Book Guest Houses in Lenox, MA

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Lenox

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
$102 nightly
The price is $114 total per night
$114 total
Nov 2 - Nov 3
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.
Pet friendly
Parking included
The Revival House

The Revival House

3 out of 5
17 Commercial St, Adams, MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $194 total per night
$194 total
Oct 26 - Oct 27
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!!

$188 nightly
The price is $210 total per night
$210 total
Oct 28 - Oct 29
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

$311 nightly
The price is $316 total per night
$316 total
Oct 27 - Oct 28
Total with taxes and fees
This guesthouse includes a garden and laundry facilities.
Pet friendly
Free WiFi
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street, Lenox, MA
$267 nightly
The price is $298 total per night
$298 total
Oct 30 - Oct 31
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.
Parking included
Free WiFi
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

Get rates
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
560 Stockbridge Rd, Lee, MA
Get rates
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.
Pet friendly
Parking included
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
75 Chestnut Street, Lee, MA
Get rates
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.
Hot Tub
Parking included
Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home

Get rates
This guesthouse features laundry facilities.
Free WiFi
Air conditioning
Vanderbilt Lakeside

Vanderbilt Lakeside

3.5 out of 5
161 Main St, Philmont, NY
Get rates
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.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Lenox
View all properties
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 Lenox

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd, Lenox, MA
$127 nightly
The price is $142 total per night from Nov 9 to Nov 10
$142 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (578 reviews)

Lenox Guest Houses essential information

Accommodation
10 Guest Houses
Lowest Price
$88
Highest Price
$316
Popular accommodation
The Central Downtown Inn & Suites, The Revival House, Berkshire Village Carriage House - Super Private!!, Hudson valley and The Berkshires Cottage, The Dewey, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside

Explore More Ways to Travel with Travelocity