A dock with boats, a small wooden structure, and a forested shoreline.

Find Historic Hotels in Chilmark, MA from CA $706

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Check availability on Chilmark Historic Hotels

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Chilmark historic hotels

Pool
Interior
Terrace/patio
Smart TV, fireplace

1. Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
United States
Jainessa
CA $315
CA $706 total
includes taxes & fees
Sep 30 - Oct 1
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
On the beach, sun loungers, beach towels
Interior
2 bedrooms, iron/ironing board, WiFi (free)
Outdoor dining

2. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
United States
Rachael C.
CA $680
CA $1,271 total
includes taxes & fees
Sep 20 - Sep 21
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Smart TV, DVD player
Smart TV, DVD player
Dining
Coffee/tea maker, fridge, microwave, oven

3. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
United States
Eric C.
CA $1,049
CA $1,695 total
includes taxes & fees
Oct 18 - Oct 19
The Seashell Cove - Martha's Vineyard
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Top Chilmark Hotel Reviews

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Staff ambiance amenities were all lovely!"
Janet 2-night trip
Posted 13 hours ago
Mansion House Inn And Spa
The Coonamessett

The Coonamessett

8/10 Good
"Breakfast options are limited but are good. Property is in a nice location to access downtown. Free use of bikes."
Rachael 3-night trip
Posted 1 day ago
The Coonamessett
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

8/10 Good
"The facility was excellent and we had a nice stay"
james 3-night trip
Posted 2 days ago
Hampton Inn by Hilton New Bedford/Fairhaven
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"A few smaller items that made the stay slightly questionable, no elevator bags had to be carried. Not much to do about that in an historical building, but it's a note for guests. I would expect a notch better, especially when coming to bedding. The bed was comfortable, but I would expect down pillows and blanket at this price point. The record player was a lovely touch. Parking was challenging, but again, historical town we must make compromises. Wonderful shower towels, GREAT pool and hot tub area. The location of the hotel is / was supreme. Only coffee offered in the lobby, no inroom machine, and no option of a latte, or capp in the hotel or lobby, only in adjacent restaurant. (Loud bathroom fan, bug in room, a little mildew build up on the shower grout, definite degradation happening on plumbing fixtures. At this price point, should be better)"
Genevieve 3-night trip
Posted 2 days ago
Faraway Martha's Vineyard
Harbor View Hotel

Harbor View Hotel

10/10 Excellent
"We always enjoy our stays at the Harbor View. The rooms are terrific and beautifully appointed, and the staff is consistently helpful and friendly. The front veranda, with its sweeping views of Edgartown Lighthouse, the Atlantic Ocean, and Chappaquiddick, is truly delightful. The on-site Bettini Restaurant is another fabulous amenity—convenient, inviting, and absolutely delicious. You simply can’t go wrong booking a stay at the Harbor View!"
Stephanie 5-night trip
Posted 2 days ago
Harbor View Hotel

Frequently asked questions

What can a history enthusiast expect from a trip to Chilmark?
Significant historical sites in Chilmark are probably at the top of your travel itinerary. Also explore the many sights including the beaches and wineries
How many historically relevant hotels are there in Chilmark?
Chilmark is home to 77 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the must-see historical sites and other places to visit in Chilmark?
Favorite places to visit include Menemsha Beach, Chilmark Town Hall, and Chilmark Public Library. A couple of additional sights to add to your agenda are Chilmark Chocolates and Edys Island.
What is a historic hotel like in Chilmark?
Guests who choose historic hotels have the opportunity to stay in a building that has been recognized with an official historic designation. Historic hotels throughout the world can take the form of castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Chilmark usually retain original characteristics like traditional architecture and period features within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to focus on the architecture and building. Heritage hotels draw their meaning mainly from the place's cultural value and how it influenced the community.
Do historic hotels in Chilmark have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, but interiors include modern conveniences and safety features. Guests should expect the popular amenities you'd find in a hotel such as private rooms with updated bathroom facilities, WiFi, and more. In Chilmark, booking a historic hotel doesn't mean you will stay in a place that's rundown or uncomfortable for guests.

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