Find Historic Hotels in Brewster, MA

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Check availability on Brewster Historic Hotels

Our top choices for Brewster historic hotels

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AED 485
AED 1,898 total
includes taxes & fees
14 Dec - 15 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

The Dan'l Webster Inn and Spa

The Dan'l Webster Inn and Spa
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (536)
"Loved it here!"
United States
Mark S.
The price is AED 504
AED 576 total
includes taxes & fees
11 Dec - 12 Dec
The Dan'l Webster Inn and Spa

Courtyard Resort

Courtyard Resort
2.0 star property
Hyannis
8.2 out of 10, Very Good, (43)
"Room was very clean. Staff were courteous!"
United States
Timothy
The price is AED 400
AED 458 total
includes taxes & fees
18 Dec - 19 Dec
Courtyard Resort

Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod
2.5 star property
Hyannis
8.0 out of 10, Very Good, (1000)
"Well appointed lodging with very friendly and attentive staff. Perfect central location with easy walk to many local sights as well as convenient access to ferry terminal. "
United States
Kerri
The price is AED 360
AED 412 total
includes taxes & fees
24 Dec - 25 Dec
Comfort Inn Hyannis - Cape Cod

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 327
AED 1,495 total
includes taxes & fees
14 Dec - 15 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Pelham on Main

Pelham on Main
2.5 star property
West Dennis
8.6 out of 10, Excellent, (401)
"Would definitely stay again! Staff is welcoming, area is quiet and convenient. Renovated rooms are also a plus. 10/10."
United States
Nate
Pelham on Main

Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Chatham
8.6 out of 10, Excellent, (26)
"This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay."
United States
Jeffrey A.
The price is AED 735
AED 1,929 total
includes taxes & fees
15 Dec - 16 Dec
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (30)
"House is beautiful and well equipped, and located in a lovely quiet neighborhood. Host was quickly responsive to all of our inquiries. Overall a great spot for a family vacation. "
United States
Sheila B.
The price is AED 1,836
AED 3,577 total
includes taxes & fees
11 Dec - 12 Dec
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Dennis
10.0 out of 10, Exceptional, (32)
"The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future."
United States
Natalie D.
The price is AED 1,223
AED 2,703 total
includes taxes & fees
1 Jan - 2 January 2026
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
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 Brewster Hotel Reviews

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Frequently asked questions

What should a history buff expect from a stay in Brewster?
Sights with historical relevance in Brewster are probably at the top of your travel itinerary. While you're in town, you can check out the scenic seaside and seafood restaurants.
How many historical hotels are there in Brewster?
In Brewster, there are 413 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places to visit in Brewster?
Brewster is notable for landmarks like Harris-Black House and Higgins Farm Windmill, Stony Brook Grist Mill, and Crosby Mansion. Cultural venues include Cape Cod Museum of Natural History, Brewster Historical Society Museum, and Sydenstricker Glass Galleries. A couple of additional sights to add to your agenda are Breakwater Beach and Ocean Edge Golf Club.
What is a historic hotel like in Brewster?
Guests who book a historic hotel can stay in a place that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of such hotels in Brewster, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value and how it influenced the community.
Do historic hotels in Brewster have modern facilities?
Hotel interiors feature the modern conveniences and safety features you've come to expect, though efforts have been made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Brewster, you won't find a place that's uncomfortable for guests or simply rundown.