Heart of the Berkshires Motel
Motel in Pittsfield MA
7.4
Good
From $98
From $98
Info Categories
Small Motel

Motel near Ski Resorts

Motel Taking Steps Towards Sustainability

Show more
 
Berkshire Nook
Bed & Breakfast in Pittsfield MA
Info Categories
Small Bed & Breakfast

Bed & Breakfast with Free Wi-Fi

Bed & Breakfast with Parking

Show more
 
95 more hotels nearby!
Wagon Wheel Inn 3.0 km from Pittsfield
Motel in Lenox MA
6.6
Rated
From $71
From $71
Info Categories
Small Motel

Motel near Ski Resorts

Show more
 
Knights Inn Lenox 3.1 km from Pittsfield
Motel in Lenox MA
6.1
Rated
From $166
From $166
Info Categories
Small Motel

Motel near Ski Resorts

Show more
 
Weathervane Motel Lanesboro 4.0 km from Pittsfield
Motel in Lanesborough MA
7.0
Good
From $84
From $84
Info Categories
Small Motel

Motel near Ski Resorts

Motel with Free Wi-Fi

Show more
 
The Dewey by The Lenox Collection 6.0 km from Pittsfield
Bed & Breakfast in Lenox MA
7.0
Good
From $135
From $135
Info Categories
Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Parking

EV charging stations  

Show more
 
Whistler's Inn 6.0 km from Pittsfield
Bed & Breakfast in Lenox MA
8.2
Very Good
From $165
From $165
Small Bed & Breakfast
Known for its elegant décor and tranquil atmosphere, Whistler's Inn offers a relaxing retreat in Lenox. The focus on comfort and personalized service ensures a memorable stay for guests seeking a cozy and intimate experience.
Show more
 
Inn at Richmond 6.2 km from Pittsfield
Bed & Breakfast in Richmond MA
From $382
From $382
Info Categories
Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Dog Friendly Bed & Breakfast

Show more
 
The Inn at Richmond 6.2 km from Pittsfield
Inn in Richmond MA
9.8
Excellent
From $382
From $382
Info Categories
Small Inn

Inn near Ski Resorts

Show more
 
33 Main 6.3 km from Pittsfield
Inn in Lenox MA
8.7
Very Good
From $391
From $391
Small Inn
Located in the heart of Lenox, 33 Main offers comfortable and stylish accommodations. The inn's central location provides easy access to the town's attractions, making it a convenient and charming choice for a Berkshires getaway.
Show more
 
The Summer White House Inn 6.4 km from Pittsfield
Bed & Breakfast in Lenox MA
From $93
From $93
Info Categories
Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Free Wi-Fi

Show more
 
Doctor Sax House 6.4 km from Pittsfield
Hotel in Lenox MA
9.1
Excellent
Info Categories
Small Hotel

Dog Friendly Hotel

Hotel with Parking

Show more
 
Gateways Inn 6.4 km from Pittsfield
Bed & Breakfast in Lenox MA
8.7
Very Good
From $241
From $241
Info Categories
Small Bed & Breakfast

Bed & Breakfast with Parking

EV charging stations  

Bed & Breakfast near Ski Resorts

Show more
 
Hampton Terrace Inn 6.5 km from Pittsfield
Hotel in Lenox MA
9.1
Excellent
From $306
From $306
Small Hotel
This inn offers luxurious accommodations and personalized service, ensuring a memorable stay. The beautiful gardens and central location in Lenox make it a perfect base for exploring the Berkshires' cultural attractions.
Show more
 
Kemble Inn - Restaurant - Bar 6.5 km from Pittsfield
Hotel in Lenox MA
8.5
Very Good
From $49
From $49
Info Categories
Small Hotel

Hotel near Golf Courses

Hotel near Ski Resorts

Show more
 
Brook Farm Inn 6.8 km from Pittsfield
Bed & Breakfast in Lenox MA
9.3
Excellent
From $217
From $217
Small Bed & Breakfast
Known for its literary and artistic ambiance, Brook Farm Inn provides a tranquil retreat with comfortable rooms and a focus on relaxation. Its location in Lenox makes it ideal for exploring the cultural attractions of the Berkshires.
Show more
 
Chesapeake Inn of Lenox 6.9 km from Pittsfield
Inn in Lenox MA
8.0
Very Good
From $30
From $30
Info Categories
Small Inn

Inn with Parking

EV charging stations  

Inn near Ski Resorts

Show more
 
Eastgate Inn B&B 6.9 km from Pittsfield
Bed & Breakfast in Lenox MA
9.5
Excellent
From $197
From $197
Info Categories
Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Parking

Show more
 
Eastgate Inn B&B 6.9 km from Pittsfield
Bed & Breakfast in Lenox MA
9.8
Excellent
From $197
From $197
Info Categories
Small Bed & Breakfast

Bed & Breakfast near Ski Resorts

Bed & Breakfast with Free Wi-Fi

Show more
 
The Inn at Kenmore Hall 7.0 km from Pittsfield
Inn in Richmond MA
9.4
Excellent
From $462
From $462
Info Categories
Small Inn

Inn where Extra Health & Safety Measures Have Been Taken

Luxury Inn

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
View all hotels in Pittsfield.
Categories:
  •     Small (97)
  •     Ski (75)
  •     Parking (66)
  •     Dog Friendly (37)
  •     Free Wi-Fi (37)
  •     Pool (23)
  •     3 Star (19)
  •     Outdoor Pool (19)
  •     4 Star (15)
  •     Luxury (11)
  •     Accessible (11)
  •     EV charging stations (10)
  •     Heated Pool (10)
  •     Family (9)
  •     Honeymoon (9)
  •     Tennis (7)
  •     Adult Only (7)
  •     Sustainability Journey (5)
  •     Rooms with Fireplace (5)
  •     5 Star (4)
  •     Gym (4)
  •     Boutique-Style (3)
  •     Historic (2)
  •     Ski In Ski Out (2)
  •     Golf (2)
  •     Health & Safety (2)
  •     Indoor Pool (1)
  •     Dogs Stay Free (1)
  •     Romantic (1)
  •     Business (1)
  •     Spa (1)
×
Checkin
×
Categories
1
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ