Hillsdale Guest Houses
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Guest Houses in Hillsdale
The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
$99 nightly
The price is $111 total per night
$111 total
Oct 25 - Oct 26
Total with taxes and fees
Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area.
Pet friendly
Parking included
Hideaway Inn Lenox
11 Old Stockbridge Rd Lenox MA
$144 nightly
The price is $161 total per night
$161 total
Nov 17 - Nov 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Hideaway Inn Lenox in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center.
Pet friendly
Parking included
The Harlow House
439 Lake Dr Rhinebeck NY
$198 nightly
The price is $223 total per night
$223 total
Oct 26 - Oct 27
Total with taxes and fees
Located in Rhinebeck, The Harlow House is in a rural location, within a 10-minute drive of Omega Institute and Center for Performing Arts at Rhinebeck.
Parking included
Free WiFi
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
$189 nightly
The price is $211 total per night
$211 total
Oct 26 - Oct 27
Total with taxes and fees
Located in Lanesborough, this guesthouse is in the mountains, a 4-minute drive from Cheshire Reservoir and 6 minutes from Pontoosuc Lake.
Free WiFi
Air conditioning
LEEDS A GREAT ESCAPE
Leeds NY
Located in Catskill, this guesthouse is in a rural location, a 5-minute drive from Catskill Golf Club and 5 minutes from Thomas Cole National Historic Site.
Air conditioning
Parking available
Hits | Catskills Views | Pet Friendly | Studio
Saugerties NY
With a stay at this guesthouse in Saugerties, you'll be within a 15-minute walk of Bristol Beach State Park and HITS-on-the-Hudson.
Free WiFi
Air conditioning
The Dewey
7 Hubbard Street Lenox MA
With a stay at The Dewey in Lenox, you'll be in the suburbs, within a 5-minute drive of Tanglewood Music Center and Lenox Library.
Parking included
Free WiFi
9 Academy
9 Academy St Salisbury CT
$546 nightly
The price is $628 total per night
$628 total
Oct 26 - Oct 27
Total with taxes and fees
Located in Salisbury, 9 Academy is a 1-minute drive from Harney and Sons Tea Tasting Room and 5 minutes from Mount Riga State Park.
Parking included
Free WiFi
Hudson valley and The Berkshires Cottage
Hillsdale NY
With a stay at this guesthouse in Hillsdale, you'll be within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Hillsdale Town Hall.
Pet friendly
Free WiFi
Renovated Private Guest House by Evergreen Home
Great Barrington MA
Located in Great Barrington, this guesthouse is in a rural location, within a 10-minute drive of Monument Mountain and Housatonic River.
Pet friendly
Free WiFi
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.
Hillsdale Guest Houses essential information
Accommodation | 16 Guest Houses |
|---|---|
Lowest Price | $111 |
Highest Price | $628 |
Popular accommodation | The Central Downtown Inn & Suites, Hideaway Inn Lenox, The Harlow House, Berkshire Village Carriage House - Super Private!!, LEEDS A GREAT ESCAPE, Hits | Catskills Views | Pet Friendly | Studio, The Dewey, 9 Academy , Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Cliffwood Cottage by Evergreen Home, Chestnut Lodge |