Search Luxury Hotels in Chatham

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham Luxury Hotels

This weekend
Next weekend

Our top choices for Chatham luxury hotels

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (610)
"Yes, lovely place to stay."
United States
Angela
Chatham Wayside Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (801)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is ฿13,562
฿16,298 total
includes taxes & fees
1 Jan - 2 Jan 2026
Chatham Bars Inn

Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis
4.0 star property
Hyannis
8.4 out of 10, Very good, (879)
"Nice room, freindly staff. The downside is the food was pricey. "
United States
Steffanie
The price is ฿3,737
฿4,277 total
includes taxes & fees
25 Jan - 26 Jan 2026
Doubletree by Hilton Cape Cod - Hyannis

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
4.0 star property
Hyannis
8.8 out of 10, Excellent, (423)
"Kids animals show ,clean room ,great staff, food great ,amenities 🙏❤️"
United States
Rosa Xavier
The price is ฿4,476
฿6,899 total
includes taxes & fees
5 Jan - 6 Jan 2026
Margaritaville Resort Cape Cod

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1000)
"The hotel is beautifully decorated for the holiday season"
United States
Mary
The price is ฿4,940
฿7,430 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Mansion at Ocean Edge

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (243)
"Great service and beautiful resort. "
United States
Kristopher
Wequassett Resort and Golf Club

Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45)
"Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings."
United States
Jori
The price is ฿7,098
฿8,123 total
includes taxes & fees
29 Jan - 30 Jan 2026
Sea Street Inn

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is ฿9,869
฿11,296 total
includes taxes & fees
1 Jan - 2 Jan 2026
Brewster by the Sea Inn
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.

Top Chatham Hotel Reviews

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 place to stay 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 travellers 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 temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.
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.