Book Guest Houses in Sheffield, MA

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Top Guest Houses in Sheffield

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
11 Old Stockbridge Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $233 total per night
$233 total
Jun 29 - Jun 30
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and picnic area. A communal living room, a library, and a virtual front desk are also on offer.
Cornwall Inn and Lodge

Cornwall Inn and Lodge

3 out of 5
270 Kent Road Cornwall Bridge CT
Free Cancellation
Reserve now, pay when you stay
$217 nightly
The price is $250 total per night
$250 total
Jun 29 - Jun 30
Total with taxes and fees
A seasonal outdoor pool is featured at this guesthouse, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street Lenox MA
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$508 nightly
The price is $584 total per night
$584 total
Jun 29 - Jun 30
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

Great Barrington MA
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This guesthouse features a garden, laundry facilities, and barbecue grills.
Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home

Lenox MA
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This guesthouse features laundry facilities.
Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
560 Stockbridge Rd Lee MA
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.
1805 House Bed and Breakfast

1805 House Bed and Breakfast

3 out of 5
775 Snydertown Road Craryville NY
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This guesthouse features free self parking and a terrace. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Vanderbilt Lakeside

Vanderbilt Lakeside

3.5 out of 5
161 Main St Philmont NY
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This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a communal living room are also on offer.
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
75 Chestnut Street Lee MA
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A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.
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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.

Top hotels in Sheffield

Wilder House Berkshires

Wilder House Berkshires

48 S Main Street Sheffield MA
$174 nightly
The price is $194 total per night from Jul 7 to Jul 8
$194 total
Jul 7 - Jul 8
Total with taxes and fees
9.8/10 Exceptional! (56 reviews)

Sheffield Guest Houses essential information

Accommodation
11 Guest Houses
Lowest Price
$132
Highest Price
$584
Popular accommodation
Hideaway Inn Lenox, Cornwall Inn and Lodge, The Dewey, 9 Academy , Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, Jacob's Tanglewood Ranch, 1805 House Bed and Breakfast , Vanderbilt Lakeside, Chestnut Lodge

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