Find Historic Hotels in Winthrop, MA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Winthrop Historic Hotels

Tonight
25 Mar - 26 Mar
Tomorrow
26 Mar - 27 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr

Our top choices for Winthrop historic hotels

Beach

*3BR Downtown Hocus Pocus|Parking|Salem+Beverly

*3BR Downtown Hocus Pocus|Parking|Salem+Beverly
Beverly
10.0 out of 10, Exceptional, (21 reviews)
"Great communication from host and perfectly situated for the family. Great for all of the kid ages and really close to lots of coffee/food. Loved the stay. "
United States
Kerry H.
The price is AED 577
AED 1,416 total
includes taxes & fees
26 Mar - 27 Mar
*3BR Downtown Hocus Pocus|Parking|Salem+Beverly
Interior

Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (107 reviews)
"House was very clean and spacious. Easy and quick commute to downtown Boston. "
United States
Greg S.
The price is AED 716
AED 1,617 total
includes taxes & fees
12 Apr - 13 Apr
Renovated Beach House Close to Everything, Minutes to Boston
Breakfast, lunch, dinner served; American cuisine

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (7,132 reviews)
"Beautiful hotel at a great location"
United States
Christina
The price is AED 731
AED 980 total
includes taxes & fees
5 Apr - 6 Apr
The Dagny Boston
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, (34 reviews)
"We totally enjoyed our stay in Quincy The apartment was very clean and was perfect for our family The dogs had fun too with the dog park right up the street "
United States
Linda R.
The price is AED 615
AED 1,294 total
includes taxes & fees
30 Mar - 31 Mar
Home Away from Home | Next to Boston & Beach, EV+
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, (201 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is AED 533
AED 1,976 total
includes taxes & fees
14 Apr - 15 Apr
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Lobby

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very Good, (3,133 reviews)
"Very nice place to stay with a good location"
Singapore
Thomas
The price is AED 539
AED 778 total
includes taxes & fees
5 Apr - 6 Apr
Hilton Boston Park Plaza
Property grounds

Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus

Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
Jamaica Plain
10.0 out of 10, Exceptional, (126 reviews)
"Great place to stay. Close to everywhere we wanted to go. Lovely accommodations "
United States
Raven A.
The price is AED 793
AED 1,875 total
includes taxes & fees
27 Mar - 28 Mar
Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
Interior

Furnished Delx Studio w/ Full Kitchen & Fast WiFi | Boston

Furnished Delx Studio w/ Full Kitchen & Fast WiFi | Boston
Chinatown
10.0 out of 10, Exceptional, (1 review)
"The photos on this unit do not do it justice. I was so happy to walk in and see that the unit was better than the pictures that were posted. The apartment was clean, the bed was super comfortable and there was a welcome kit of paper towels, coffee, tea, laundry detergent and various things that was so thoughtful. Having a washer and dryer in the unit was a game changer. This unit was spectacular. I was so happy to come back to this unit every night after work. After staying here for 2 months,...
United States
Matthew M.
The price is AED 566
AED 1,236 total
includes taxes & fees
29 Mar - 30 Mar
Furnished Delx Studio w/ Full Kitchen & Fast WiFi | 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, (106 reviews)
"The house was perfect for our stay in Boston. "
United States
Gina M.
The price is AED 731
AED 1,588 total
includes taxes & fees
6 Apr - 7 Apr
🎖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, (1,550 reviews)
"Great ambience, the food and drinks at the hotel restaurant were awesome "
United States
Daniel
Hawthorne Hotel
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

Harborside Inn Of Boston

Harborside Inn Of Boston

6/10 Okay
"The room was okay, looks much better in pictures. The free bottle of wine advertised, is a scam, they give you a MINI bottle of prosecco. The bed itself was just a mattress and wooden built in box spring. That bathroom was the only nice thing for me. Beware you have to pay for parking. "
Stephanie 1-night trip
Posted 2 hours ago
Harborside Inn Of Boston

Explore a world of travel with Expedia

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 16 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 Winthrop Beach, Massachusetts Bay, and Donovan Beach. 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.