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

Find Luxury Hotels in Chatham, MA

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Check availability on Chatham Luxury Hotels

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Chatham luxury hotels

1. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
NT$11,445
NT$14,485 total
includes taxes & fees
Sep 29 - Sep 30
Chatham Wayside Inn

2. Chatham Bars Inn

Chatham Bars Inn
Chatham
  • Indulge in seaside luxury at this 5-star Chatham resort offering a private beach, full-service spa, and exceptional concierge service.
NT$15,442
NT$17,673 total
includes taxes & fees
Oct 12 - Oct 13
Chatham Bars Inn

3. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
  • Seaside luxury awaits on a private beach with 6 restaurants and ocean-view dining.
NT$17,166
NT$21,021 total
includes taxes & fees
Oct 13 - Oct 14
Wequassett Resort and Golf Club

4. Winstead Inn

Winstead Inn
Harwich
  • Harwich beach guesthouse provides luxury accommodations near sand, featuring heated pool amid gardens.
NT$9,519
NT$10,894 total
includes taxes & fees
Sep 17 - Sep 18
Winstead Inn

5. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
  • Coastal luxury flourishes at this historic Brewster hotel with a private beach, 5 spa treatment rooms, and championship golf.
NT$7,807
NT$10,759 total
includes taxes & fees
Sep 20 - Sep 21
The Mansion at Ocean Edge

6. Winstead Beach Resort

Winstead Beach Resort
Harwich Port
NT$7,582
NT$8,678 total
includes taxes & fees
Sep 17 - Sep 18
Winstead Beach Resort

7. Sea Meadow Inn

Sea Meadow Inn
Brewster
NT$8,046
NT$9,347 total
includes taxes & fees
Oct 1 - Oct 2
Sea Meadow Inn

8. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
Brewster
  • Coastal luxury retreat near Breakwater Beach offers pampering spa services and Italian linens in a serene Cape Cod setting.
NT$9,967
NT$11,407 total
includes taxes & fees
Sep 28 - Sep 29
Candleberry Inn on Cape Cod

9. The Old Manse Inn

The Old Manse Inn
Brewster
  • Charming Cape Cod getaway offers champagne service, garden retreats, and a delicious breakfast just steps from the beach.
NT$11,359
NT$13,000 total
includes taxes & fees
Oct 1 - Oct 2
The Old Manse Inn

10. Brewster by the Sea Inn

Brewster by the Sea Inn
West Brewster
NT$10,645
NT$12,183 total
includes taxes & fees
Oct 12 - Oct 13
Brewster by the Sea Inn
View all properties

Top Chatham Hotel Reviews

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Excellent!"
Lucimar 2-night trip
Posted 1 hour ago
Holiday Inn Express Hyannis Cape Cod by IHG
Hyannis Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"Parking sucks. You i have to use your room key to get out of the parking lot every time. That's especially inconvenient when you're checking out, you can't just leave your key in the room and drive off."
Michael 3-night trip
Posted 1 hour ago
Hyannis Harbor Hotel
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Very cute and cozy property! Close to everything and within walking distance! The staff were so kind and they made sure to leave extra towels every day with housekeeping. We will definitely be staying again!"
Sarah 4-night trip
Posted 1 hour ago
Hyannis Travel Inn
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"The room was spotless and the staff was extremely welcoming. It’s the perfect location, just a short walk, drive, or borrowed bike into downtown Chatham. We told define return."
Dennis 3-night trip
Posted 3 hours ago
Greyfinch Chatham Inn
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"There was a bit of a musty smell but overall it was a good experience. Not quite sure why I paid a $60 charge upon my arrival but I was really too tired to question"
ROBIN 1-night trip
Posted 6 hours ago
Bayside Resort Hotel
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"clean and homy"
Cindy 3-night trip
Posted 23 hours ago
Holiday Hill Inn & Suites
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"The property is lovely. I took my husband as an early birthday gift and he was so happy. Everything was beautiful and there is a good amount to do at the hotel and it's close to so much. The only thing I would suggest is bring your own beach towels because the ones at the pool are very small."
Jillian 2-night trip
Posted 1 day ago
Uncommoner Hotel by Reverie Boutique Collection
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Always a pleasure to stay there. The staff is nice and accommodating, the property is very clean and the parking is great"
Nedenia 1-night trip
Posted 2 days ago
Cape Sands Inn
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Beautiful property with a very attentive staff. They helped make the engagement to my fiancée a wonderful and memorable experience! I highly recommend the spa with an intimate couples session! We will definitely be back in the future!"
Marcus 3-night trip
Posted 2 days ago
Chatham Bars Inn

Frequently asked questions

Are you looking for a luxury hotel for your stay in Chatham?
During your visit, you might want to enjoy the beaches which Chatham is known for.
What's the best luxury accommodation in Chatham?
Chatham Bars Inn is a luxury resort with a private beach and a full-service spa, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in Chatham?
Planning for the weather is an important factor for making your trip to Chatham a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.
What's there to see and do in Chatham?
Enjoy Chatham with a stop at Chatham Lighthouse, Chatham Lighthouse Beach, and Ridgevale Beach. If you have some spare time during your trip, you might want to check out Cape Cod Beaches and Cape Cod National Seashore.

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