The Best Historic Hotels in Chatham, MA from AED 1,324 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

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

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

1. Chapter House

Yarmouth Port

JULIE

AED 1,157

AED 1,324 total

includes taxes & fees

18 Oct - 19 Oct

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

A two-story house with a porch, a small garden, and a bird sculpture.

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.

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

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

Dennis

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

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.

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

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

Bass River

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

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

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

4. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

Wellfleet

Miriam H.

AED 909

AED 1,944 total

includes taxes & fees

19 Oct - 20 Oct

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

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and white chairs.

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

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

5. 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

Hyannis Travel Inn

8/10 Good

"The room was clean but dated. The towels were aged the sheets were yellowed but it was definitely clean. The staff were pleasant, friendly and helpful. There is no elevator and the king beds are on the 3rd floor but the staff helped with our luggage. Parking was free and close by. This inn is within walking distance to the ship port for Martha’s Vineyard which was nice because it saved us from paying for parking. The air conditioning worked well as well as the heat. The breakfast was basic continental. The room came with a microwave and a large dorm sized refrigerator. Overall this is a basic friendly clean place to stop to visit nearby sites."

Margaritaville Resort Cape Cod

10/10 Excellent

"The actual facility was beautiful, the rooms were clean and the staff was great Their only fault was how pathetically underwhelming their breakfast buffet was ($16.99 per person). This was the type of breakfast that most ordinary hotels offer as complimentary."

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Beautiful hotel. I’d stay again"

Bayside Resort Hotel

10/10 Excellent

"A little dated but comfortable, clean and a good choice of breakfast. Lovely area outside to the rear of the Hotel and both pool areas were very nice. Absolutely perfect if travelling with children."

Hyannis Harbor Hotel

8/10 Good

"No amenities"

Chatham Wayside Inn

10/10 Excellent

"The room was spacious and airy, cl ean and well maintained."

Chatham Bars Inn

10/10 Excellent

"We liked everything. The service was amazing and the resort is beautiful."

Chatham Seafarer Inn

8/10 Good

"Office was only open limited hours"

Greyfinch Chatham Inn

10/10 Excellent

"Great stay for the price. Staff wasn’t very helpful"

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. Chapter House

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

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

4. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

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

Top Chatham Hotel Reviews

Hyannis Travel Inn

Margaritaville Resort Cape Cod

Uncommoner Hotel by Reverie Boutique Collection

Bayside Resort Hotel

Hyannis Harbor Hotel

Chatham Wayside Inn

Chatham Bars Inn

Chatham Seafarer Inn

Greyfinch Chatham Inn

Frequently asked questions