Hotels in Stockbridge, Berkshire County

  • Overview

    Stockbridge is a picturesque town nestled in the Berkshire Mountains of western Massachusetts, United States. Known for its natural beauty and historic charm, Stockbridge offers visitors a tranquil retreat in a breathtaking setting. The town is rich in history and has been a source of inspiration for artists and writers for centuries.

  • When to visit

    The best time to visit Stockbridge is during the fall season when the foliage turns vibrant shades of red, orange, and yellow. This is a particularly beautiful time to explore the surrounding nature trails and witness the stunning autumn colors. Summer is also a popular time to visit, as the town hosts various festivals and outdoor events.

  • Reasons to Visit

    There are many reasons to visit Stockbridge. The town is home to numerous art galleries, boutique shops, and restaurants, making it a perfect destination for art enthusiasts and food lovers. Stockbridge is also famous for its cultural attractions, including the renowned Norman Rockwell Museum and the Tanglewood Music Center, which hosts world-class music performances. Nature lovers will appreciate the town's scenic hiking trails, pristine lakes, and charming countryside.

  • Nearby Attractions

  • Norman Rockwell Museum

    The Norman Rockwell Museum is a must-visit attraction for art enthusiasts. It showcases the works of the beloved American illustrator, Norman Rockwell, known for his iconic Saturday Evening Post covers. The museum features a comprehensive collection of Rockwell's paintings, including his famous portrayals of everyday American life.

  • Tanglewood Music Center

    The Tanglewood Music Center is a world-renowned music venue where visitors can enjoy exceptional classical music performances. Set amidst stunning landscapes, the center hosts concerts by the renowned Boston Symphony Orchestra and other acclaimed musicians. The amphitheater and lush grounds make it a delightful place to relax and immerse oneself in the beauty of music.

  • Berkshire Botanical Garden

    The Berkshire Botanical Garden is a tranquil oasis that showcases a diverse range of plants and flowers. Visitors can explore the garden's beautiful landscapes, themed gardens, and educational exhibits. The garden also hosts various events and workshops throughout the year, making it an ideal spot for nature lovers and gardening enthusiasts.

  • Chesterwood

    Chesterwood is a historic house and studio of the renowned sculptor Daniel Chester French, best known for creating the statue of Abraham Lincoln at the Lincoln Memorial in Washington, D.C. The property features extensive gardens, walking trails, and French's original studio. Visitors can learn about French's artistic process and admire his sculptures amidst the picturesque surroundings.

  • 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

  • Beautiful House In The Woods Huge Yard Hot Tub

    - Boasting air-conditioned accommodation with a patio, Beautiful House In The Woods Huge Yard Hot Tub is situated in Great Barrington. Both free WiFi and parking on-site are accessible at the holiday ho Next available price is on . Beautiful House In The Woods Huge Yard Hot Tub

  • Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires

    - Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires is set in Stockbridge. The property is around 11 km from Cranwell Spa & Next available price is on . Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires

  • Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now

    - Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now is situated in West Stockbridge. Both free WiFi and parking on-site are a Next available price is on . Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now

  • Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods

    - Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods is set in West Stockbridge. Both free WiFi and parking on-site are ac Next available price is on . Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods

  • Brook Farm Inn

    - Make yourself at home in one of the 15 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include ceiling fans, as well as phones with Next available price is on . Brook Farm Inn

  • Chesapeake Inn of Lenox

    - Make yourself at home in one of the 4 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms with shower/tub combinations feature comp Next available price is on . Chesapeake Inn of Lenox

  • Classic Stockbridge Cottage

    - Featuring air-conditioned accommodation with a patio, Classic Stockbridge Cottage is located in Stockbridge. Both free WiFi and parking on-site are available at the holiday home free of charge. The pr Next available price is on . Classic Stockbridge Cottage

  • Devonfield Inn B&B

    - Make yourself at home in one of the 11 air-conditioned rooms featuring flat-screen televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming provides ent Next available price is on . Devonfield Inn B&B

  • Econo Lodge Lee - Great Barrington

    - Make yourself at home in one of the 28 air-conditioned rooms featuring refrigerators and microwaves. Rooms have private balconies. Complimentary wireless internet access keeps you connected, and cable Next available price is 80.74 on Sept. 17, 2025. Econo Lodge Lee - Great Barrington

  • Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

    - Make yourself at home in one of the 93 guestrooms featuring refrigerators and microwaves. Wired and wireless internet access is complimentary, while 49-inch flat-screen televisions with cable programm Next available price is 189.05 on Sept. 17, 2025. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

  • 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

  • Granville House

    - Make yourself at home in one of the 5 individually decorated guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms have hair dryers and bathrobes. Co Next available price is on . Granville House

  • 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

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

    - Make yourself at home in one of the 334 air-conditioned rooms featuring refrigerators and microwaves. Rooms have private balconies or patios. Flat-screen televisions are provided for your entertainmen Next available price is 164.62 on Sept. 17, 2025. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

  • Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

    - Make yourself at home in one of the 78 air-conditioned rooms featuring microwaves and flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wired and wireless internet Next available price is 157.07 on Sept. 18, 2025. Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

  • Jacob's Tanglewood Ranch

    - Make yourself at home in one of the air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Next available price is on . Jacob's Tanglewood Ranch

  • Lakehouse 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 . Lakehouse Inn

  • Lantern House Motel

    - Make yourself at home in one of the 14 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for Next available price is on . Lantern House Motel

  • Monument Mountain Motel

    - Make yourself at home in one of the 17 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wired and wireless internet access keeps you connected, and cable programming provide Next available price is on . Monument Mountain Motel

  • Morgan's Millhouse (Front)

    - Located in Great Barrington in the Massachusetts region, Morgan's Millhouse (Front) has a patio. The air-conditioned accommodation is 6 km from Norman Rockwell Museum, and guests can benefit from on-s Next available price is on . Morgan's Millhouse (Front)

  • Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing

    - Featuring air-conditioned accommodation with a private pool, Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing is set in Lee. The property is around 7.8 km Next available price is on . Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing

  • Quality Inn

    - Make yourself at home in one of the 49 guestrooms featuring refrigerators. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathro Next available price is 110.29 on Sept. 17, 2025. Quality Inn

  • 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

  • Tanglewood Suites

    - Make yourself at home in one of the 2 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with premium TV channels are provided, while complimentary wireless internet Next available price is on . Tanglewood Suites

  • The Cottage

    - Situated in Stockbridge, just 3.3 km from Norman Rockwell Museum, The Cottage features beachfront accommodation with a private beach area, a garden, a tennis court and free WiFi. The air-conditioned a Next available price is on . The Cottage

  • The Gatehouse on Golden Hill

    - Located in Lee, 7.2 km from Tanglewood and 7.5 km from Tanglewood Musical Center, The Gatehouse on Golden Hill offers air conditioning. Housed in a building dating from 2008, this holiday home is 13 k Next available price is on . The Gatehouse on Golden Hill

  • The Inn at Stockbridge

    - Make yourself at home in one of the 14 air-conditioned rooms featuring flat-screen televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming provides ent Next available price is on . The Inn at Stockbridge

  • The Ponds at Foxhollow by Capital Vacations

    - Make yourself at home in one of the 48 air-conditioned rooms featuring fireplaces. Rooms have private balconies or patios. Kitchens are outfitted with refrigerators and microwaves. Complimentary wirel Next available price is on . The Ponds at Foxhollow by Capital Vacations

  • The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

    - Make yourself at home in one of the 8 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private Next available price is on . The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

  • The Tower Unit

    - Make yourself comfortable in this apartment, which has a kitchen. A flat-screen television with cable programming provides entertainment, while complimentary wireless internet access keeps you connect Next available price is on . The Tower Unit

  • Too Good AKA 2 Goodrich St

    - Set in Stockbridge, 10 km from Cranwell Spa & Golf Club and 11 km from Tanglewood Musical Center, Too Good AKA 2 Goodrich St offers a garden and air conditioning. The property is located 11 km from Ta Next available price is on . Too Good AKA 2 Goodrich St

  • Travelodge by Wyndham Great Barrington Berkshires

    - Make yourself at home in one of the 29 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is availabl Next available price is 71.69 on Sept. 17, 2025. Travelodge by Wyndham Great Barrington Berkshires

  • Wheatleigh

    - Make yourself at home in one of the 19 individually decorated guestrooms, featuring iPod docking stations and Smart televisions. Complimentary wireless internet access keeps you connected, and digital Next available price is on . Wheatleigh

  • 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
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37 hotels in Stockbridge