Find Historic Hotels in Winthrop, MA

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Winthrop Historic Hotels

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Winthrop Historic Hotels

Harbor Light Inn
Front of property - evening/night

Harbor Light Inn

3.5 star property
9.8 out of 10, Exceptional, (292)
"Great lovely stay..fabulous location, love the evening tavern for a drink..wonderful historic inn. "
Harbor Light Inn
Rockmere Inn
House (Rockmere Inn) | Exterior

Rockmere Inn

3.5 star property
Rockmere Inn
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
1 bedroom, iron/ironing board, free WiFi, bed sheets

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

10.0 out of 10, Exceptional, (56)
"Thanks for having us"
The price is SAR 429
SAR 1,058 total
includes taxes & fees
16 Jul - 17 Jul
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Authentic Rustic Single Family Home in Old Town
TV, fireplace

Authentic Rustic Single Family Home in Old Town

10.0 out of 10, Exceptional, (53)
"Natasha was excellent host. The house is perfect. Very cozy, clean and loved how it’s decorated. Close to everything. Adorable. "
The price is SAR 1,088
SAR 1,966 total
includes taxes & fees
25 Jun - 26 Jun
Authentic Rustic Single Family Home in Old Town
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Property grounds

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Down Town Salem brand-new 1bdr apt
Fridge, microwave, oven, stovetop

Down Town Salem brand-new 1bdr apt

10.0 out of 10, Exceptional, (24)
"Such a cute place and a close walk to almost everything. Everything we could have wanted. Definitely would stay again. "
The price is SAR 675
SAR 1,174 total
includes taxes & fees
26 Jun - 27 Jun
Down Town Salem brand-new 1bdr apt
Silsbee's by Daniels House
Romantic Room | 1 bedroom, premium bedding, memory foam beds, individually decorated

Silsbee's by Daniels House

4.0 star property
9.4 out of 10, Exceptional, (52)
"We loved our short stay at Silsbee’s…our room was beautiful and comfortable, and Patrick was so helpful and communicated with us quickly and thoroughly. "
The price is SAR 1,105
SAR 1,234 total
includes taxes & fees
7 Jul - 8 Jul
Silsbee's by Daniels House
Daniels House Inn
Front of property

Daniels House Inn

3.0 star property
9.6 out of 10, Exceptional, (90)
"Amazing atmosphere and location! The owners had quick and thorough communication. "
The price is SAR 1,193
SAR 1,193 total
includes taxes & fees
7 Jul - 8 Jul
Daniels House Inn
NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
Smart TV

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

10.0 out of 10, Exceptional, (6)
"Cute little place. Loved the decor. The location was perfect for us. Just a short walk from the majority of our destinations (witch museum, memorial, Peabody museum, shopping etc.). Host was very responsive. We enjoyed our stay! "
The price is SAR 741
SAR 1,444 total
includes taxes & fees
30 Jun - 1 Jul
NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
NEW 1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard
1 bedroom, desk, iron/ironing board, free WiFi

NEW 1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard

9.8 out of 10, Exceptional, (6)
"Great location in Salem to any and all sites. Easy travel into Boston. We took the commuter train and it was a breeze. Host was very responsive- quick response to any needs we had. "
The price is SAR 823
SAR 1,548 total
includes taxes & fees
21 Jul - 22 Jul
NEW 1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard
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.

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 Boston Harbor Islands State Park, Winthrop Beach, and Donovan Beach. In the area, you'll also find TD Garden and Copley Square.
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.