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

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

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very Good, (3,113 reviews)
"Very nice restaurants were within walking distance."
United States
Janet
The price is AED 497
AED 728 total
includes taxes & fees
23 Mar - 24 Mar
Hilton Boston Park Plaza
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 AED 344
AED 909 total
includes taxes & fees
15 Mar - 16 Mar
Re-listed: Adorable Condo Beverly - Salem - Halloween
Breakfast, lunch, dinner served; American cuisine

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (7,117 reviews)
"Beautiful hotel at a great location"
United States
Christina
The price is AED 653
AED 888 total
includes taxes & fees
19 Mar - 20 Mar
The Dagny Boston
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 AED 477
AED 915 total
includes taxes & fees
15 Mar - 16 Mar
Downtown Stylish Boston Studio
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 AED 454
AED 1,873 total
includes taxes & fees
17 Mar - 18 Mar
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Fridge, microwave, oven, stovetop

Central Boston Beacon Hill 2brm

Central Boston Beacon Hill 2brm
Beacon Hill
9.2 out of 10, Wonderful, (21 reviews)
"Perfect location! Enjoyed our stay!"
United States
judith G.
The price is AED 735
AED 1,617 total
includes taxes & fees
19 Mar - 20 Mar
Central Boston Beacon Hill 2brm
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 686
AED 1,394 total
includes taxes & fees
23 Mar - 24 Mar
Home Away from Home | Next to Boston & Beach, EV+
1 bedroom, desk, iron/ironing board, free WiFi

1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking

1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
Salem
10.0 out of 10, Exceptional, (28 reviews)
"Love the property, location was perfect! "
United States
Melissa H.
The price is AED 382
AED 976 total
includes taxes & fees
23 Mar - 24 Mar
1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
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
Maverick Suites at 40 Temple St
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

Eid al-Fitr Sale

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

Top Winthrop Hotel Reviews

YOTEL Boston

YOTEL Boston

10/10 Excellent
"very good"
Hongxian 1-night trip
Posted 1 hour ago
YOTEL 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.