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

This weekend
Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

Our top choices for Chatham luxury hotels

Beach nearby

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (700 reviews)
The price is P30,610
P37,714 total
includes taxes & fees
Jul 5 - Jul 6
Chatham Wayside Inn
Exterior

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (842 reviews)
  • cleanliness
    Indulge in seaside luxury at this 5-star Chatham resort offering a private beach, full-service spa, and exceptional concierge service.
The price is P63,790
P73,008 total
includes taxes & fees
Jul 22 - Jul 23
Chatham Bars Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Queen Anne Inn

Queen Anne Inn
4.0 star property
Chatham
8.8 out of 10, Excellent, (241 reviews)
The price is P18,718
P21,423 total
includes taxes & fees
Jul 28 - Jul 29
Queen Anne Inn
Frette Italian sheets, premium bedding, down comforters, minibar

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (259 reviews)
  • cleanliness
    Seaside luxury awaits on a private beach with 6 restaurants and ocean-view dining.
The price is P69,383
P84,969 total
includes taxes & fees
Jul 8 - Jul 9
Wequassett Resort and Golf Club
Outdoor pool, pool umbrellas, sun loungers

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
4.0 star property
Hyannis
8.8 out of 10, Excellent, (610 reviews)
  • cleanliness
    Hyannis resort offers beachside luxury with water park, spa, and dining near Cape Cod's shores.
The price is P16,585
P22,509 total
includes taxes & fees
Jul 5 - Jul 6
Margaritaville Resort Cape Cod
Exterior detail

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (140 reviews)
  • cleanliness
    Coastal luxury retreat near Breakwater Beach offers pampering spa services and Italian linens in a serene Cape Cod setting.
The price is P22,635
P25,906 total
includes taxes & fees
Jul 6 - Jul 7
Candleberry Inn on Cape Cod
Exterior

Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (19 reviews)
The price is P21,531
P25,012 total
includes taxes & fees
Jul 7 - Jul 8
Sea Meadow Inn
Free daily self-serve breakfast

Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (138 reviews)
  • cleanliness
    Harwich beach guesthouse provides luxury accommodations near sand, featuring heated pool amid gardens.
Winstead Inn
Property entrance

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Coastal luxury flourishes at this historic Brewster hotel with a private beach, 5 spa treatment rooms, and championship golf.
The price is P30,453
P38,381 total
includes taxes & fees
Jul 21 - Jul 22
The Mansion at Ocean Edge
Pillowtop beds, individually decorated, individually furnished

Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (62 reviews)
Winstead Beach Resort
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.
View all properties

Top Chatham Hotel Reviews

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"There’s not much to say here. The place is amazing. There’s no place I would rather stay in Cape Cod than this place. It was a 10 out of 10 all the way around. Excellent property with excellent facilities.Top notch all the way."
brendan 3-night trip
Posted 5 hours ago
Uncommoner Hotel by Reverie Boutique Collection

Frequently asked questions

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

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