Find Historic Hotels in Winthrop, MA from CA $199

  • 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
Mar 2 - Mar 3
Tomorrow
Mar 3 - Mar 4
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

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 CA $171
CA $468 total
includes taxes & fees
Mar 3 - Mar 4
*3BR Downtown Hocus Pocus|Parking|Salem+Beverly
1 bedroom, travel crib, free WiFi, bed sheets

Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (19 reviews)
"Space was clean with a personal touch for our stay. Matty made some great suggestions in and around Beverly/ Salem/ Boston. We loved the effort to make the stay feel welcoming."
United States
Miles G.
The price is CA $128
CA $334 total
includes taxes & fees
Mar 3 - Mar 4
Re-listed: Adorable Condo Beverly - Salem - Halloween
3 bedrooms, desk, WiFi, bed sheets

Ocean Dreams, Waves as far as the eyes can see...........

Ocean Dreams, Waves as far as the eyes can see...........
Scituate
9.8 out of 10, Exceptional, (158 reviews)
"Beautiful beach house with everything we needed and the location can’t be beat. Hope to stay again the next time I’m looking for ocean views and beach time!"
United States
Elise T.
The price is CA $682
CA $1,255 total
includes taxes & fees
Apr 1 - Apr 2
Ocean Dreams, Waves as far as the eyes can see...........
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 CA $142
CA $199 total
includes taxes & fees
Mar 3 - Mar 4
Furnished Delx Studio w/ Full Kitchen & Fast WiFi | Boston
Lobby

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,112 reviews)
"Great stay!"
United States
Daniel
The price is CA $185
CA $270 total
includes taxes & fees
Mar 22 - Mar 23
Hilton Boston Park Plaza
Rooftop terrace

XV Beacon

XV Beacon
5.0 star property
Beacon Hill
9.4 out of 10, Exceptional, (385 reviews)
"Great Staff, very nice room. Ideal location for exploring Boston history and access to the T"
United States
Emil
The price is CA $730
CA $851 total
includes taxes & fees
Mar 17 - Mar 18
XV Beacon
Exterior

Downtown Stylish Boston Studio

Downtown Stylish Boston Studio
Downtown Boston
6.6 out of 10, (4 reviews)
"We only stayed one night and it was everything we needed and the location was good. It's essentially a full studio apartment so it would be great for a longer stay!"
United States
Arne W.
The price is CA $158
CA $316 total
includes taxes & fees
Mar 3 - Mar 4
Downtown Stylish Boston Studio
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (103 reviews)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
The price is CA $140
CA $286 total
includes taxes & fees
Mar 4 - Mar 5
Maverick Suites at 40 Temple St
Breakfast, lunch, dinner served; American cuisine

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (7,102 reviews)
" a great stay"
United States
Lisa Saad
The price is CA $242
CA $330 total
includes taxes & fees
Mar 8 - Mar 9
The Dagny Boston
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)
"My husband and I had an excellent stay! It was very comfortable! I would highly recommend staying on The Blue Pearl and hope to stay there again. "
United States
Stacey W.
The price is CA $97
CA $598 total
includes taxes & fees
Mar 3 - Mar 4
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Winthrop Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Staff were exceptionally helpful and pleasant. Loved our stay"
Emily 1-night trip
Posted 5 hours ago
Seaport Hotel Boston

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 New England Aquarium.
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.

Explore a world of travel with Expedia