The Best Historic Hotels in Chatham, MA from AED 1,076 in 2026

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

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Our top choices for Chatham historic hotels

An outdoor seating area with wicker furniture and a fire pit, overlooking a calm lake and trees.

A modern kitchen with a central island, white cabinetry, and a microwave.

A living room with a fireplace, a television mounted above it, and a view of the beach through a window.

A white armchair with patterned cushions, a glass coffee table with books and a plant, and a view of the sea through a large window.

1. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

West Brewster

Katrina W.

AED 1,392

AED 3,380 total

includes taxes & fees

12 Oct - 13 Oct

A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

A bedroom with a wooden floor, a bed with white and navy bedding, a small wooden nightstand, a door, and a wall-mounted picture.

A living room with a fireplace, a chandelier, and a large abstract painting.

A dining room with a wooden table, wicker chairs, a chandelier, a fireplace, and a floral arrangement.

2. Chapter House

Yarmouth Port

JULIE

AED 1,157

AED 1,324 total

includes taxes & fees

21 Oct - 22 Oct

A beach with a wooden fence and a few people sitting on the sand.

A kitchen with wooden cabinets, a black microwave, a stove, and a sink.

A living room with a fireplace, blue sofas, a coffee table, and a window with curtains.

A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

3. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Dennis

shannon s.

AED 826

AED 1,076 total

includes taxes & fees

15 Oct - 16 Oct

A deck with outdoor furniture, a view of a lake, and a white railing.

A modern kitchen with white cabinetry, a central island, and pendant lighting.

A living room with two grey sofas, a small table with a lamp, and a view of a lake through large windows.

A dining area with a round table, patterned chairs, a blue rug, and a large abstract painting on the wall.

4. ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

Bass River

Angela J.

AED 937

AED 2,716 total

includes taxes & fees

15 Oct - 16 Oct

A deck with blue chairs and a small table, surrounded by a white railing.

A room with a blue door, a white sink, and a small rug.

A staircase with a wooden handrail and a red carpet leading to a room with a chair and a framed picture on the wall.

5. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

Wellfleet

Miriam H.

AED 909

AED 1,944 total

includes taxes & fees

12 Oct - 13 Oct

A bedroom with a bed, nightstands, a window with a view, and a red curtain.

A living room with two grey sofas, a white coffee table, a fireplace, and a 'BEACH HOUSE' sign above it.

A marina with boats docked, a wooden walkway, and a clear blue sky.

A wooden deck with white railings, surrounded by greenery and trees.

6. Walk to beaches & ferries ★ Snow's Creek Waterview

Barnstable

Jessica H.

AED 1,616

AED 4,557 total

includes taxes & fees

2 Nov - 3 Nov

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Top Chatham Hotel Reviews

Greyfinch Chatham Inn

10/10 Excellent

"A very pleasant stay at the Grey Finch Inn. The rooms are very comfortable with nice amenities, very clean and the grounds are well maintained. The staff is friendly and helpful. Parking is convenient and close to the rooms. It is in a good location to easily reach the Main part of Chatham and local beaches."

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Loved the character and uniqueness of this special property."

Hyannis Travel Inn

10/10 Excellent

"Front desk fellow was super helpful. Quality breakfast for on the go. Room was clean and comfortable. Maybe the plywood on the patio could have been painted to make it feel like less a of a sketchy patch job"

Red Jacket Beach Resort

10/10 Excellent

"Beautiful river views. Staff were very nice and helpful."

Cape Sands Inn

8/10 Good

"Recommended. Good , clean place at a reasonable price."

Chatham Wayside Inn

10/10 Excellent

"Great 3 night stay at The Chatham Wayside. Right in the heart of the town on Main Street. Didn’t need a car for restaurants. Very impressed with the area , so clean. Highly recommend this Hotel"

Chatham Seafarer Inn

8/10 Good

"N/A"

Frequently asked questions

What should I expect on my historical trip to Chatham?

You'll probably want to seek out the historically relevant sites during your vacation in Chatham. While you're here, you can visit the waterfront and seaside. During your stay in this trendy area, you can also relish a trip to the seafood restaurants.

How many historically relevant hotels will I find in Chatham?

In Chatham, you'll find 349 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels.

What are the must-see historical sites and other places to visit in Chatham?

Chatham is notable for landmarks like Chatham Lighthouse, Chatham Lighthouse Beach, and Mayo House. Cultural venues include Chatham Railroad Museum, Chatham Drama Guild, and Atwood House Museum. A couple of additional sights to add to your agenda are Ridgevale Beach and Cape Cod Beaches.

What is a historic hotel like in Chatham?

Guests who book a historic hotel can stay someplace that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of historic hotels in Chatham, bringing the history to life.

What is the difference between a historic hotel and a heritage hotel?

"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The building and architecture of historic hotels are generally what's most important. For a heritage hotel, mainly, it's cultural value as well as how it shaped the community.

Do historic hotels in Chatham have modern facilities?

Hotels include modern conveniences and safety features you've come to expect, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in any hotel will also be available in a historic hotel. When you choose a historic hotel in Chatham, don't worry that you'll find a place that's uncomfortable or rundown.

Find Historic Hotels in Chatham, MA

Change your mind

Treat yourself

Be picky

Check availability on Chatham Historic Hotels

Our top choices for Chatham historic hotels

1. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

2. Chapter House

3. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

4. ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

5. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

6. Walk to beaches & ferries ★ Snow's Creek Waterview

Top Chatham Hotel Reviews

Greyfinch Chatham Inn

Uncommoner Hotel by Reverie Boutique Collection

Hyannis Travel Inn

Red Jacket Beach Resort

Cape Sands Inn

Chatham Wayside Inn

Chatham Seafarer Inn

Frequently asked questions