Oak Bluffs Historic Hotel

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oak Bluffs Historic Hotel

Top Oak Bluffs Historic Hotel

Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.
Beach nearby, sun-loungers, beach towels

Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.

9.8 out of 10, Exceptional, (25)
"Great peaceful calming"
The price is HK$3,232
HK$8,029 total
includes taxes & fees
7 Sept - 8 Sept
Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.
Craigville Beach Inn
Miscellaneous

Craigville Beach Inn

2.0 star property
8.6 out of 10, Excellent, (433)
"Love the craigville inn. We have stayed here multiple times and will continue to do so!"
The price is HK$1,327
HK$1,518 total
includes taxes & fees
1 Sept - 2 Sept
Craigville Beach Inn
The Seashell Cove - Martha's Vineyard
Terrace/patio

The Seashell Cove - Martha's Vineyard

9.6 out of 10, Exceptional, (20)
"Property was perfectly kept and very comfortable. "
The price is HK$5,142
HK$8,566 total
includes taxes & fees
11 Sept - 12 Sept
The Seashell Cove - Martha's Vineyard
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Beach nearby

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

8.6 out of 10, Excellent, (42)
"Great place for a summer vacation"
The price is HK$2,944
HK$6,334 total
includes taxes & fees
20 Aug - 21 Aug
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Vineyard Harbor Motel - Private Beach
Courtyard

Vineyard Harbor Motel - Private Beach

2.5 star property
9.0 out of 10, Wonderful, (496)
"Very nice stay"
Vineyard Harbor Motel - Private Beach
WATERFRONT Downtown Cottage w/ Beach
Interior

WATERFRONT Downtown Cottage w/ Beach

10.0 out of 10, Exceptional, (47)
"Super clean, great location and all the amenities a true gem right on the beach. Host was wonderful"
The price is HK$9,412
HK$12,012 total
includes taxes & fees
14 Aug - 15 Aug
WATERFRONT Downtown Cottage w/ Beach
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
Property grounds

Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry

10.0 out of 10, Exceptional, (41)
"Couldn't have asked for a better place to have as a homebase while I was in town for a wedding! My friends and I loved using the outdoor space and being so close to town. I look forward to coming back for a future vacation. I would highly recommend staying here!"
The price is HK$10,165
HK$16,563 total
includes taxes & fees
19 Aug - 20 Aug
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
Inn on the Square
Exterior

Inn on the Square

3.5 star property
8.6 out of 10, Excellent, (1005)
"It was everything that we wanted for our short stay. Most importantly it was walking distance from the Oak Bluff Ferry Bus parking so very convenient. "
The price is HK$1,158
HK$1,509 total
includes taxes & fees
1 Sept - 2 Sept
Inn on the Square
⭐ Spacious and Bright , Very Close to Beach! ⭐
Exterior

⭐ Spacious and Bright , Very Close to Beach! ⭐

9.6 out of 10, Exceptional, (18)
"Perfect location, clean and comfy, we continue to make great summer memories at this place and can’t wait to return next year!"
The price is HK$1,876
HK$3,990 total
includes taxes & fees
1 Sept - 2 Sept
⭐ Spacious and Bright , Very Close to Beach! ⭐
⭐ The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! ⭐
Exterior

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

9.8 out of 10, Exceptional, (20)
"Beach and restaurants were all within walking distance. Large 3 bedroom suite."
The price is HK$1,876
HK$3,990 total
includes taxes & fees
7 Sept - 8 Sept
⭐ The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! ⭐
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 Oak Bluffs Hotel Reviews

Pequot Hotel

Pequot Hotel

10/10 Excellent
"Would recommend this hotel to friends and family. Plan on returning in the future. "
William 4-night trip
Posted 2 weeks ago
Pequot Hotel

Frequently asked questions

What can I expect on my historical trip to Oak Bluffs?
You'll probably want to seek out the historical sites while on holiday in Oak Bluffs. Visit the shops and waterfront while you're in town. You can also take some time enjoying the beaches in this relaxing area.
What's the best accommodation in Oak Bluffs to learn about local history?
Based on our travel expertise, Summercamp is a top hotel on Expedia for those interested in history, and it features on-site parking and free WiFi. Edgartown Lighthouse is a short 13-minute drive away. Other choices to soak up the local history include MV Surfside Hotel and Morgan Hotel.
How many historical hotels are there in Oak Bluffs?
Oak Bluffs is home to 404 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights to visit in Oak Bluffs?
Landmarks like East Chop Light and Cottage Museum in Oak Bluffs might be worth a visit. Natural beauty is on display at Ocean Park, Oak Bluffs Town Beach and Inkwell Beach. A couple of additional sights to add to your itinerary are Circuit Avenue and Oak Bluffs Harbor.
What is a historic hotel like in Oak Bluffs?
When you book a historic hotel, you'll spend a night or two in a building that has an official historic designation. A castle, a palace or even a pub or an old police station can be turned into a historic hotel as long as it's a place of special interest. Period features or traditional architecture are typically found in the communal spaces and guestrooms of such hotels in Oak Bluffs, 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, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel is generally the most significant aspect. For a heritage hotel, often it's the cultural value and how it shaped the community.
Do historic hotels in Oak Bluffs have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi and the popular amenities found in any hotel will also be available in a historic hotel. When you book a historic hotel in Oak Bluffs, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.