A calm lake with a sailboat, a traditional house, and dense trees in the background.

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Our top choices for Jamaica Plain historic hotels

Interior

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (105 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
The price is £514
includes taxes & fees
1 Jul - 2 Jul
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Lobby

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,101 reviews)
"Great stay"
United States
Roberto I Santeliz
The price is £174
includes taxes & fees
5 Jul - 6 Jul
Hilton Boston Park Plaza
Outdoor dining

🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (82 reviews)
"Host was amazing and responded right away with any questions or concerns we had! Beautiful place to stay!"
United States
Amy I.
The price is £280
includes taxes & fees
14 Jul - 15 Jul
🎖The Boiler Room - Close to Subway & Downtown🎖
Exterior

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (204 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is £443
includes taxes & fees
6 Jul - 7 Jul
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Interior

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (96 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is £415
includes taxes & fees
16 Jul - 17 Jul
Fun houseboat. Walk to Boston attractions WIFI
Smart TV, fireplace

The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (70 reviews)
"Nice place to live (self catering type) but a slop hill of about 25m to walk through if on foot. With 7 day pass, it is easy to travel to Boston city about 40mins. Nearby, get restaurants and 7-11. It is a good place (cost effective) to stay for my Boston marathon and walk around Boston. "
Hong Kong SAR China
Chin Tung James
The price is £164
includes taxes & fees
21 Jun - 22 Jun
The Pistachio Room at TPH - Boston
1 bedroom, desk, iron/ironing board, free WiFi

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 10, Exceptional, (65 reviews)
"We had a wonderful stay, the place was perfect for 3 adults, had everything we needed, very clean and well kept. Mehmet was very nice and attentive to all our needs."
United States
Svetlana A.
The price is £201
includes taxes & fees
24 Jun - 25 Jun
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Interior

Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (309 reviews)
"Comfortable property, great location, helpful host. Recommended. "
United States
Nicholas K.
The price is £262
includes taxes & fees
14 Jul - 15 Jul
Near Boston Historic two-bedroom with Modern Amenities
3 bedrooms, desk, iron/ironing board, travel cot

Beach Home next to Boston & T, King Bed, Park Free

Beach Home next to Boston & T, King Bed, Park Free
North Quincy
9.8 out of 10, Exceptional, (29 reviews)
"Easy check in, all the essentials were available. Shoveling was done right away after a little snowstorm. "
United States
Susan F.
The price is £309
includes taxes & fees
30 Jun - 1 Jul
Beach Home next to Boston & T, King Bed, Park Free
Fridge, microwave, oven, stovetop

Lg suite for up to 8 ppl/3 floor

Lg suite for up to 8 ppl/3 floor
Dorchester
9.6 out of 10, Exceptional, (16 reviews)
"Property was secure and had a fantastic location.The owner was very friendly and gave so much great information about the area. Would absolutely book again!"
Canada
blake s.
The price is £551
includes taxes & fees
30 Jun - 1 Jul
Lg suite for up to 8 ppl/3 floor
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 Jamaica Plain Hotel Reviews

Hilton Boston Logan Airport

Hilton Boston Logan Airport

8/10 Good
"Location is good. A little outdated. Rooms need to be renovated for the price you pay."
Brian 1-night trip
Posted 3 hours ago
Hilton Boston Logan Airport

Frequently asked questions

What can a history enthusiast expect from a trip to Jamaica Plain?
A trip to the significant historical sites in Jamaica Plain is likely first on your travel itinerary. While you're in this walkable area, why not also take some time enjoying all there is to see and do?
How many historical hotels are located in Jamaica Plain?
In Jamaica Plain, there are 26 lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights in Jamaica Plain?
Jamaica Plain is notable for landmarks like The Footlight Club. Natural beauty is on display at Beecher St Play Area, Arnold Arboretum and Southwest Corridor Park. In the area, you'll also find Fenway Park and Copley Square.
What is a historic hotel like in Jamaica Plain?
Guests who choose historic hotels have a chance to stay in a building that has been officially recognised with a historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, palaces, grand homes or even old police stations, pubs, lodges or skyscrapers — as long as it's of special interest. These types of hotels in Jamaica Plain typically preserve authentic elements such as period features or traditional architecture in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" 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 tends to be the most significant aspect. For a heritage hotel, it's often the cultural value and how it influenced the community.
Do historic hotels in Jamaica Plain have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in most hotels should be available at a historic hotel. When you choose a historic hotel in Jamaica Plain, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.