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

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.
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
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.

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.
P26,065
P29,832 total
includes taxes & fees
Oct 19 - Oct 20
Chatham Bars Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

2. 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.
P25,327
P31,016 total
includes taxes & fees
Oct 19 - Oct 20
Wequassett Resort and Golf Club
A two-story house with a symmetrical facade, a central entrance, and a flag.
A table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.
A living room with two armchairs, a sofa, a fireplace, and a window with curtains.
A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

3. 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.
P18,988
P21,731 total
includes taxes & fees
Oct 28 - Oct 29
Candleberry Inn on Cape Cod
A beach with a sunset, calm water, and rocks.
A bar area with a wooden barrel, glasses, candles, and a martini glass.
A covered outdoor seating area with wicker furniture and a blue cushioned sofa.
A dining area with wicker furniture, wooden tables, and large windows with views of trees.

4. 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.
P16,316
P18,673 total
includes taxes & fees
Nov 1 - Nov 2
The Old Manse Inn
A large, two-story house with a grand entrance, large columns, and a balcony.
A patio with a table set for breakfast, outdoor seating, and potted plants.
A bedroom with a bed, a sofa, a TV, and a window with shutters.
A wooden side table with a lamp, a glass vase with flowers, and a magazine with a yellow boat on it.

5. The Inn At Cape Cod

The Inn At Cape Cod
Yarmouth Port
  • Historic Cape Cod B&B blends coastal luxury with colonial charm, offering daily complimentary breakfast.
P23,719
P27,146 total
includes taxes & fees
Oct 4 - Oct 5
The Inn At Cape Cod
A neatly arranged bedroom with a large bed, a bedside table, a chair, a TV mounted on the wall, and a window with blinds.
A two-story building with a covered porch and a sign for Sea Street Inn.
A modern kitchen with stainless steel appliances, a central island, pendant lighting, and a textured wall.
A kitchen counter with a knife and a cutting board, a sign with a flower, and a view of a dining area through glass doors.

6. Sea Street Inn

Sea Street Inn
Hyannis
P17,273
P19,768 total
includes taxes & fees
Oct 25 - Oct 26
Sea Street Inn
An outdoor patio with round tables and chairs, a fire pit, and a covered seating area with string lights.
A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.
A modern lounge area with a stone wall, a flat-screen TV, and comfortable seating.
A DoubleTree hotel with a brick facade and a large sign.

7. Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis
Hyannis
  • Hyannis hotel features indoor/seasonal outdoor pools, sauna, and two restaurants for coastal luxury.
P8,748
P10,012 total
includes taxes & fees
Oct 25 - Oct 26
Doubletree by Hilton Cape Cod - Hyannis
A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".
A row of white bicycles with brown seats and wicker baskets, parked in front of a white building with black railings and large windows.
A bartender pouring a drink into a gold cocktail shaker.
A modern indoor dining area with a wooden table, chairs, and a decorative wall with string lights.

8. 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.
P7,435
P8,806 total
includes taxes & fees
Oct 14 - Oct 15
Uncommoner Hotel by Reverie Boutique Collection
A spacious living area with a checkered floor, a wooden staircase, a sofa set, a television, and a potted plant.
A flat-screen TV mounted on a wall above a fireplace with a visible fire.
A spa room with a large bathtub, a mirror, and a chandelier.
A compact, modern bathroom with a wooden vanity, a mirror, a hairdryer, and a small seating area.

9. Hyannis Plaza Hotel

Hyannis Plaza Hotel
Hyannis
  • Relish seaside luxury at this elegant hotel, where a pristine outdoor pool and lush garden retreat await near Cape Cod beaches.
P6,915
P8,540 total
includes taxes & fees
Oct 3 - Oct 4
Hyannis Plaza 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 3 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 5 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 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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