Brewster Hotel Guide - Historic Hotels in Brewster, Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Brewster Historic Hotels

Our top choices for Brewster historic hotels

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

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (26 reviews)
"The whole property is beautiful with great views and the house is very well decorated. Victoria was very helpful with recommendations in the area and details for the amenities. We definitely hope to return again soon"
United States
David L.
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (162 reviews)
"Beautiful Hotel and Stay!"
United States
Chris
The price is €218
includes taxes & fees
14 May - 15 May
Chapter House

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (111 reviews)
"Cute space and perfect size for me and my small dog!"
United States
Amy F.
The price is €226
includes taxes & fees
21 May - 22 May
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

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

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (131 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is €199
includes taxes & fees
4 Jun - 5 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed
Bass River
10.0 out of 10, Exceptional, (106 reviews)
"Nice quiet neighborhood but close to a lot of different attractions. The home was perfect for our needs."
United States
Ryan T.
The price is €733
includes taxes & fees
11 Jun - 12 Jun
WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

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 reviews)
"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 €585
includes taxes & fees
17 May - 18 May
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Dennis
9.8 out of 10, Exceptional, (58 reviews)
"Amazing property! Great location - able to walk to restaurants and very close to beaches. We loved that it was on a quiet street and we were able to bring our dog. House was also stocked with a ton of amenities and very much felt like we were right at home! "
United States
Christine G.
The price is €575
includes taxes & fees
10 Jun - 11 Jun
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
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

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 popular beaches and seafood restaurants.
How many historical hotels will I find in Brewster?
In Brewster, there are 430 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.

Explore a world of travel with Expedia