Holiday homes & B&B in Pittsfield
Choose the right place for you
FACILITIES
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Wi-Fi
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Non Smoking Only
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Pets Allowed
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Pittsfield
We have selected the best vacation rentals in Pittsfield. Save money with Bluepillow by comparing the best deals from major travel websites in Pittsfield
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Pittsfield - United States
Berkshire Mountain Lodge
- Hotel
11.1 Exceptional (1138)Featuring an indoor swimming pool and a fitness centre, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge. A full kitchen, sofa bed and flat-screen cable TV ... -
Pittsfield - United States
Apartment Newly Remodeled Super Location
- 4 Guests 2Bedrooms
20 Exceptional (5)This apartment is located in Pittsfield. Berkshire Museum and Colonial Theater are cultural highlights, and some of the area's activities can be experienced at Bousquet Ski Area and Kennedy Park. The Bookstore ... -
Pittsfield - United States
Lakeside Berkshires Home Near Hiking and Skiing!
- 7 Guests 3Bedrooms
8 Fabulous (3)Situated 20 km from Cranwell Spa & Golf Club, 20 km from Tanglewood Musical Center and 28 km from Norman Rockwell Museum, Lakeside Berkshires Home Near Hiking and Skiing! features accommodation set in ... -
Pittsfield - United States
Available for Healthcare and long term stays welcome 3 miles from Hospital
- 4 Guests 1Bedroom
10 Exceptional (3)This apartment is located in Lanesborough. Crane Museum of Papermaking and Barrington Stage Company are cultural highlights, and some of the area's attractions include Berkshire Museum and Bousquet Ski ... -
Pittsfield - United States
MEMORIAL DAY WEEK THRU 6/30 AVAILABLE!!!
- 6 Guests 3Bedrooms
10 Exceptional (9)Located in Pittsfield, this condo is in the mountains. Arrowhead Museum and Herman Melville's Arrowhead are cultural highlights, and some of the area's attractions include Bousquet Ski Area and Berkshire ... -
Pittsfield - United States
Available for Winter Rental, Healthcare, Central
- 6 Guests 2Bedrooms
8.6 Fabulous (12)This apartment is located in Lanesborough. Crane Museum of Papermaking and Barrington Stage Company are cultural highlights, and some of the area's landmarks include Colonial Theater and Crane Museum of ... -
Pittsfield - United States
Condo Resort in Cultural Art Haven, Berkshire
- 4 Guests 1Bedroom
This condo is located in Pittsfield. Herman Melville's Arrowhead and Arrowhead Museum are cultural highlights, and travelers looking to shop may want to visit Guido's Marketplace and Lee Premium Outlets. ... -
Pittsfield - United States
Charming Apartment In Berkshire Victorian Home
- 8 Guests 3Bedrooms
8 Fabulous (9)Located in Pittsfield, this apartment is in the city center and in the mountains. Guido's Marketplace and Lee Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to ... -
Pittsfield - United States
Perfect for Winter Skiing!!
- 8 Guests 4Bedrooms
This condo is located in Pittsfield. Bousquet Ski Area and Kennedy Park are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Guido's Marketplace and Lee ... -
Pittsfield - United States
Charming Historic Home Close to Downtown and Skiing!
- 10 Guests 5Bedrooms
Situated in Pittsfield, 12 km from Tanglewood and 13 km from Cranwell Spa & Golf Club, Charming Historic Home Close to Downtown and Skiing! features air-conditioned accommodation with a patio and free ... -
Pittsfield - United States
Spacious Historic Home in the Berkshires!
- 9 Guests 5Bedrooms
8 Fabulous (1)Set in Pittsfield, 12 km from Tanglewood and 13 km from Cranwell Spa & Golf Club, Spacious Historic Home in the Berkshires! offers air-conditioned accommodation with a balcony and free WiFi. ... -
Pittsfield - United States
Serene Retreat in the Scenic Berkshire Mountains
- 4 Guests 1Bedroom
Located in Pittsfield, this condo is in the mountains. Arrowhead Museum and Herman Melville's Arrowhead are cultural highlights, and travelers looking to shop may want to visit Guido's Marketplace and ... -
Pittsfield - United States
Berkshire Mountainside Condo
- 8 Guests 3Bedrooms
This condo is located in Pittsfield. Guido's Marketplace and Lee Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore ... -
Pittsfield - United States
Cozy Renovated with 1 parking space
- 2 Guests 1Bedroom
This apartment is located in Pittsfield. Guido's Marketplace and Lee Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can ... -
Pittsfield - United States
Beautiful, Newly Renovated Apartment in a Great Location
- 2 Guests 1Bedroom
This apartment is located in Pittsfield. Berkshire Museum and Colonial Theater are cultural highlights, and some of the area's attractions include Bousquet Ski Area and The Bookstore. Berkshire Scenic ... -
Pittsfield - United States
Historical Colonial Near Down Town
- 2 Guests 1Bedroom
This apartment is located in Pittsfield. Berkshire Museum and Colonial Theater are cultural highlights, and some of the area's attractions include Bousquet Ski Area and The Bookstore. Berkshire Scenic ... -
Pittsfield - United States
Downtown Pittsfield Vacation Rental Near Hiking!
- 7 Guests 2Bedrooms
Situated in Pittsfield, 13 km from Cranwell Spa & Golf Club and 13 km from Tanglewood Musical Center, Downtown Pittsfield Vacation Rental Near Hiking! offers air conditioning. ... -
Pittsfield - United States
Pittsfield Home with Deck - 12 Mi to Jiminy Peak!
- 10 Guests 3Bedrooms
Set in Pittsfield in the Massachusetts region, Pittsfield Home with Deck - 12 Mi to Jiminy Peak! has a balcony. The property is located 19 km from Cranwell Spa & Golf Club, 19 km from Tanglewood Musical ... -
Pittsfield - United States
Cute Cape Cod Style Home
- 4 Guests 3Bedrooms
Located in Pittsfield and only 15 km from Tanglewood, Cute Cape Cod Style Home provides accommodation with garden views, free WiFi and free private parking. ... -
Pittsfield - United States
Berkshire Vacation Rentals: Chic Pittsfield Home With A View
- 6 Guests 3Bedrooms
Located in Pittsfield in the Massachusetts region, Berkshire Vacation Rentals: Chic Pittsfield Home With A View features a patio. Featuring sea and mountain views, this holiday home also has free WiFi. ...
Hotels in Pittsfield, our top selection just for you
Are you looking for hotels in Pittsfield? Here is a selection of the best hotels in Pittsfield
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Pittsfield - United States
Fairbridge Inn Express Pittsfield
- Hotel
5.5 Pleasant (745)Fairbridge Inn Express Pittsfield is located in the heart of Pittsfield near several major highways, including Route 90. This hotel offers easy access to Berkshire Opera Co. and Battle Brook Park. ... -
Pittsfield - United States
Hotel On North
- Hotel
12.6 Exceptional (1799)This charming hotel is in Pittsfield Area. Those who stay at this establishment can make good use of the wireless internet connection available at the public areas of the accomodation. Hotel On North offers ... -
Pittsfield - United States
Hampton Inn & Suites Berkshires-Lenox
- Hotel
12.1 Exceptional (3152)This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic Lenox town centre and features a variety of free amenities along with comfortable and modern ... -
Pittsfield - United States
The Yankee, Trademark Collection by Wyndham
- Hotel
11.5 Exceptional (3552)Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October ... -
Pittsfield - United States
Best Western Plus Berkshire Hills Inn & Suites
- Hotel
11 Exceptional (2945)Located off Route 20, this Pittsfield hotel is 3.6 miles from Lichtenstein Center for the Arts. The hotel features a hydromassage tub and a gym as well as traditional rooms with free WiFi. ... -
Pittsfield - United States
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
- Hotel
10 Exceptional (1863)Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts. We are 10 minutes driving time to many corporations such as General Dynamics, Lenco Armored ... -
Pittsfield - United States
Hilton Garden Inn Lenox Pittsfield
- Hotel
12.1 Exceptional (1829)Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodation in Pittsfield. The hotel has a fitness centre and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar. All ... -
Pittsfield - United States
Berkshire Inn
- Hotel
9.8 Exceptional (2286)Located in the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi. The Bousquet Ski Area is only an 8-minute drive away. ... -
Pittsfield - United States
Howard Johnson by Wyndham Lenox
- Hotel
9.8 Exceptional (2075)This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area. Howard Johnson Lenox offers an outdoor pool, mountain views and guest rooms with free Wi-Fi and cable TV. Rooms are furnished with ... -
Pittsfield - United States
Wagon Wheel Inn
- Hotel
9.3 Exceptional (1886)This Massachusetts motel offers rooms with free Wi-Fi and a 24-hour front desk. The motel is within a 5-minute drive of the Arrowhead Museum, former home of Herman Meville. ... -
Pittsfield - United States
Knights Inn Lenox
- Hotel
5.9 Pleasant (327)This hotel in Lenox, Massachusetts is a 10-minute drive to the Edith Wharton Estate-The Mount. The hotel has free Wi-Fi and on-site parking. Rooms at Knights Inn Lenox include cable TV, ironing facilities ... -
Pittsfield - United States
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Pittsfield - United States
Heart of the Berkshires Motel
- Hotel
8 Fabulous (1)Located in Pittsfield, within 15 km of Tanglewood Musical Center and 15 km of Tanglewood, Heart of the Berkshires Motel provides accommodation with a shared lounge and free WiFi as well as free private ... -
Pittsfield - United States
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Pittsfield - United States
Mountain Lodge Apt!
- Hotel
This resort is located in Pittsfield. Herman Melville's Arrowhead and Colonial Theater are local landmarks, and some of the area's attractions include Bousquet Ski Area and Berkshire Museum. The Bookstore ...
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Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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Farmstays in Pittsfield -
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Hotels in Pittsfield
The best hotels with swimming pool in Pittsfield
Book your relaxing holiday, by choosing the best deals at hotels with swimming pools in Pittsfield
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Pittsfield - United States
Fairbridge Inn Express Pittsfield
- Hotel
5.5 Pleasant (745)Fairbridge Inn Express Pittsfield is located in the heart of Pittsfield near several major highways, including Route 90. This hotel offers easy access to Berkshire Opera Co. and Battle Brook Park. ... -
Pittsfield - United States
Hotel On North
- Hotel
12.6 Exceptional (1799)This charming hotel is in Pittsfield Area. Those who stay at this establishment can make good use of the wireless internet connection available at the public areas of the accomodation. Hotel On North offers ... -
Pittsfield - United States
Hampton Inn & Suites Berkshires-Lenox
- Hotel
12.1 Exceptional (3152)This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic Lenox town centre and features a variety of free amenities along with comfortable and modern ... -
Pittsfield - United States
The Yankee, Trademark Collection by Wyndham
- Hotel
11.5 Exceptional (3552)Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October ... -
Pittsfield - United States
Best Western Plus Berkshire Hills Inn & Suites
- Hotel
11 Exceptional (2945)Located off Route 20, this Pittsfield hotel is 3.6 miles from Lichtenstein Center for the Arts. The hotel features a hydromassage tub and a gym as well as traditional rooms with free WiFi. ... -
Pittsfield - United States
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
- Hotel
10 Exceptional (1863)Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts. We are 10 minutes driving time to many corporations such as General Dynamics, Lenco Armored ... -
Pittsfield - United States
Hilton Garden Inn Lenox Pittsfield
- Hotel
12.1 Exceptional (1829)Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodation in Pittsfield. The hotel has a fitness centre and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar. All ... -
Pittsfield - United States
Berkshire Inn
- Hotel
9.8 Exceptional (2286)Located in the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi. The Bousquet Ski Area is only an 8-minute drive away. ... -
Pittsfield - United States
Howard Johnson by Wyndham Lenox
- Hotel
9.8 Exceptional (2075)This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area. Howard Johnson Lenox offers an outdoor pool, mountain views and guest rooms with free Wi-Fi and cable TV. Rooms are furnished with ... -
Pittsfield - United States
Wagon Wheel Inn
- Hotel
9.3 Exceptional (1886)This Massachusetts motel offers rooms with free Wi-Fi and a 24-hour front desk. The motel is within a 5-minute drive of the Arrowhead Museum, former home of Herman Meville. ... -
Pittsfield - United States
Knights Inn Lenox
- Hotel
5.9 Pleasant (327)This hotel in Lenox, Massachusetts is a 10-minute drive to the Edith Wharton Estate-The Mount. The hotel has free Wi-Fi and on-site parking. Rooms at Knights Inn Lenox include cable TV, ironing facilities ... -
Pittsfield - United States
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Pittsfield - United States
Heart of the Berkshires Motel
- Hotel
8 Fabulous (1)Located in Pittsfield, within 15 km of Tanglewood Musical Center and 15 km of Tanglewood, Heart of the Berkshires Motel provides accommodation with a shared lounge and free WiFi as well as free private ... -
Pittsfield - United States
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Pittsfield - United States
Mountain Lodge Apt!
- Hotel
This resort is located in Pittsfield. Herman Melville's Arrowhead and Colonial Theater are local landmarks, and some of the area's attractions include Bousquet Ski Area and Berkshire Museum. The Bookstore ...
B&Bs and holiday homes Pittsfield: the best accommodation solutions
Pittsfield is a very appreciated destination by the world's tourists. The 9,337 reviews written for all the accommodation in the area are the proof: 3,409 reviews with a score of 10.0 Excellent and 1,411 reviews with a score of 8.0 Very Good. Reading these opinions you can learn which are the best accommodations with the best reviews in Pittsfield.
The best solutions for accommodation available in the area are many. Over a total of 165 accommodation, it is possible to distinguish 119 apartments, 26 hotels, 2 b&bs, 89 independent homes, 13 villas and much more. Amongst these you will be able to find the best offers for the best solution for your needs, wether you decide to go alone, for a romantic get-away, or with a group of friends. The end goal is an unforgettable holiday in Pittsfield.
Every type of accommodation at this destination displays a range of services that will adapt perfectrly to your requests: Pets Allowed, Pool, Kitchen, Spa, Parking and much more. The choice is yours.
- Here you can find the best accommodation in Pittsfield
- The best apartments in Pittsfield
- The best B&Bs in Pittsfield
- The best hotels in Pittsfield
- The best independent houses in Pittsfield
- The best holiday farm houses in Pittsfield
- The best villas in Pittsfield
- The best low cost tariffs in Pittsfield
Pittsfield: How much does accommodation cost?
How much does holiday accommodation cost in Pittsfield? On average in Pittsfield it is possible to find accommodation solutions for an average cost of 243 pounds per night.
The main interest points and what to see in Pittsfield during your stay
The best accommodation in Pittsfield can be found near the main interest points.
Not far from the centre you can find 165 accommodation available with the best offers: 119 Apartments, 2 B&Bs, 26 Hotels, and much more.
Below you can find the best apartments near the centre.
Pittsfield: Which is the ideal month for a holiday?
Pittsfield: when to go? Whether you love the heat or the cold, if you're planning a trip here, it could be useful for you to know: July, has temperatures that can reach 26°C, it's the hottest month at this touristic destination. January instead is the coldest month, where temperatures can trop to -1°C.
