
$139 total
Oct 13 - Oct 14
Total with taxes and fees
9.2/10 Wonderful! (358 reviews)
Uncommoner Hotel by Reverie Boutique Collection
The Mansion at Ocean Edge

The Mansion at Ocean Edge

2907 Main Street Brewster MA
$222 nightly
$254 total
Oct 25 - Oct 26
Total with taxes and fees
The Mansion at Ocean Edge
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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.

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A windmill by the sea with a clear sky.

Top Chatham Hotel Reviews

Find out more about Chatham

Why not request the best on your excursion to Chatham? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chatham so popular in the last year. There's no reason to delay a getaway to Chatham any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. Reserve one of our 5-star hotels in Chatham and indulge in the finer things in life for a while. What are you waiting for?

Book the Best Chatham 5-Star Hotels

Don't be afraid to be pampered during your trip, along with the best conditions. Exceptional service, delicious meals, and attentive guest service are all at your fingertips. You're sure to find exactly the accommodation you need. Additionally, the hotels in this area receive noteworthy marks for customer satisfaction, so you know you'll want for nothing during your getaway. How do you want to relax? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A mud wrap treatment that will leave you feeling refreshed and alive? Butler services? No matter what you want on a perfect getaway, you're bound to find it here.

Can't wait to get outside? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chatham are the perfect place to relax after a busy day. Ready to learn more? Read the review section and see what previous visitors have said. You're sure to find exactly what you're looking for!

Your Getaway Starts Today

The results are in, and Chatham 5-star hotels are the place to be when you book your next vacation. These beautiful hotels are highly rated by the guests who stay in them, and you're about to join their ranks. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Choose one of the 5-star hotels in Chatham today and soothe yourself in total tranquility when you're ready.

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 $139
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.

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