Itinerary
Select an arrival date
May 2024
S
M
T
W
T
F
S
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
Cancel
Confirm
Select a departure date
May 2024
S
M
T
W
T
F
S
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
Cancel
Confirm
Filter
Only the Michelin selection
Life House, Berkshires
Michelin Guide
Book
Itinerary
Blackinton Manor
Exceptional 10 (13 reviews)
Starting from $265
Book
Itinerary
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Very good 8.4 (437 reviews)
Starting from $112
Book
Itinerary
Lakehouse Inn
Exceptional 9.5 (84 reviews)
Book
Itinerary
The Ponds at Foxhollow by Capital Vacations
Very good 8.2 (155 reviews)
Book
Itinerary
Wainwright Inn
Fabulous 9.3 (67 reviews)
Book
Itinerary
Shaker Mill Inn
Fabulous 9.4 (85 reviews)
Starting from $145
Book
Itinerary
Devonfield Inn
Fabulous 9.3 (15 reviews)
Book
Itinerary
Whistler's Inn
Very good 8.4 (128 reviews)
Book
Itinerary
The Cornell Inn
Fabulous 9.3 (426 reviews)
Book
Itinerary
Chambery Inn
Fabulous 9.1 (66 reviews)
Book
Itinerary
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury
Fabulous 9.2 (13 reviews)
Book
Itinerary
Disney Magic at Jiminy Mountain
Exceptional 9.6 (14 reviews)
Book
Itinerary
Club Wyndham Bentley Brook
Stunning 8.6 (360 reviews)
Starting from $130
Book
Itinerary
Berkshire Mountain Lodge
Very good 8.4 (501 reviews)
Starting from $107
Book
Itinerary
33 Main
Fabulous 9.3 (38 reviews)
Book
Itinerary
Stockbridge Country Inn
Fabulous 9.4 (15 reviews)
Starting from $314
Book
Itinerary
Courtyard by Marriott Lenox Berkshires
Stunning 8.6 (163 reviews)
Book
Itinerary
The Porches Inn at Mass MoCA
Michelin Guide
Book
Itinerary
Quality Inn
Very good 8.2 (480 reviews)
Book
Itinerary
Tourists
Michelin Guide
Book
Itinerary
Vacation Village in the Berkshires
Stunning 8.5 (1298 reviews)
Starting from $128
Book
Itinerary
The Williams Inn
Fabulous 9.2 (175 reviews)
Book
Itinerary
Gedney Farm
Stunning 8.5 (32 reviews)
Starting from $169
Book
Itinerary
The Barrington
Fabulous 9.4 (25 reviews)
Book
Itinerary
Holiday Inn Express Great Barrington, an IHG Hotel
Very good 8.2 (300 reviews)
Book
Itinerary
Hotel Downstreet
Very good 8.1 (159 reviews)
Starting from $114
Book
Itinerary
The Yankee, Trademark Collection by Wyndham
Very good 8.3 (937 reviews)
Book
Itinerary
Cozy Corner Motel
Stunning 8.7 (356 reviews)
Book
Itinerary
Williamstown Motel
Stunning 8.7 (200 reviews)
Book
Itinerary
Villager Motel
Stunning 8.6 (634 reviews)
Book
Itinerary
Willows Motel
Stunning 8.9 (505 reviews)
Book
Itinerary
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Stunning 8.8 (210 reviews)
Book
Itinerary
The Central Downtown Inn Suites
Fabulous 9.1 (70 reviews)
Starting from $188
Book
Itinerary
Brook Farm Inn
Exceptional 9.6 (11 reviews)
Book
Itinerary
Spencertown Inn
Fabulous 9.1 (18 reviews)
Book
Itinerary
Hilton Garden Inn Lenox Pittsfield
Stunning 8.5 (192 reviews)
Book
Itinerary
Granville House
Michelin Guide
Book
Itinerary
Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4
Fabulous 9.1 (14 reviews)
Book
Itinerary
The Lodge @ America’s Switzerland
Stunning 8.7 (36 reviews)
Book
Itinerary
Hampton Inn & Suites Berkshires-Lenox
Stunning 8.7 (349 reviews)
Book
Itinerary
The Black Swan Lee - Lenox, Ascend Hotel Collection
Very good 8.3 (600 reviews)
Book
Itinerary
Inn at Silver Maple Farm
Fabulous 9.4 (53 reviews)
Book
Itinerary
Maple Terrace Motel
Fabulous 9.2 (426 reviews)
Book
Itinerary
1
2
5