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Pittsfield, MA Hotels & Motels | HotelGuides.com
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Hotels > US Hotels > Hotels in Massachusetts > Pittsfield Hotels & Motels

Hotels & Motels in or near Pittsfield, MA



Map of Pittsfield, MA Hotels and Motels
 
  • Best Western Berkshire Hills Inn & Suites Pittsfield
    1350 West Housatonic Street, Pittsfield, MA 01201 Call Us

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    Best Western Berkshire Hills Inn & Suites Pittsfield

    Check In1500
    Check Out1100

    Rated High
    • Midscale, smoke-free hotel
    • 4 miles west of Pittsfield
    • Near Pittsfield State Forest
    • 3 floors, 59 rooms and suites - elevator
    • No swimming pool
    • Exercise room
    • Microwave and refrigerator in every room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking - truck parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 630 reviews 
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  • Berkshire Inn Pittsfield
    150 West Housatonic Street, Pittsfield, MA 01201 Call Us

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    Dates
    Berkshire Inn Pittsfield

    Check In15 00
    Check Out11 00

    Rated Average
    • Midscale, smoke-free, downtown motel
    • 12 miles northwest of October Mountain State Park
    • 2 floors, 38 rooms - no elevator
    • Outdoor swimming pool open in summer
    • Free continental breakfast
    • Free WiFi
    • Free parking - truck parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 170 reviews 
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  • Holiday Inn & Suites Berkshires Pittsfield
    One West Street, Pittsfield, MA 01201 Call Us

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    Dates
    Holiday Inn & Suites Berkshires Pittsfield

    Check In15 00
    Check Out12 00

    Rated Average
    • Upper-midscale, smoke-free, full-service, downtown hotel
    • 12 miles Northwest of October Mountain State Park
    • Heated indoor swimming pool - exercise room
    • Restaurant - lounge - room service
    • Full-service spa
    • Free WiFi
    • Free parking
    • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 50 reviews 
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  • Hilton Garden Inn Pittsfield
    1032 South Street, Pittsfield, MA 46683 Call Us

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    Dates
    Hilton Garden Inn Pittsfield

    Check In15 00
    Check Out12 00

    Rated Very High
    • Upscale, smoke-free hotel
    • 3.5 miles south of downtown Pittsfield
    • 4 floors, 95 rooms
    • Indoor swimming pool - exercise room
    • Restaurant - lounge
    • Restaurant open for breakfast and dinner only
    • Microwave and refrigerator in every room
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 670 reviews 
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  • Hotel on North Pittsfield
    297 North Street, Pittsfield, MA 01201 Call Us

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    Dates
    Hotel on North Pittsfield

    Check In1600
    Check Out1100

    Rated Very High
    • Upscale, smoke-free, downtown hotel
    • 3 floors, 45 rooms and suites - elevator
    • No swimming pool
    • Restaurant - lounge
    • Restaurant open for lunch and dinner only
    • Free WiFi
    • Free parking
    • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 849 reviews 
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  • Hampton Inn & Suites Lenox
    445 Pittsfield Road, Lenox, MA 01240 Call Us 3.6 miles
    3.6 miles from Pittsfield

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    Dates
    Hampton Inn & Suites Lenox

    Check In15 00
    Check Out11 00

    Rated Very High
    • Upper-midscale, smoke-free hotel near Arrowhead Museum
    • 3 floors, 79 rooms and suites - elevator
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1151 reviews 
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  • Yankee Hotel Lenox
    461 Pittsfield Road, Lenox, MA 01240 Call Us 3.8 miles
    3.8 miles from Pittsfield

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    Dates
    Yankee Hotel Lenox

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free hotel near Tanglewood
    • Convenient to Bousquet Mountain
    • A Trademark Collection by Wyndham hotel
    • 3 floors, 96 rooms and suites - elevator
    • Heated indoor swimming pool - outdoor pool
    • Exercise room
    • Restaurant - lounge
    • Restaurant open for dinner only
    • Microwave and refrigerator in every room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking - truck parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 769 reviews 
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  • Howard Johnson Express Inn Lenox
    462 Pittsfield Road, Lenox, MA 01240 Call Us 3.8 miles
    3.8 miles from Pittsfield

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    Dates
    Howard Johnson Express Inn Lenox

    Check In1500
    Check Out1100

    Rated Average
    • Cheap motel near Tanglewood
    • 2 floors; 44 rooms, 1 suite - no elevator
    • Some smoking rooms
    • Outdoor swimming pool open in summer
    • Free continental breakfast
    • Free WiFi
    • Free parking - truck parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 475 reviews 
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  • Life House Hotel Berkshires Lenox
    194 Pittsfield Road, Lenox, MA 01240 Call Us 4.6 miles
    4.6 miles from Pittsfield

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    Dates
    Life House Hotel Berkshires Lenox

    Check In15 00
    Check Out11 00

    Rated Average
    • Upscale, smoke-free, full-service hotel
    • Near Kennedy Park
    • 2 floors, 59 rooms - no elevator
    • No swimming pool
    • Restaurant - lounge
    • Free WiFi
    • Free parking
    • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 14 reviews 
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  • Courtyard by Marriott Hotel Lenox
    70 Pittsfield Road, Lenox, MA 01240 Call Us 5 miles
    5 miles from Pittsfield

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    Dates
    Courtyard by Marriott Hotel Lenox

    Check In1500
    Check Out1100

    Rated High
    • Upscale, smoke-free hotel near Kennedy Park
    • 4 floors; 89 rooms, 3 suites
    • Indoor swimming pool - exercise room
    • Restaurant - lounge
    • Restaurant open for breakfast and dinner only
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 196 reviews 
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  • Dewey Inn Lenox
    7 Hubbard Street, Lenox, MA 01240 Call Us 6 miles
    6 miles from Pittsfield

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    Dates
    Dewey Inn Lenox

    Check In15 00
    Check Out11 00

    Rated Very High
    • Upscale, smoke-free bed and breakfast inn
    • Near Kennedy Park
    • 2 miles from Tanglewood
    • 3 floors, 11 rooms and suites - no elevator
    • No swimming pool
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 370 reviews 
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  • Whitlock Inn Lenox
    16 Church Street, Lenox, MA 01240 Call Us 7 miles
    7 miles from Pittsfield

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    Dates
    Whitlock Inn Lenox

    Check In15 00
    Check Out11 00

    Rated High
    • Upscale, smoke-free, historic bed and breakfast inn
    • Near Kennedy Park
    • 3 floors, 31 rooms and suites - no elevator
    • No swimming pool
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 72 reviews 
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  • Constance Inn Lenox
    11 Old Stockbridge Road, Lenox, MA 01240 Call Us 7 miles
    7 miles from Pittsfield

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    Dates
    Constance Inn Lenox

    Check In15 00
    Check Out11 00

    Rated High
    • Upscale, smoke-free bed and breakfast inn
    • Near Kennedy Park
    • 5 miles from Bousquet Mountain
    • 3 floors, 20 rooms and suites - no elevator
    • No swimming pool
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 236 reviews 
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  • Canyon Ranch Lenox
    165 Kemble Street, Lenox, MA 01240 Call Us 7 miles
    7 miles from Pittsfield

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    Dates
    Canyon Ranch Lenox

    Check In15 00
    Check Out12 00

    Rated Very High
    • Luxury, smoke-free, full-service hotel near downtown
    • 2 floors, 126 rooms and suites - elevator
    • Free shuttle to Albany Airport and Bradley Airport, CT
    • Heated indoor swimming pool - outdoor pool - exercise room
    • Restaurant - cafe
    • Free WiFi
    • Free parking
    • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 665 reviews 
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  • Vacation Village in the Berkshires Hancock
    276 Brodie Mountain Road, Hancock, MA 01237 Call Us 7 miles
    7 miles from Pittsfield

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    Dates
    Vacation Village in the Berkshires Hancock

    Check In16 00
    Check Out10 00

    Rated High
    • Midscale, smoke-free resort
    • 10 miles north of Pittsfield
    • 21 buildings - 2 and 3 floors, 364 1-bedroom units
    • No elevator
    • Heated indoor swimming pool - outdoor pool
    • Exercise room
    • Kitchen in every unit
    • Not pet friendly
  • Note: This resort charges an amenity fee of $30 per night - includes parking and WiFi.
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1352 reviews 
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  • Miraval Berkshires Resort & Spa Lenox
    55 Lee Road, Lenox, MA 01240 Call Us 8 miles
    8 miles from Pittsfield

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    Dates
    Miraval Berkshires Resort & Spa Lenox

    Check In15 30
    Check Out11 00

    Rated High
    • Luxury, smoke-free, full-service, adult-only, spa resort
    • 6 miles from Bousquet Mountain
    • A Hyatt property
    • 7 cottages - 2 floors, 100 rooms and suites
    • Note: Some buildings have elevator access
    • Free shuttle to Bradley Airport
    • Heated indoor swimming pool - outdoor pool
    • Fitness center
    • Yoga and wellness classes available
    • Restaurant - lounge - poolside bar - room service
    • Full-service spa
    • Golf course - tennis court
    • Not pet friendly
  • Note: Miraval is a digital device-free resort.
    Note: This resort charges an amenity fee of 23% per night - includes parking and WiFi.
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 395 reviews 
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  • Wheatleigh Hotel Lenox
    11 Hawthorne Road, Lenox, MA 01240 Call Us 8 miles
    8 miles from Pittsfield

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    Dates
    Wheatleigh Hotel Lenox

    Check In16 00
    Check Out12 00

    Rated Very High
    • Luxury, smoke-free, full-service hotel
    • In a 22-acre park - short walk to Tanglewood
    • Member of Leading Hotels of the World
    • Outdoor swimming pool - exercise room
    • 2 restaurants - lounge - room service
    • Free WiFi
    • Free parking
    • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 162 reviews 
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  • Jiminy Peak Mountain Resort Hancock
    37 Corey Road, Hancock, MA 01237 Call Us 8 miles
    8 miles from Pittsfield

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    Jiminy Peak Mountain Resort Hancock

    Check In16 00
    Check Out10 30

    Rated Average
    • Midscale, smoke-free, mountain resort
    • 2.5 miles from downtown Hancock
    • Hotel - 3 floors, 101 suites - elevator
    • Houses - 2 floors, 2-3 bedrooms - no elevator
    • Heated outdoor swimming pool - exercise room
    • Restaurant - lounge
    • Restaurant open for lunch and dinner only
    • Kitchen in every unit
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 259 reviews 
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  • Club Wyndham Bentley Brook Resort Hancock
    1 Corey Road, Hancock, MA 01237 Call Us 8 miles
    8 miles from Pittsfield

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    Dates
    Club Wyndham Bentley Brook Resort Hancock

    Check In16 00
    Check Out10 00

    Rated Very High
    • Upscale, smoke-free, ski-in/ski-out condos
    • At base of Jimmy Peak Ski Mountain
    • 4 floors, 138 1-bedroom and 2-bedroom condos
    • Heated indoor swimming pool - outdoor pool - exercise room
    • Kitchen in every condo
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 568 reviews 
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  • Black Swan Inn Lee
    435 Laurel Street, Lee, MA 01238 Call Us 9 miles
    9 miles from Pittsfield

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    Dates
    Black Swan Inn Lee

    Check In15 00
    Check Out11 00

    Rated Very High
    • Upscale, smoke-free lakefront motel
    • An Ascend Hotel Collection Member
    • 2 floors, 54 rooms - no elevator
    • No swimming pool
    • Exercise room
    • Restaurant
    • Restaurant open for lunch and dinner only
    • Free continental breakfast
    • Free WiFi
    • Free parking
    • Not pet friendly
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 850 reviews 
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HotelGuides made it easy to choose a hotel based on how far we wanted to get that day. Also liked being able to see the interstate interchange on the map to determine how far off the highway each hotel was.

- Marie Hunt
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Pittsfield Info

Pittsfield Group Hotel Rates

Hotels near Me

Nearby Attractions


Hotels near Mount Greylock State Reservation   7 miles north
Hotels near Tanglewood Music Center   8 miles SW
Hotels near Jiminy Peak Resort   8 miles north
Hotels near Lee Premium Outlets   11 miles south
Hotels near Shrine of The Divine Mercy   12 miles south
Hotels near Lebanon Valley Speedway   13 miles west
Hotels near Mount Greylock   14 miles north
Hotels near Williams College   18 miles north
Hotels near MASS MoCA – North Adams MA   19 miles north
Hotels near Ski Butternut   19 miles south
Hotels near Otis Ridge   19 miles SE
Hotels near Mohawk Trail State Forest   20 miles NE
Hotels near Berkshire East   22 miles NE
Hotels near Thunder Mountain Bike Park   22 miles NE
Hotels near Birch Hill Catering   24 miles west

Nearby Cities


Dalton MA Hotels   4.3 miles NE
Lanesborough MA Hotels   4.7 miles north
Lenox MA Hotels   7 miles south
Lee MA Hotels   10 miles south
West Stockbridge MA Hotels   10 miles SW
Stockbridge MA Hotels   12 miles south
Adams MA Hotels   14 miles NE
Cummington MA Hotels   18 miles east
Great Barrington MA Hotels   19 miles south
North Adams MA Hotels   19 miles north
Otis MA Hotels   19 miles SE
Charlemont MA Hotels   23 miles NE
Rensselaer NY Hotels   29 miles NW
Albany NY Hotels   29 miles NW
Troy NY Hotels   30 miles NW
How Do We Order Hotels?

On place pages like this, we order hotels from lowest cost to highest – except we list low-rated hotels at the bottom of the page.

Most of our competitors order these same hotels in other ways that make them more money.
How Do We Define Motel?

To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.

At hotels, on the other hand, you can enter your room only through a hall inside the building.
Book Group Reservations
Hotel Booking Tips
  1. Beware of non-refundable reservations that could cost you a lot of money if you change or cancel them. +Non-refundable reservations are a gamble that will usually save you less than $10. If you make a $90 non-refundable reservation instead of a $100 refundable booking, you are betting $90 to win $10. Would you do that in Las Vegas?
  2. Don't assume you can cancel a non-refundable reservation without penalty if you notify the hotel weeks or even months in advance. +Often you cannot – because some hotels' profit strategy is to get paid more than once for the same room for the same night.
  3. Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty?
    More >
  4. When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
  5. The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.



Pittsfield Hotels, Motels, Lodging, and Accommodations – Pittsfield, Massachusetts MA Mass, USA

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