Brewster Hotel Guide - Historic Hotels in Brewster, Massachusetts

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Check availability on Brewster Historic Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Brewster historic hotels

Fridge, microwave, oven, stovetop
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

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 €465
includes taxes & fees
11 Jan - 12 Jan 2026
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Indoor pool
Courtyard Resort

Courtyard Resort

Courtyard Resort
2.0 star property
Hyannis
8.2 out of 10, Very good, (47)
"Clean and inexpensive"
United States
Robert
The price is €106
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard Resort
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod
2.5 star property
Hyannis
8.0 out of 10, Very good, (1000)
"Nice hotel had a perfect stay"
United States
David
The price is €95
includes taxes & fees
29 Jan - 30 Jan 2026
Comfort Inn Hyannis - Cape Cod
Garden
The Dan'l Webster Inn and Spa

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, (540)
"Room was clean and comfortable. Staff was friendly and helpful. "
United States
Alice
The price is €127
includes taxes & fees
30 Dec - 31 Dec
The Dan'l Webster Inn and Spa
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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, (102)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is €369
includes taxes & fees
5 Jan - 6 Jan 2026
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
2 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

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 €523
includes taxes & fees
11 Jan - 12 Jan 2026
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Beach nearby, sun-loungers, beach towels
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

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 €594
includes taxes & fees
1 Jan - 2 Jan 2026
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Fridge, microwave, oven, stovetop
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

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, (31)
"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 €848
includes taxes & fees
11 Jan - 12 Jan 2026
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
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.
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Top Brewster Hotel Reviews

The Mansion at Ocean Edge

The Mansion at Ocean Edge

10/10 Excellent
"The hotel is beautifully decorated for the holiday season"
Mary 2-night trip
Posted 12 days ago
The Mansion at Ocean Edge

Frequently asked questions

What should a history enthusiast expect from a trip to Brewster?
Significant historical sites in Brewster are probably a big part of your travel plans. While you're in town, you can check out the scenic seaside and seafood restaurants.
How many historical hotels will I find in Brewster?
In Brewster, there are 426 hotels bookable on Expedia but not many designated as historic hotels.
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 itinerary are Breakwater Beach and Ocean Edge Golf Club.
What is a historic hotel like in Brewster?
Guests who choose a historic hotel can enjoy a holiday in a building that has an officially recognised national historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically found in the guestrooms or communal spaces of such hotels in Brewster, giving a sense of history.
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 more common in the U.S. though overall the terms are quite similar. The architecture and actual building of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value as well as how it influenced the community.
Do historic hotels in Brewster have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, 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 select a historic hotel in Brewster, you won't be staying at a place that's uncomfortable or rundown.

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