Fairbridge Inn Express Pittsfield
Hotel in Pittsfield MA
4.3
Rated
From $77
From $77
Info Categories
Hotel with Free Wi-Fi


3-Star Hotel


Hotel near Ski Resorts


Show more
 
Berkshire Vacation Rentals: Chic Pittsfield Home With A View
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Dog Friendly Vacation Home


Show more
 
Dalton Vacation Rental Near Hiking and Skiing!
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Parking


Show more
 
Pittsfield Home with Deck - 12 Mi to Jiminy Peak!
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Parking


Show more
 
Downtown Pittsfield Vacation Rental Near Hiking!
Apartment in Pittsfield MA
Info Categories
Apartment with Free Wi-Fi


3-Star Apartment


Apartment with Parking


Show more
 
Spacious Historic Home in the Berkshires!
Vacation Home in Pittsfield MA
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Parking


Show more
 
99 more hotels nearby!
Lenox House with Screened Patio and Mountain View 2.9 mi from Pittsfield
Vacation Home in Lenox MA
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Dog Friendly Vacation Home


Show more
 
Charming Lenox Home View of October Mountain 2.9 mi from Pittsfield
Vacation Home in Lenox MA
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Dog Friendly Vacation Home


Show more
 
The Summer White House Inn 5.8 mi from Pittsfield
Bed & Breakfast in Lenox MA
From $93
From $93
Info Categories
Bed & Breakfast with Free Wi-Fi


3-Star Bed & Breakfast


Bed & Breakfast near Ski Resorts


Show more
 
The Whitlock 5.8 mi from Pittsfield
Hotel in Lenox MA
8.0
Very Good
From $123
From $123
Info Categories
Hotel with Free Wi-Fi


3-Star Hotel


Hotel near Ski Resorts


Show more
 
Historic New Lebanon Hideaway on 33 Private Acres! 6.5 mi from Pittsfield
Vacation Home in Canaan NY
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Parking


Show more
 
Hancock Village Inn at Jiminy Peak 7.7 mi from Pittsfield
Vacation Home in Hancock MA
10
Excellent
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Family Friendly Vacation Home


Show more
 
Berkshire Retreat- A stone's throw to downtown Lenox 7.7 mi from Pittsfield
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Dog Friendly Vacation Home


Show more
 
Stockbridge Home Walk to Town Beach! 7.9 mi from Pittsfield
Vacation Home in Stockbridge MA
8.0
Very Good
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Parking


Show more
 
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort 8.1 mi from Pittsfield
Vacation Home in Hancock MA
9.0
Excellent
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Dog Friendly Vacation Home


Show more
 
Berkshire Vacation Rentals: Private Cottage Come Enjoy Nature 8.1 mi from Pittsfield
Vacation Home in Canaan NY
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Parking


Show more
 
Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 8.1 mi from Pittsfield
Vacation Home in Hancock MA
9.1
Excellent
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Swimming Pool

Indoor Pool    Outdoor Pool  


Show more
 
Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak 8.1 mi from Pittsfield
Vacation Home in Hancock MA
8.8
Excellent
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Swimming Pool

Outdoor Pool  


Show more
 
Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn 8.1 mi from Pittsfield
Vacation Home in Hancock MA
9.0
Excellent
Info Categories
Vacation Home with Free Wi-Fi


3-Star Vacation Home


Vacation Home with Parking


Show more
 
Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor 8.1 mi from Pittsfield
Apartment in Hancock MA
Info Categories
Apartment with Free Wi-Fi


3-Star Apartment


Apartment with Swimming Pool

Indoor Pool    Outdoor Pool  


Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Free Wi-Fi (105)
  •     3 Star (105)
  •     Parking (94)
  •     Dog Friendly (35)
  •     Pool (27)
  •     Outdoor Pool (20)
  •     Ski (13)
  •     Accessible (11)
  •     Small (9)
  •     Indoor Pool (6)
  •     Family (5)
  •     Honeymoon (5)
  •     Business (4)
  •     Gym (4)
  •     Tennis (3)
  •     Heated Pool (2)
  •     Golf (1)
  •     Sustainability Journey (1)
  •     Ski In Ski Out (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ