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Compare 10 Guest Houses in Sheffield with updated reviews, rates, and availability.

The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (314)
"excellent stay!! The Dewey is a cozy getaway location!"
$199 nightly
The price is $222
Jul 22 - Jul 23
Total includes taxes and fees
The Dewey
9 Academy
The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
$563 nightly
The price is $647
Jul 14 - Jul 15
Total includes taxes and fees
9 Academy
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (9)
"A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation."
$307 nightly
The price is $310
Jul 22 - Jul 23
Total includes taxes and fees
Hudson valley and The Berkshires Cottage
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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Frequently asked questions

What is the nightly rate for a guest house in Sheffield?
Rates for Sheffield guest houses vary, but travelers can find great-value prices from $222 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Sheffield guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Sheffield guest house and a B&B?
A guest house in Sheffield is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.