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

Luxury Hotels in Chatham, Massachusetts

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Check availability on Chatham Luxury Hotels

Tonight
Aug 16 - Aug 17
Tomorrow
Aug 17 - Aug 18
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Chatham luxury hotels

1. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
P24,350
P30,541 total
includes taxes & fees
Aug 31 - Sep 1
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.
P35,518
P40,650 total
includes taxes & fees
Sep 14 - Sep 15
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.
P25,912
P31,732 total
includes taxes & fees
Sep 8 - Sep 9
Wequassett Resort and Golf Club

4. 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.
P20,840
P27,369 total
includes taxes & fees
Sep 1 - Sep 2
The Mansion at Ocean Edge

5. Sea Meadow Inn

Sea Meadow Inn
Brewster
P21,569
P25,056 total
includes taxes & fees
Sep 9 - Sep 10
Sea Meadow Inn

6. 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.
P24,460
P27,994 total
includes taxes & fees
Aug 18 - Aug 19
Candleberry Inn on Cape Cod

7. 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.
P18,435
P21,099 total
includes taxes & fees
Sep 17 - Sep 18
The Old Manse Inn

8. Captain Freeman Inn

Captain Freeman Inn
Brewster
Captain Freeman Inn

9. Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
West Yarmouth
  • Luxurious Art Deco retreat with pillowtop beds features indoor and outdoor pools near the beach.
P9,463
P11,209 total
includes taxes & fees
Sep 7 - Sep 8
Uncommoner Hotel by Reverie Boutique Collection

10. Brewster by the Sea Inn

Brewster by the Sea Inn
West Brewster
P24,825
P28,413 total
includes taxes & fees
Sep 14 - Sep 15
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
"V CD g"
colin 2-night trip
Posted 3 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

8/10 Good
"It was great"
Matheau 2-night trip
Posted 3 hours ago
All Seasons Resort, Trademark Collection by Wyndham
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Hotel look very stylish. I liked the details. Pool was so nice and relaxing. Restaurant on property is great. Love this hotel and will be back for sure"
Yulia 1-night trip
Posted 4 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"It had great accommodations, but definitely eat offsite, the onsite restaurant was just ok, long wait at at the sparsely seated restaurant, fish tasted good but not as fresh as Black Cat and Spanky’s which was walkable and well worth the wait and leagues better quality food for the price. Didn’t use the hot tub or pool, which looked clean and would have used if I felt like a swim or a soak. Tons of kids, but the indoor pool looked empty the whole time I was there, if you wanted to stay away from splashing and noisy kids. The location was nice, with everything within walking distance. My car did not leave the lot until we left. I am absolutely happy with the stay and would book here again."
Joe 2-night trip
Posted 6 hours ago
Hyannis Harbor Hotel
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

8/10 Good
"Perfect place for short stay. Very clean and updated. Pool area is great. Will definitely be back"
John 2-night trip
Posted 9 hours ago
Freebird Motor Lodge by Reverie Boutique Collection
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Convenient location"
Darryl 1-night trip
Posted 3 days ago
Holiday Hill Inn & Suites
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"The property was nice and clean. Ideal for a short stay for our family. The staff was very friendly and responsive."
Tatyana 4-night trip
Posted 4 days ago
Greyfinch Chatham Inn

Frequently asked questions

Are you looking for a luxury hotel for your stay in Chatham?
Known for its seafood restaurants and port, Chatham also has some interesting things to see and do including Cape Cod Beaches, so you may want to take in the local sights during your visit.
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 Cape Cod Beaches, Chatham Lighthouse, and Chatham Lighthouse Beach. If you have some spare time during your trip, you might want to check out Ridgevale Beach and Cape Cod National Seashore.

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