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

Heated Pool    Indoor Pool  


Hotel for Honeymoon


Hotel with Spa


Show more
 
Berkshire Mountain Lodge
Lodge in Pittsfield MA
8.4
Very Good
From $178
From $178
Info Categories
Lodge for Honeymoon


Lodge with Swimming Pool

Heated Pool    Indoor Pool  


Luxury Lodge


Show more
 
Hilton Garden Inn Lenox Pittsfield
Hotel in Pittsfield MA
8.6
Very Good
From $174
From $174
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Indoor Pool  


Hotel near Ski Resorts


Show more
 
17 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 for Honeymoon


Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Family Friendly Hotel


Show more
 
Howard Johnson by Wyndham Lenox 2.6 mi from Pittsfield
Hotel in Lenox MA
6.5
Rated
From $86
From $86
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Outdoor Pool  


Hotel near Golf Courses


Show more
 
Eastover Estate and Eco Village 4.7 mi from Pittsfield
Resort in Lenox MA
6.7
Rated
From $1,005
From $1,005
Info Categories
Resort for Honeymoon


Resort with Swimming Pool

Pool Lap Lanes  


Luxury Resort


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


Hotel with Swimming Pool

Heated Pool    Outdoor Pool  


Luxury Hotel


Show more
 
Canyon Ranch Lenox 6.3 mi from Pittsfield
Resort in Lenox MA
Info Categories
Resort for Honeymoon


Resort with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  


Resort near Golf Courses


Show more
 
Wheatleigh 7.1 mi from Pittsfield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Heated Pool    Outdoor Pool  


Dog Friendly Hotel


Show more
 
Club Wyndham Bentley Brook 8.2 mi from Pittsfield
Hotel in Hancock MA
8.6
Very Good
From $113
From $113
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Outdoor Pool  


Hotel near Ski Resorts


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 for Honeymoon


Resort with Swimming Pool

Heated Pool    Outdoor Pool  


Resort near Golf Courses


Show more
 
Vacation Village in the Berkshires 8.8 mi from Pittsfield
Holiday Park in Hancock MA
8.5
Very Good
From $157
From $157
Info Categories
Holiday Park for Honeymoon


Holiday Park with Swimming Pool

Indoor Pool    Outdoor Pool  


Luxury Holiday Park


Show more
 
The Springs Motel 10.6 mi from Pittsfield
Hotel in New Ashford MA
8.2
Very Good
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool


Hotel near Ski Resorts


Show more
 
The Red Lion Inn 11.2 mi from Pittsfield
Hotel in Stockbridge MA
8.0
Very Good
From $156
From $156
Info Categories
Hotel with Swimming Pool

Outdoor Pool  


Hotel for Honeymoon


Historic Hotel


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 for Honeymoon


Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  


Hotel near Ski Resorts


Show more
 
Holiday Inn Express Hotel & Suites Great Barrington 15.0 mi from Pittsfield
Hotel in Great Barrington MA
8.2
Very Good
From $151
From $151
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Indoor Pool  


Hotel near Golf Courses


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 for Honeymoon


Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Hotel near Golf Courses


Show more
 
Tourists 18.7 mi from Pittsfield
Hotel in North Adams MA
9.1
Excellent
From $295
From $295
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Heated Pool    Outdoor Pool  


Hotel with Parking

EV charging stations  


Show more
 
Fairfield Inn & Suites by Marriott Williamstown 18.8 mi from Pittsfield
Hotel in Williamstown MA
8.0
Very Good
From $154
From $154
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Indoor Pool  


Hotel near Ski Resorts


Show more
 
Comfort Inn & Suites East Greenbush - Albany 23.5 mi from Pittsfield
Hotel in East Greenbush NY
8.1
Very Good
From $124
From $124
Info Categories
Hotel for Honeymoon


Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Dog Friendly Hotel


Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Honeymoon (20)
  •     Pool (20)
  •     Indoor Pool (11)
  •     Heated Pool (11)
  •     Outdoor Pool (10)
  •     Pool Lap Lanes (1)
  •     Ski (18)
  •     Gym (11)
  •     Accessible (10)
  •     Business (9)
  •     Family (9)
  •     Parking (8)
  •     Romantic (8)
  •     Golf (7)
  •     3 Star (7)
  •     Luxury (7)
  •     Free Wi-Fi (7)
  •     Dog Friendly (6)
  •     4 Star (5)
  •     Tennis (5)
  •     Small (3)
  •     Sustainability Journey (3)
  •     Spa (2)
  •     Historic (2)
  •     Rooms with Fireplace (2)
  •     5 Star (2)
  •     EV charging stations (2)
  •     Yoga (2)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Adult Only (1)
  •     Haunted (1)
  •     Ski In Ski Out (1)
  •     Boutique-Style (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ