A town hall with a central dome and columns, surrounded by trees and people.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Lenox cottages

A cabin with a wooden deck, a covered porch, and a gravel driveway.

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
$499 nightly
The price is $554
Sep 21 - Sep 22
Total with taxes and fees
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A two-story house with a balcony, a chimney, and a window with a view.

2. Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
$1,974 nightly
The price is $2,004
Oct 5 - Oct 6
Total with taxes and fees
Berkshires farm, 30+ guests, 50 acres
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.
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Top Lenox Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Dolores 3-night trip
Posted 13 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Lenox

Lenox Cottages information

Number of reviews
Accommodation
119 Cottages
Lowest Price
$554
Highest Price
$2,004

Frequently asked questions

Why book your cottage in Lenox with Expedia?
We think that a vacay should be hassle-free, so if you're after cottages in Lenox at an affordable price, Expedia has your back. Save cash and stay in a thrifty option far from the downtown buzz, or splurge on an upmarket cottage to really spoil your favorite people.
How can I find cheap cottages in Lenox?
Expedia is here to help you track down cheap cottages in Lenox. To book a terrific stay in a few clicks, use the filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Lenox near my cottage?
Lenox has enough sights and activities to keep you busy for weeks (or months!), starting with Shakespeare and Company. Tanglewood Music Center, The Mount and Ventfort Hall Mansion and Gilded Age Museum are other awesome attractions. If you have time to spare, Wyndhurst Golf & Club and Pleasant Valley Wilderness Sanctuary are nice finishing touches to your itinerary.

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