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

Chatham Hotel Guide - Luxury Hotels in Chatham, Massachusetts

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Check availability on Chatham Luxury Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chatham luxury hotels

A pathway leading to a beach with boats in the background and a building with a tower.
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.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

1. 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.
€420
includes taxes & fees
19 Oct - 20 Oct
Chatham Bars Inn
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.
A garden with a pergola structure, a pathway, and a seating area.
A living room with wicker furniture, a fireplace, and a staircase.

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
€219
includes taxes & fees
29 Oct - 30 Oct
Chatham Wayside Inn
A large, multi-story beachfront hotel with a prominent balcony and multiple windows.
A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.
A beachfront property with a large building, a sandy beach, and a rocky shoreline.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.

3. Lighthouse Inn

Lighthouse Inn
West Dennis
€113
includes taxes & fees
7 Oct - 8 Oct
Lighthouse Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
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.

4. 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.
€437
includes taxes & fees
19 Oct - 20 Oct
Wequassett Resort and Golf Club
A swimming pool surrounded by lush greenery, a brick pathway, and a white house with a sloped roof.
A bedroom with a bed, an open book, and a pair of glasses on it.
A house with a white exterior, a grey roof, and a white door with a lattice design.
A garden with hydrangea bushes and purple flowers.

5. Queen Anne Inn

Queen Anne Inn
Chatham
Queen Anne Inn
An indoor water park with slides, a pirate-themed ship, and a sign reading "Pirate Bay".
A restaurant with a blue and yellow color scheme, wooden walls, and a central palm tree. Tables and chairs are arranged for dining.
A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.
A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.

6. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
Hyannis
  • Hyannis resort offers beachside luxury with water park, spa, and dining near Cape Cod's shores.
€186
includes taxes & fees
25 Oct - 26 Oct
Margaritaville Resort Cape Cod
A four-poster bed with a champagne bucket and glasses, a fireplace, and a mirror above it.
A wooden deck with wicker chairs and a chessboard, overlooking a white fence and a grassy yard.
A white house with a brick pathway leading to the front door, surrounded by greenery and a lawn.
A breakfast setting with a plate of food, a glass of orange juice, and a cup of coffee.

7. Captain's House Inn

Captain's House Inn
Chatham
Captain's House Inn
A sandy beach path with wooden fencing, leading to the ocean.
An outdoor patio with a fire feature, wicker furniture, and hanging flower baskets.
A two-story house with a covered porch, a well-maintained garden, and a driveway.
A sign for The Old Harbor Inn with a number 22 on the building.

8. Old Harbor Inn

Old Harbor Inn
Chatham
  • Retreat to Cape Cod's sanctuary with pillowtop beds, flowing Champagne, and beachside paradise.
€356
includes taxes & fees
15 Oct - 16 Oct
Old Harbor Inn
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
Three children playing in shallow water on a beach.
A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.
A golf course with sand bunkers, trees, and a clear blue sky.

9. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
  • Private beach paradise with luxury spa services, golf, and 5 gorgeous pools awaits at this coastal Brewster resort.
€167
includes taxes & fees
1 Nov - 2 Nov
The Villages at Ocean Edge
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.
A beachside table with two chairs, a blue umbrella, and a white tablecloth.
A hotel room with a bed, a chair, a table with two glasses of wine, a lamp, and a window with a view of a lake.
A beach scene with a directional signpost and beach chairs.

10. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
  • Indulge in beachside opulence at this Cape Cod resort featuring 2 poolside bars, premium relaxation areas, and scenic views.
€96
includes taxes & fees
1 Nov - 2 Nov
Bayside Resort Hotel
View all properties

Top Chatham Hotel Reviews

Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Clean, pool was great and heated !"
Melanie 4-night trip
Posted 4 hours ago
Riviera Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Nice hotel, restaurant with nice outdoor setting."
Monique 1-night trip
Posted 6 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Clean rooms and very helpful staff."
Louie 1-night trip
Posted 1 day ago
Hyannis Travel Inn
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Staff was excellent hotel clean"
Jerome 2-night trip
Posted 1 day ago
Cape Sands Inn
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"This place is so cute! When we first pulled up we were unsure because it looks like an old roadside motel. But it’s quickly apparent that it’s been beautifully updated with fresh paint and hanging plants. The driveway and parking lot are spotless as are the rooms. The decor in the rooms is updated and coastal. The staff was lovely. I would absolutely stay here again!"
Robert 4-night trip
Posted 7 days ago
Greyfinch Chatham 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 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.

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