Hotels in Pittsfield, Massachusetts

  • Overview

    Pittsfield is a charming town located in Berkshire County, Massachusetts, in the United States of America. Nestled in the beautiful Berkshire Mountains, it offers a picturesque setting and a rich history. The town is known for its vibrant arts scene, stunning landscapes, and a myriad of recreational activities for nature enthusiasts.

  • When to visit

    The best time to visit Pittsfield is during the summer months from June to August when the weather is pleasant, and the outdoor recreational activities are at their peak. The fall season, from September to November, is also a popular time to visit as the foliage turns vibrant shades of red, orange, and yellow, creating a breathtaking backdrop. Winter enthusiasts can enjoy skiing and snowboarding in the nearby ski resorts during the snowy months.

  • Reasons to Visit

    There are plenty of reasons to visit Pittsfield. Outdoor enthusiasts can explore the many hiking trails in the nearby mountains, go fishing or boating in the serene lakes, or take leisurely walks in the scenic parks. History buffs can explore the historic sites and museums such as the Hancock Shaker Village, which offers a glimpse into the Shaker lifestyle. Pittsfield also hosts numerous cultural events, including concerts, theater productions, and art exhibitions, making it a haven for art and music lovers.

  • Nearby Attractions

  • Hancock Shaker Village

    Explore the preserved 19th-century Shaker village, complete with historic buildings, demonstrations, and exhibits showcasing the Shaker lifestyle.

  • Berkshire Museum

    Immerse yourself in the art, history, and natural science exhibits of the Berkshire Museum, featuring a diverse collection of artifacts and interactive displays.

  • Pittsfield State Forest

    Discover the beauty of Pittsfield State Forest, a vast expanse of wooded trails, scenic viewpoints, and a serene lake perfect for hiking, camping, picnicking, and fishing.

  • Barrington Stage Company

    Catch a captivating theatrical performance at the Barrington Stage Company, known for its high-quality productions and talented actors.

  • Hotels

  • 26 Church Street

    - Make yourself at home in one of the 2 air-conditioned guestrooms. Bathrooms with showers are provided. Next available price is on . 26 Church Street

  • 33 Main

    - Stay in one of 8 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms Next available price is on . 33 Main

  • 67 Church Street

    - Make yourself at home in one of the air-conditioned rooms featuring flat-screen televisions. Cable television is provided for your entertainment. Bathrooms feature bathtubs or showers, complimentary t Next available price is on . 67 Church Street

  • Berkshire Vacation Rentals: Chic Pittsfield Home With A View

    - Featuring air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Chic Pittsfield Home With A View is set in Pittsfield. Both free WiFi and parking on-site are available at the holiday Next available price is on . Berkshire Vacation Rentals: Chic Pittsfield Home With A View

  • Best Western Plus Berkshire Hills Inn & Suites

    - Make yourself at home in one of the 59 individually decorated guestrooms, featuring refrigerators and microwaves. 37-inch LCD televisions with digital programming provide entertainment, while complime Next available price is on . Best Western Plus Berkshire Hills Inn & Suites

  • Courtyard by Marriott Lenox Berkshires

    - Make yourself at home in one of the 89 guestrooms featuring refrigerators and Smart televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for yo Next available price is 178.96 on Sept. 15, 2025. Courtyard by Marriott Lenox Berkshires

  • FairBridge Inn Express

    - Make yourself at home in one of the 45 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available fo Next available price is on . FairBridge Inn Express

  • Garden Gables Inn

    - Make yourself at home in one of the 15 individually decorated guestrooms, featuring iPod docking stations and flat-screen televisions. Your pillowtop bed comes with down comforters and premium bedding Next available price is on . Garden Gables Inn

  • Hampton Inn & Suites Berkshires-Lenox

    - Make yourself at home in one of the 79 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wired and wireless internet access keeps you connected, and cable programming provide Next available price is 151.05 on Sept. 16, 2025. Hampton Inn & Suites Berkshires-Lenox

  • Hampton Terrace Inn

    - Make yourself at home in one of the 14 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your Next available price is on . Hampton Terrace Inn

  • Hilton Garden Inn Lenox Pittsfield

    - Make yourself at home in one of the 95 guestrooms featuring refrigerators and LCD televisions. Wired and wireless internet access is complimentary, while MP3 docking stations and premium TV channels a Next available price is 211.85 on Sept. 15, 2025. Hilton Garden Inn Lenox Pittsfield

  • Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

    - Make yourself at home in one of the 179 guestrooms featuring refrigerators and microwaves. Wired and wireless internet access is complimentary, while 32-inch flat-screen televisions with digital progr Next available price is 132.31 on Sept. 15, 2025. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

  • Howard Johnson by Wyndham Lenox

    - Make yourself at home in one of the 42 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available fo Next available price is 75.05 on Sept. 15, 2025. Howard Johnson by Wyndham Lenox

  • Restored 1881 Farm House

    - Located in Lenox, 5.2 km from Tanglewood and 5.5 km from Cranwell Spa & Golf Club, Restored 1881 Farm House provides air-conditioned accommodation with a terrace and free WiFi. Guests staying at this Next available price is on . Restored 1881 Farm House

  • The Central Downtown Inn & Suites

    - Make yourself at home in one of the 26 individually furnished guestrooms, featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable progra Next available price is on . The Central Downtown Inn & Suites

  • The Yankee, Trademark Collection by Wyndham

    - Make yourself at home in one of the 96 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is a Next available price is 127.49 on Sept. 15, 2025. The Yankee, Trademark Collection by Wyndham

  • Wagon Wheel Inn

    - Make yourself at home in one of the 18 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless Next available price is on . Wagon Wheel Inn

  • Whistler's Inn Bed & Breakfast

    - Make yourself at home in one of the 14 individually decorated guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms with shower/tub combinations feat Next available price is on . Whistler's Inn Bed & Breakfast
  1. All hotels
  2. North America
  3. United States of America
  4. Massachusetts
  5. Pittsfield

18 hotels in Pittsfield