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

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Check availability on Winthrop Historic Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
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 library with leather sofas, bookshelves, and a large chandelier.
A grand lobby with a large arched entrance, a high ceiling with a detailed mural, and a view of the street outside.
A couple walking on a sidewalk with a restaurant named "THE DAGNY" in the background.

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$8,667
NT$11,117 total
includes taxes & fees
Oct 11 - Oct 12
The Kendall Hotel at the Engine 7 Firehouse
A spacious lobby with a central seating area, a bar, and a chandelier.
A spacious lobby with a modern design, featuring a sofa, armchairs, a dining area, and a large staircase.
A grand staircase with marble steps and ornate black railings, leading to an upper floor with a chandelier.
A hotel with a classic facade, large windows, and an American flag.

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
View all properties

Top Winthrop Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"The hotel staff was extremely friendly and helpful right from the start. There is a coffee shop on the premises that actually has good coffee, not your usual watered-down hotel coffee. The seafood restaurant attached to the hotel is terrific, as well as the bar inside there. The hotel is located in a very convenient spot for seeing all the historic things in Boston. I would come back here in a heartbeat."
Darby 3-night trip
Posted less than an hour ago
The Dagny Boston
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

8/10 Good
"Overall, we had a good experience. The hotel is in a great location, within walking distance of many attractions around the city, including an easy walk to Fenway Park. The building is older, and while it appears to have undergone some budget-friendly renovations, it was still comfortable enough for our stay. One thing to note is that there is no elevator, so you will need to carry your luggage up the stairs, even to first-floor rooms. The bathrooms were functional, but the showers were quite small and may be uncomfortable for taller guests. Parking costs $45 per day, which is worth factoring into your budget. The room's air conditioner worked well, but it was an older unit without a digital thermostat. Despite a few drawbacks, the convenient location made for an enjoyable overall stay."
christopher 3-night trip
Posted 1 hour ago
The Midtown Hotel MOD Collection by Sonesta
Harborside Inn Of Boston

Harborside Inn Of Boston

8/10 Good
"The hotel was alright, there was no effort to upgrade the room seems like Expedia gold status doesn’t really matter. The room was basic, we did found the fridge hidden in the closet, no coffee maker which was odd! The location was perfect! There is a restaurant on site we didn’t use . I would go back purely for the location!"
ANDRAS 2-night trip
Posted 3 hours ago
Harborside Inn Of Boston
Omni Parker House

Omni Parker House

8/10 Good
"A Grand place to stay with history right out the door! We enjoyed a Boston Cream Pie Martini and the famous Boston Cream Pie and Parker House rolls!! Delicious! We enjoyed breakfast sitting next to the JFK table where he proposed to Jackie. They offer very good coffee only on 2 floors and had available robes to get it. I gave them 4 Stars because the bathroom barn style doors bleed a lot of light into the room if used in the night. I would still recommend."
Cynthia 3-night trip
Posted 10 hours ago
Omni Parker House
The Godfrey Hotel Boston

The Godfrey Hotel Boston

10/10 Excellent
"Great location, right by the Commons and near all the spots to walk and see Boston. Liked the bar on the main, although bit small.... no real restaurant on site, but lots in the area."
Gaby 2-night trip
Posted 11 hours ago
The Godfrey 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 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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