7.3
Good
From $114
From $114
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Hotel with Spa

4-Star Hotel

Show more
 
Berkshire Mountain Lodge
Lodge in Pittsfield MA
8.4
Very Good
From $178
From $178
Info Categories
Lodge with Swimming Pool

Heated Pool    Indoor Pool  

Luxury Lodge

Lodge near Ski Resorts

Show more
 
21 more hotels nearby!
The Yankee, Trademark Collection by Wyndham 2.5 mi from Pittsfield
Hotel in Lenox MA
8.3
Very Good
From $103
From $103
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Family Friendly Hotel

Hotel with Rooms With Jacuzzi / Hot-tub

Show more
 
Hampton Terrace Inn 5.9 mi from Pittsfield
Hotel in Lenox MA
9.4
Excellent
From $320
From $320
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Luxury Hotel

Historic Hotel

Show more
 
Brook Farm Inn 6.1 mi from Pittsfield
Bed & Breakfast in Lenox MA
9.8
Excellent
From $180
From $180
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Accessible Bed & Breakfast

Luxury Bed & Breakfast

Show more
 
Canyon Ranch Lenox 6.3 mi from Pittsfield
Resort in Lenox MA
Info Categories
Resort with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

Resort near Golf Courses

Resort near Ski Resorts

Show more
 
Apple Tree Inn 6.6 mi from Pittsfield
Inn in Lenox MA
7.7
Good
From $146
From $146
Info Categories
Inn with Swimming Pool

Heated Pool    Outdoor Pool  

Inn with Rooms With Fireplace

Inn near Ski Resorts

Show more
 
Walk to Tnglewd, Stckbrdg Bwl, Wheatleigh, HTd Pool, Hot Tub 6.9 mi from Pittsfield
Vacation Home in Lenox MA
8.8
Excellent
From $612
From $612
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Outdoor Pool  

Luxury Vacation Home

Vacation Home near Ski Resorts

Show more
 
Wheatleigh 7.1 mi from Pittsfield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Dog Friendly Hotel

Hotel with Parking

EV charging stations  

Show more
 
Seven Hills Inn 7.2 mi from Pittsfield
Inn in Lenox MA
7.2
Good
From $166
From $166
Info Categories
Inn with Swimming Pool

Heated Pool    Outdoor Pool  

Luxury Inn

Inn near Ski Resorts

Show more
 
Jiminy Peak Vacation Home 8.0 mi from Pittsfield
Vacation Home in Hancock MA
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

Show more
 
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury 8.2 mi from Pittsfield
Aparthotel in Hancock MA
9.2
Excellent
Info Categories
Aparthotel with Swimming Pool

Heated Pool    Indoor Pool  

Aparthotel near Ski Resorts

Aparthotel with Parking

Show more
 
Jiminy Peak Mountain Resort 8.2 mi from Pittsfield
Resort in Hancock MA
7.6
Good
From $163
From $163
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Resort near Golf Courses

Resort with Ski To Door Access

Show more
 
Devonfield Inn 9.6 mi from Pittsfield
Bed & Breakfast in Lee MA
9.2
Excellent
From $311
From $311
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Bed & Breakfast with Rooms With Fireplace

Luxury Bed & Breakfast

Show more
 
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel 11.5 mi from Pittsfield
Hotel in South Lee MA
8.4
Very Good
From $124
From $124
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

Hotel near Ski Resorts

Hotel for Honeymoon

Show more
 
Holiday Inn Express Great Barrington, an IHG Hotel 16.2 mi from Pittsfield
Hotel in Great Barrington MA
8.2
Very Good
From $151
From $151
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Hotel near Golf Courses

Hotel near Ski Resorts

Show more
 
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 16.6 mi from Pittsfield
Hotel in Great Barrington MA
8.8
Excellent
From $170
From $170
Info Categories
Hotel with Swimming Pool

Heated Pool  

Hotel near Ski Resorts

Hotel Taking Steps Towards Sustainability

Show more
 
The 1896 House Country Inn - Brookside & Pondside 17.7 mi from Pittsfield
Inn in Williamstown MA
6.3
Rated
From $111
From $111
Info Categories
Inn with Swimming Pool

Heated Pool  

Inn with Rooms With Jacuzzi / Hot-tub

Inn near Ski Resorts

Show more
 
Tourists 18.7 mi from Pittsfield
Hotel in North Adams MA
9.1
Excellent
From $295
From $295
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Hotel with Parking

EV charging stations  

Hotel for Honeymoon

Show more
 
Willows Motel 18.8 mi from Pittsfield
Motel in Williamstown MA
8.9
Excellent
From $99
From $99
Info Categories
Motel with Swimming Pool

Heated Pool    Outdoor Pool  

Motel near Ski Resorts

Motel with Parking

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Heated Pool (23)
  •     Pool (23)
  •     Outdoor Pool (15)
  •     Indoor Pool (9)
  •     Ski (20)
  •     Parking (14)
  •     Honeymoon (11)
  •     Luxury (9)
  •     Accessible (9)
  •     Dog Friendly (9)
  •     4 Star (8)
  •     Gym (8)
  •     Tennis (7)
  •     Small (7)
  •     Business (7)
  •     3 Star (7)
  •     Free Wi-Fi (6)
  •     Family (5)
  •     Romantic (5)
  •     Rooms with Fireplace (4)
  •     Golf (4)
  •     EV charging stations (3)
  •     Sustainability Journey (3)
  •     Historic (2)
  •     Boutique-Style (2)
  •     Rooms with Jacuzzi / Hot-Tub (2)
  •     Adult Only (1)
  •     Ski In Ski Out (1)
  •     Health & Safety (1)
  •     Spa (1)
  •     5 Star (1)
  •     Yoga (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ