The 10 best hotels with parking in Pittsfield, US | Booking.com
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Hotels with Parking in Pittsfield

Find the hotels with parking that appeal to you the most

The best hotels with parking in Pittsfield

Check out our selection of great hotels with parking in Pittsfield

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Hotel on North

Hotel in Pittsfield

Located in Pittsfield and within 8.2 miles of Cranwell Spa & Golf Club, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property.

R
Richard
From
United States
Beautiful hotel with large, sunny, well-appointed rooms. Will definitely stay there again!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 191 reviews
Location 9.2
Price from
$179
1 night, 2 adults
Check availability

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hotel in Pittsfield

Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western...

T
Terry
From
United States
Breakfast was great. Staff friendly and knowledgeable…good location, will stay again next time we are in the area
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 10 reviews
Location 8.5
Price from
$141.55
1 night, 2 adults
Check availability

Berkshire Mountain Lodge

Pittsfield

Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge.

T
Tariq Abughofa
From
Canada
Good location, great facilities, place is well taken care of. Excellent housekeeping. The pool was warm and clean. Good place for a long stay.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 665 reviews
Location 8.9
Price from
$126.65
1 night, 2 adults
Check availability

Best Western Plus Berkshire Hills Inn & Suites

Hotel in Pittsfield

Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi.

C
Carlos
From
El Salvador
It's a very nice hotel, we stayed at the whirlpool suite and was exactly what we were looking for, very private, very clean. The dining area had many healthy choices to serve yourself a good a breakfast and it was included with the rate so even better!
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 305 reviews
Location 8.5
Price from
$98.39
1 night, 2 adults
Check availability

Heart of the Berkshires Motel

Pittsfield

Located in Pittsfield, within 9.2 miles of Tanglewood Musical Center and 9.4 miles of Tanglewood, Heart of the Berkshires Motel provides accommodations with a shared lounge and free WiFi as well as...

H
Heidi
From
United States
Perfect for retreat in woods. Quiet and relaxing. Good for short break before traveling again. Cute wooden lodge has bedroom in country theme style and bathroom s cute. Nice huge yard in back w good view.
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 179 reviews
Location 8.4
Price from
$105.44
1 night, 2 adults
Check availability

Hilton Garden Inn Lenox Pittsfield

Hotel in Pittsfield

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar.

M
Mohie-Eldin
From
United States
The whole hotel was very nice and our room was especially great. It was so spacious, even the bathroom, which was well appointed and conveniently set up. We ate at Jae's on our second night and the food was great. It was especially nice not to have to leave the hotel for dinner as the weather was cold and rainy that evening. I would love to stay here again to check out even more of the Berkshires on another trip!
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 130 reviews
Location 8.4
Price from
$150.92
1 night, 2 adults
Check availability

The Central Downtown Inn Suites

Hotel in Pittsfield

Located in Pittsfield, within 7.7 miles of Cranwell Spa & Golf Club and 7.9 miles of Tanglewood Musical Center, The Central Downtown Inn Suites provides accommodations with a terrace and free WiFi...

M
Mcleod
From
United States
Beautiful and spacious layout. The mattress was unexpectedly great! We ate dinner in second night there.
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 119 reviews
Location 8.4
Price from
$109
1 night, 2 adults
Check availability

Berkshire Inn

Pittsfield

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.

D
Dan
From
United States
Perfect place to stay clean comfortable relaxing
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 400 reviews
Location 8.2
Price from
$79.99
1 night, 2 adults
Check availability

The Cornell Inn, Lenox & The Berkshires

Lenox (Near Pittsfield)

Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee...

G
Giuliana
From
United States
We loved the breakfast, welcome drinks (the apple cider was delicious and all of the little details in the room (bottle of wine, make up towel, log for the fire). The service was great and everyone was very friendly.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 574 reviews
Location 9.5
Price from
$127.68
1 night, 2 adults
Check availability

Berkshires Untold

Lenox (Near Pittsfield)

Located in Lenox, 3.4 miles from Cranwell Spa & Golf Club, Berkshires Untold has accommodations with a shared lounge, free private parking, a terrace and a restaurant.

j
joseph
From
United States
Quiet, great location, beautiful decorated very clean. Bathrooms were wonderful extremely comfortable bed. Staff was very very nice..
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 504 reviews
Location 8.7
Price from
$140.72
1 night, 2 adults
Check availability
All hotels with parking in Pittsfield

Looking for a hotel with parking?

One of the biggest headaches when driving to your hotel is finding a decent place to park, but these properties are here to ease your pain. Options range from safe, underground garages, to secure spots within walking distance of the hotel.

Most booked hotels with parking in Pittsfield and surrounding area in the past month

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Save money on parking in Pittsfield and nearby – budget options available

  • Howard Johnson by Wyndham Lenox

    Lenox
    Budget options available
    Scored out of 10, guest rating 6.9
    Pleasant - What previous guests thought, 305 reviews

    Featuring a garden, Howard Johnson by Wyndham Lenox is located in Lenox in the Massachusetts region, 4.6 miles from Cranwell Spa & Golf Club and 4.8 miles from Tanglewood Musical Center.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Elegant Pittsfield Home Near Downtown and Skiing! is located in Pittsfield, just 7.9 miles from Tanglewood Musical Center and 8 miles from Tanglewood.

  • Spacious Historic Home in the Berkshires! is located in Pittsfield, just 7.7 miles from Cranwell Spa & Golf Club and 7.8 miles from Tanglewood Musical Center.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Berkshire Vacation Rentals: Chic Pittsfield Home With A View is located in Pittsfield, just 7.2 miles from Cranwell Spa & Golf Club and 7.3 miles from Tanglewood Musical Center.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Pittsfield Home with Deck - 12 Mi to Jiminy Peak! is located in Pittsfield, just 12 miles from Tanglewood Musical Center and 12 miles from Tanglewood.

  • Lakeside Berkshires Home Near Hiking and Skiing! is located in Lanesborough, just 12 miles from Tanglewood Musical Center and 13 miles from Tanglewood.

  • Scored out of 10, guest rating 6.9
    Pleasant - What previous guests thought, 15 reviews

    This Lanesboro, Massachusetts motel is located less than 1 mile from Pontoosuc Lake and features free Wi-Fi access and cable TV in every room. Balance Rock State Park is 2 miles away.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 3 reviews

    3.7 miles from Tanglewood Musical Center in Lenox, Beautiful Lenox Home, 3 Mi to Shakespeare and Co! provides accommodations with access to a spa center.

Enjoy breakfast in Pittsfield and nearby

  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 788 reviews

    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...

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 219 reviews

    This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic downtown Lenox and features a variety of free amenities along with comfortable and modern...

  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 6 reviews

    Element Lenox Berkshires in Lenox features 3-star accommodations with a terrace and a bar. Offering a restaurant, the property also has free bikes, as well as an indoor pool and a fitness center.

  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 110 reviews

    Located in Lenox, 2.9 miles from Cranwell Spa & Golf Club, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 570 reviews

    Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee...

  • Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 22 reviews

    This resort offers yoga classes on Saturday and Sunday. Tanglewood Musical Center, an entertainment venue, is 5 minutes’ drive away from this tranquil property.

FAQ about hotels with parking in Pittsfield

Hotels with Parking That Guests Love in Pittsfield

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  • Berkshire Mountain Lodge

    Hotel with Parking in Pittsfield
    Avg. price/night: $258.75
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 662 reviews
    great location for access to all of Berkshires. VERY clean and well kept facility. Staff if excellent and available. Kitchen is stocked with sparkling clean pots and pans. Plenty of parking
    Guest review by
    Gayle
    Young couple

  • Best Western Plus Berkshire Hills Inn & Suites

    Hotel with Parking in Pittsfield
    Avg. price/night: $118.67
    Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 307 reviews
    Bed comfortable Room size, incl. reading chair Nice staff at the reception Parking Breakfast was good Free tea and coffee all day long
    Guest review by
    Farina
    Travelers with friends

  • Hotel on North

    Hotel with Parking in Pittsfield
    Avg. price/night: $204.41
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 191 reviews
    Love this beautiful old building that they turned into a hotel. The room was spacious and the bathroom was huge. Love that they have free parking also.
    Guest review by
    susan
    Family with young children

  • Hotel on North

    Hotel with Parking in Pittsfield
    Avg. price/night: $204.41
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 191 reviews
    The room was a good size, well equipped with lovely wooden floors.The bed and pillows were extremely comfortable. There is secure parking at the rear of the building.
    Guest review by
    Janet
    Young couple

  • Hotel on North

    Hotel with Parking in Pittsfield
    Avg. price/night: $204.41
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 191 reviews
    Great location on Main Street North Adams. Charming characterful hotel with free parking. Spacious comfortable room.
    Guest review by
    Clare
    Young couple

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