Hilton Garden Inn Lenox Pittsfield
Hotel in Pittsfield MA
8.6
Very Good
From $174
From $174
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Indoor Pool  

Hotel near Ski Resorts

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

Heated Pool    Indoor Pool  

Dog Friendly Hotel

Hotel with Spa

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30 more hotels nearby!
Hampton Inn & Suites Berkshires-Lenox 2.6 mi from Pittsfield
Hotel in Lenox MA
8.7
Very Good
From $139
From $139
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Indoor Pool  

Hotel near Ski Resorts

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Lenox House with Screened Patio and Mountain View 2.9 mi from Pittsfield
Vacation Home in Lenox MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Charming Lenox Home View of October Mountain 2.9 mi from Pittsfield
Vacation Home in Lenox MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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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
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Heated Pool    Outdoor Pool  

Luxury Vacation Home

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Wheatleigh 7.1 mi from Pittsfield
Hotel in Lenox MA
9.2
Excellent
From $912
From $912
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Hotel with Parking

EV charging stations  

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Seven Hills Inn 7.2 mi from Pittsfield
Inn in Lenox MA
7.2
Good
From $166
From $166
Info Categories
Dog Friendly Inn

Inn with Swimming Pool

Heated Pool    Outdoor Pool  

Luxury Inn

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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
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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Pet-Friendly Canaan Home Near Queechy Lake! 8.7 mi from Pittsfield
Vacation Home in Canaan NY
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Vacation Home with Free Wi-Fi

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The Inn at Stockbridge 9.6 mi from Pittsfield
Bed & Breakfast in Stockbridge MA
10
Excellent
From $330
From $330
Info Categories
Dog Friendly Bed & Breakfast

Bed & Breakfast with Swimming Pool

Luxury Bed & Breakfast

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Berkshire Travel Lodge 10.1 mi from Pittsfield
Motel in Canaan NY
4.7
Rated
From $70
From $70
Info Categories
Dog Friendly Motel

Motel with Swimming Pool

Outdoor Pool  

Motel near Ski Resorts

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Country Charmer 10.8 mi from Pittsfield
Vacation Home in Lee MA
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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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  

Dog Friendly Hotel

Historic Hotel

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Berkshire Valley Inn 11.5 mi from Pittsfield
Inn in North Hancock MA
10
Excellent
From $102
From $102
Info Categories
Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Inn near Ski Resorts

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Thornewood Inn 15.5 mi from Pittsfield
Inn in Great Barrington MA
8.1
Very Good
From $280
From $280
Info Categories
Dog Friendly Inn

Inn with Swimming Pool

Outdoor Pool  

Inn near Ski Resorts

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Clatter Hall 16.6 mi from Pittsfield
Vacation Home in Spencertown NY
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home near Ski Resorts

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Stay Berkshires 17.2 mi from Pittsfield
Hotel in Williamstown MA
6.6
Rated
From $179
From $179
Info Categories
Dog Friendly Hotel

Hotel with Swimming Pool

Outdoor Pool  

Hotel near Ski Resorts

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Berkshire Vacation Rentals: Private Oasis: 16 Acres Pool 17.6 mi from Pittsfield
Vacation Home in Chatham NY
Info Categories
Dog Friendly Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Vacation Home with Free Wi-Fi

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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
Dog Friendly Inn

Inn with Swimming Pool

Heated Pool  

Inn with Rooms With Jacuzzi / Hot-tub

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Pool (32)
  •     Dog Friendly (32)
  •     Outdoor Pool (23)
  •     Heated Pool (9)
  •     Indoor Pool (4)
  •     Parking (21)
  •     Ski (19)
  •     3 Star (11)
  •     Free Wi-Fi (10)
  •     Luxury (9)
  •     Accessible (8)
  •     4 Star (8)
  •     Small (7)
  •     Gym (6)
  •     Honeymoon (6)
  •     Business (4)
  •     Romantic (4)
  •     Family (4)
  •     EV charging stations (3)
  •     Boutique-Style (3)
  •     Rooms with Fireplace (3)
  •     Spa (2)
  •     Sustainability Journey (2)
  •     5 Star (2)
  •     Golf (2)
  •     Historic (2)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Health & Safety (1)
  •     Tennis (1)
  •     Haunted (1)
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