Find Historic Hotels in Sheffield, MA

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Check availability on Sheffield Historic Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Sheffield historic hotels

Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is AED 600
AED 834 total
includes taxes & fees
9 Jun - 10 Jun
The Red Lion Inn
Interior

rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is AED 1,055
AED 1,346 total
includes taxes & fees
3 Jun - 4 Jun
rural, serene + sophisticated space
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (28 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is AED 1,561
AED 1,713 total
includes taxes & fees
16 Jun - 17 Jun
Inn at Kenmore Hall
Fridge, microwave, oven, stovetop

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
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is AED 3,269
AED 5,410 total
includes taxes & fees
2 Jun - 3 Jun
A Country Lodge Straight Out of the Pages of a Great Novel
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.
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Top Sheffield Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Spotless, clean, comfortable, friendly staff."
cynthia 1-night trip
Posted 1 hour ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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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 Magnolia Bluffs Casino.
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.