Brewster Hotel Guide - Historic Hotels in Brewster, Massachusetts

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Check availability on Brewster Historic Hotels

Top Brewster Historic Hotels

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

9.6 out of 10, Exceptional, (45)
"Everything was great clean beautiful house as advertised "
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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

9.6 out of 10, Exceptional, (96)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is €654
includes taxes & fees
25 Aug - 26 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (280)
"Wonderful spot and great attention to detail for guests"
The price is €288
includes taxes & fees
1 Sept - 2 Sept
Pleasant Bay Village Resort

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

9.8 out of 10, Exceptional, (56)
"Great location. Easy access to shopping and restaurants. Owner very accomodating and friendly!!"
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

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

9.8 out of 10, Exceptional, (29)
"Nice, quiet neighborhood location. "
The price is €459
includes taxes & fees
9 Sept - 10 Sept
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

8.8 out of 10, Excellent, (20)
"This is a beautiful cozy cottage, perfect for a small family. Centrally located on the Cape close to a lot of sights and attractions. There is a beach and restaurant within walking distance. My granddaughters and I had a great stay this summer."
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

9.0 out of 10, Wonderful, (43)
"Location was unmatched! Easy beach access and activities all around."
The price is €436
includes taxes & fees
8 Sept - 9 Sept
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Pelham on Main

2.5 star property
8.6 out of 10, Excellent, (397)
"wonderful place to relax."
The price is €179
includes taxes & fees
1 Sept - 2 Sept
Pelham on Main

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

10.0 out of 10, Exceptional, (90)
"Nice property, outside could use some attention. Inside was very nice. Host was very attentive and helpful. "
The price is €755
includes taxes & fees
11 Sept - 12 Sept
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

Charming 18th century cottage with its own beachfront on Scargo Lake near bay

9.8 out of 10, Exceptional, (16)
"Nice little cottage. The owner was quick to respond to a minor problem. The lake is beautiful!"
The price is €709
includes taxes & fees
31 Aug - 1 Sept
Charming 18th century cottage with its own beachfront on Scargo Lake near bay
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 scenic seaside and seafood restaurants.
What's the best hotel in Brewster to learn about local history?
Based on our travel expertise, The Mansion at Ocean Edge is a top 4-star resort for history buffs booking on Expedia, and it features 2 indoor pools and 3 outdoor pools. Chatham Lighthouse Beach is a short 19-minute drive away. Other choices close to historic sites include The Old Manse Inn and Candleberry Inn on Cape Cod.
How many historical hotels will I find in Brewster?
In Brewster, there are 435 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 Rail Trail Bike Shop.
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.