Book Guest Houses in Hampshire County, MA

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Top cities with Guest Houses to explore in Hampshire County

Amherst Farm Winery is a small family owned winery offering an impressive list of fruity wines. We found this impressive old man on the grounds!

Amherst

Guest Houses
Amherst

Top Guest Houses in Hampshire County

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$109 nightly
The price is $122 total per night
$122 total
Mar 1 - Mar 2
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on offer.
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$143 nightly
The price is $154 total per night
$154 total
Feb 22 - Feb 23
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
$189 nightly
The price is $211 total per night
$211 total
Feb 22 - Feb 23
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
The Revival House

The Revival House

3 out of 5
17 Commercial St Adams MA
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $168 total per night
$168 total
Feb 22 - Feb 23
Total with taxes and fees
This guesthouse features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A communal living room is also provided.
Breakfast included
Parking included
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.
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$133 nightly
The price is $149 total per night
$149 total
Feb 26 - Feb 27
Total with taxes and fees
Free WiFi in public areas and a garden are available at this guesthouse.
Free WiFi
Air conditioning
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
$431 nightly
The price is $472 total per night
$472 total
Feb 27 - Feb 28
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Sturbridge Country Inn

Sturbridge Country Inn

2.5 out of 5
530 Main Street Fiskdale MA
$248 nightly
The price is $278 total per night
$278 total
Feb 23 - Feb 24
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Granby CT
$215 nightly
The price is $244 total per night
$244 total
Feb 22 - Feb 23
Total with taxes and fees
This guesthouse features limo/town car service, a garden, and concierge services.
Air conditioning
Parking available
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.
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.
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.

Hampshire County Guest Houses essential information

Accommodation
14 Guest Houses
Lowest Price
$122
Highest Price
$472
Popular accommodation
The Central Downtown Inn & Suites, Blooming Inn, Berkshire Village Carriage House - Super Private!!, The Revival House, The Dewey, In town, newly remodeled studio with private balcony , Upscaled Home in a Quiet Neighborhood, Sturbridge Country Inn, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge

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