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

Find Historic Hotels in Winthrop, MA

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Check availability on Winthrop Historic Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Winthrop historic hotels

A restaurant with a long dining area, high ceilings, and exposed beams. Tables are set with glassware and centerpieces.
A couple walking on a sidewalk with a restaurant named "THE DAGNY" in the background.
A grand lobby with a large arched entrance, a high ceiling with a detailed mural, and a view of the street outside.
A library with leather sofas, bookshelves, and a large chandelier.

1. The Dagny Boston

The Dagny Boston
Downtown Boston
United States
Carol
NT$10,832
NT$13,723 total
includes taxes & fees
Oct 25 - Oct 26
The Dagny Boston

2. The Kendall Hotel at the Engine 7 Firehouse

The Kendall Hotel at the Engine 7 Firehouse
MIT
United States
Fiona
NT$7,549
NT$9,821 total
includes taxes & fees
Oct 4 - Oct 5
The Kendall Hotel at the Engine 7 Firehouse
A spacious lobby with a central seating area, a bar, and a chandelier.
A hotel with a classic facade, large windows, and an American flag.
A spacious lobby with a grand chandelier, a reception desk, and a seating area with a table and chairs.
A grand staircase with marble steps and ornate black railings, leading to an upper floor with a chandelier.

3. Hilton Boston Park Plaza

Hilton Boston Park Plaza
Bay Village
United States
Lesley
NT$7,946
NT$10,547 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Boston Park Plaza
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Top Winthrop Hotel Reviews

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

8/10 Good
"Pros - Spacious rooms with high ceilings - AC worked well - Hot water was hot - Great location Cons - The pictures above the bed gave "haunted house" vibes. I just had to "not think about it" at night. - Our room had a musty smell. - The heater vent going into the room was dirty. It could use some cleaning. - Limited counter space for toiletries. I really wished there was a counter to place some items in the bathroom I would consider staying here again, but please remove those pictures."
Kelly 2-night trip
Posted 3 hours ago
Copley Square Hotel, a FOUND Hotel
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

10/10 Excellent
"Room was clean"
Elizabeth A 3-night trip
Posted 6 hours ago
Hyatt Regency Boston/Cambridge

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 Winthrop Beach, Winthrop Shore Reservation, 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.

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