A coastal town with a lighthouse, sandy beach, and residential buildings.

Find Historic Hotels in Winthrop, MA from CA $309

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Check availability on Winthrop Historic Hotels

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12

Our top choices for Winthrop historic hotels

Lobby

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,098 reviews)
"Great stay"
United States
Roberto I Santeliz
The price is CA $232
CA $328 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Boston Park Plaza
Breakfast, lunch, dinner and brunch served

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (7,348 reviews)
"Good location and very comfortable hotel."
Canada
Gregory
The price is CA $283
CA $379 total
includes taxes & fees
Jul 5 - Jul 6
The Dagny Boston
Outdoor dining

🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (84 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 CA $169
CA $530 total
includes taxes & fees
Jul 14 - Jul 15
🎖The Boiler Room - Close to Subway & Downtown🎖
Property grounds

Newly renovated pet friendly apt by parks and train!

Newly renovated pet friendly apt by parks and train!
Roxbury
8.0 out of 10, Very good, (40 reviews)
"Great location and very accommodating host. House was clean, beds extremely comfortable. Best of urban location with lovely home feel! On street parking was a dream and easy to get into downtown Boston, 93 or 128. Many great restaurants to enjoy in JP. Would definitely stay again. "
United States
Lisa L.
Newly renovated pet friendly apt by parks and train!
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 CA $243
CA $803 total
includes taxes & fees
Jul 6 - Jul 7
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Interior

Home Away from Home | Next to Boston & Beach, EV+

Home Away from Home | Next to Boston & Beach, EV+
North Quincy
10.0 out of 10, Exceptional, (36 reviews)
"Well equipped and very clean, comfortable home"
United States
Gary R.
The price is CA $265
CA $574 total
includes taxes & fees
Jul 12 - Jul 13
Home Away from Home | Next to Boston & Beach, EV+
Smart TV, fireplace

The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (71 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 CA $185
CA $309 total
includes taxes & fees
Jun 30 - Jul 1
The Pistachio Room at TPH - Boston
Outdoor dining

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (117 reviews)
"Beautiful clean apt in a lovely house. Great communication with host Eddie. Able to store our luggage early. Near transit. We would highly recommend this place for a visit to Boston"
Canada
patricia
The price is CA $311
CA $689 total
includes taxes & fees
Jul 19 - Jul 20
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Bar (on property)

Hawthorne Hotel

Hawthorne Hotel
3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1,588 reviews)
"Quaint, amazing location, thoughtful and helpful staff! Looking forward to the next stay!"
United States
Christine
The price is CA $337
CA $377 total
includes taxes & fees
Jul 21 - Jul 22
Hawthorne Hotel
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 CA $226
CA $379 total
includes taxes & fees
Jun 30 - Jul 1
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
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.
View all properties

Top Winthrop Hotel Reviews

Omni Parker House

Omni Parker House

10/10 Excellent
"Location"
Philip 5-night trip
Posted 1 hour ago
Omni Parker House

Frequently asked questions

What should a history buff expect from a stay in Winthrop?
A trip to the historical places in Winthrop is probably on top of your sightseeing list. While you're here, why not check out the beaches and restaurants?
How many historical hotels will I find in Winthrop?
Winthrop is home to 18 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the must-see historical places and other sights in Winthrop?
Favorite places to visit include Point Shirley Beach, Winthrop Beach, and Massachusetts Bay. In the area, you'll also find Fenway Park and Boston Harbor.
What is a historic hotel like in Winthrop?
By choosing a historic hotel, you can spend a night or two in a place that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it's of special interest. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of historic hotels in Winthrop, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value as well as how it influenced the community.
Do historic hotels in Winthrop have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in a hotel should be available at a historic hotel. When you choose a historic hotel in Winthrop, don't worry that you'll find a place that's uncomfortable or rundown.

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