Find Historic Hotels in Osterville, MA

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Check availability on Osterville Historic Hotels

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

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
$109 nightly
The price is $125
Dec 17 - Dec 18
Total with taxes and fees
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
$139 nightly
The price is $159
Dec 17 - Dec 18
Total with taxes and fees
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
$98 nightly
The price is $112
Dec 11 - Dec 12
Total with taxes and fees
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.
$140 nightly
The price is $160
Dec 7 - Dec 8
Total with taxes and fees
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
$167 nightly
The price is $187
Dec 18 - Dec 19
Total with taxes and fees
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.
$376 nightly
The price is $420
Dec 5 - Dec 6
Total with taxes and fees
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.
$453 nightly
The price is $518
Dec 7 - Dec 8
Total with taxes and fees
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
$191 nightly
The price is $218
Dec 31 - Jan 1, 2026
Total with taxes and fees
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
$376 nightly
The price is $420
Dec 7 - Dec 8
Total with taxes and fees
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.
$486 nightly
The price is $543
Dec 8 - Dec 9
Total with taxes and fees
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

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.

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