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
$104 nightly
The price is $116 total per night
$116 total
Oct 31 - Nov 1
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.
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street, Lenox, MA
$185 nightly
The price is $207 total per night
$207 total
Oct 29 - Oct 30
Total with taxes and fees
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.
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St, Shelburne Falls, MA
$139 nightly
The price is $150 total per night
$150 total
Oct 5 - Oct 6
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
The Revival House

The Revival House

3 out of 5
17 Commercial St, Adams, MA
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $188 total per night
$188 total
Oct 8 - Oct 9
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
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

$205 nightly
The price is $229 total per night
$229 total
Oct 28 - Oct 29
Total with taxes and fees
This vacation home includes a garden and barbecue grills.
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

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

$233 nightly
The price is $265 total per night
$265 total
Oct 22 - Oct 23
Total with taxes and fees
This guesthouse features limo/town car service, a garden, and concierge services.
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

$140 nightly
The price is $156 total per night
$156 total
Oct 26 - Oct 27
Total with taxes and fees
Free WiFi in public areas and a garden are available at this guesthouse.
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St, Springfield, MA
$424 nightly
The price is $464 total per night
$464 total
Nov 4 - Nov 5
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, P.O.Box 60, Fiskdale, MA
$376 nightly
The price is $421 total per night
$421 total
Nov 3 - Nov 4
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

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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
$116
Highest Price
$464
Popular accommodation
The Central Downtown Inn & Suites, The Dewey, Blooming Inn, The Revival House, Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, In town, newly remodeled studio with private balcony , Upscaled Home in a Quiet Neighborhood, Sturbridge Country Inn, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge

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