A covered wooden structure with a sloped roof, surrounded by greenery and trees.

Find Historic Hotels in Sheffield, MA

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Check availability on Sheffield Historic Hotels

Tonight
13 Sep - 14 Sep
Tomorrow
14 Sep - 15 Sep
Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep

Our top choices for Sheffield historic hotels

Property grounds
Exterior
Outdoor pool, sun loungers
Exterior

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
AED 582
AED 832 total
includes taxes & fees
28 Sep - 29 Sep
The Red Lion Inn
Coffee/tea maker, fridge, microwave, oven
4 bedrooms, iron/ironing board, WiFi, bed sheets
Terrace/patio
TV, fireplace, books

2. A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
United States
Hessie S.
AED 3,269
AED 5,397 total
includes taxes & fees
25 Sep - 26 Sep
A Country Lodge Straight Out of the Pages of a Great Novel
View all properties

Top Sheffield Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"The hotel is a perfect place to stay when attending a concert at Tanglewood. Its location is very convenient and our room was clean and comfortable. The on site restaurant (Mint) is lively and serves delicious Indian food."
William 1-night trip
Posted 3 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
Kimberly 2-night trip
Posted 3 hours ago
Quality Inn Great Barrington
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
Maria Dulce 2-night trip
Posted 6 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Loved the pond trail! What a nice shift after a long day on the road."
Deborah 1-night trip
Posted 8 hours ago
The Yankee Inn
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Therooms were loud on the lower level."
Sheila 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South

Frequently asked questions

What should a history buff expect from a stay in Sheffield?
Those coming to Sheffield should consider one of the historical tours to learn more. While you're in town, why not also explore the many sights to visit such as casinos?
How many historical hotels are located in Sheffield?
In Sheffield, there are 32 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places in Sheffield?
Sheffield is notable for landmarks like Ashley House. A couple of additional sights to add to your agenda are Housatonic River and Three Mile Pond Wildlife Management Area.
What is a historic hotel like in Sheffield?
Guests who choose a historic hotel can enjoy a vacation someplace that has an official historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be transformed 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 Sheffield, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value and how it influenced the community.
Do historic hotels in Sheffield have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in most hotels will also be available in a historic hotel. When you choose a historic hotel in Sheffield, don't worry that you'll find yourself staying at a place that's uncomfortable or rundown.

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