Find Historic Hotels in Osterville, MA

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Check availability on Osterville Historic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Osterville Historic Hotels

Indoor pool
Courtyard Resort

Courtyard Resort

2.0 star property
Hyannis
8.0 out of 10, Very Good, (39)
"Staff extremely helpful, pleasant. Rooms clean, pool terrific. "
United States
katherine
The price is SAR 409
SAR 468 total
includes taxes & fees
18 Dec - 19 Dec
Courtyard Resort
Exterior
Inn on the Square

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1017)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is SAR 384
SAR 528 total
includes taxes & fees
18 Dec - 19 Dec
Inn on the Square
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

2.5 star property
Hyannis
8.0 out of 10, Very Good, (1000)
"Karla at the front desk was so welcoming and accommodating."
United States
Megan
The price is SAR 368
SAR 421 total
includes taxes & fees
18 Dec - 19 Dec
Comfort Inn Hyannis - Cape Cod
Garden
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 SAR 509
SAR 583 total
includes taxes & fees
7 Dec - 8 Dec
The Dan'l Webster Inn and Spa
Courtyard
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (608)
"Love the stay, w I’ll definitely stay again!"
United States
Jerrick
The price is SAR 494
SAR 551 total
includes taxes & fees
22 Dec - 23 Dec
Vineyard Harbor Motel - Private Beach
Exterior
Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!

Onset
9.6 out of 10, Exceptional, (22)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
The price is SAR 638
SAR 1,577 total
includes taxes & fees
5 Dec - 6 Dec
Spacious and Bright , Very Close to Beach!
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

West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is SAR 495
SAR 1,944 total
includes taxes & fees
7 Dec - 8 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Beach nearby
The Palmer House Inn

The Palmer House Inn

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175)
"Nice place to stay"
United States
Brian
The price is SAR 716
SAR 820 total
includes taxes & fees
31 Dec - 1 January 2026
The Palmer House Inn
Exterior
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

Onset
9.8 out of 10, Exceptional, (28)
"The space was perfect for our needs. The beds were comfortable, the rooms were very clean. If needed, we would definitely come back to this rental."
United States
Lynn
The price is SAR 638
SAR 1,577 total
includes taxes & fees
7 Dec - 8 Dec
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Terrace/patio
The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard

Katama
9.8 out of 10, Exceptional, (24)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
The price is SAR 845
SAR 2,038 total
includes taxes & fees
8 Dec - 9 Dec
The Seashell Cove - Martha's Vineyard
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 Osterville Hotel Reviews

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Very nice hotel, room was clean and smells good."
Abraham 1-night trip
Posted 2 days ago
Mansion House Inn And Spa

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Frequently asked questions

What should a history enthusiast expect from a trip to Osterville?
You're likely already making plans to see the places with historical relevance while you're staying in Osterville. And while you are here in the area, why not also explore all you'll find to see and do here?
How many historical hotels are there in Osterville?
In Osterville, there are 78 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical places and other sights in Osterville?
Favorite places to visit include Cape Cod Beaches, Stand Up & Paddle Cape Cod, and Dowses Beach. Additionally, you might want to add Public Beach to your agenda.
What is a historic hotel like in Osterville?
When you choose a historic hotel, you'll sleep in a building that has an official historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be considered a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of historic hotels in Osterville, 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 more common in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value and how it shaped the community.
Do historic hotels in Osterville have modern facilities?
Yes, every effort is made to preserve the historic aspects and traditions, while interiors have safety features and modern conveniences. Visitors can expect the amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Osterville, it doesn't mean you're choosing a place that's uncomfortable for guests or rundown.