4 Star Hotels in Berkshire
Showing 23 hotels in Berkshire
Harbour House Inn B&B
Seven Hills Inn
Seven Hills Inn Location
With a stay at Seven Hills Inn in Lenox, you'll be a 3-minute walk from The Mount and a 3-minute drive from Shakespeare and Company. This hotel is 3 mi (4.8 km) from Tanglewood Music Center and 4.5 mi (7.2 km) from Lee Premium Outlets.
Seven Hills Inn Facility and Service
Take advantage of recreation opportunities such as bicycles to rent or take in the view from a terrace and a garden. Additional features at this hotel include complimentary wireless internet access, concierge services, and wedding services.
Seven Hills Inn Rooms
Make yourself at home in one of the 45 air-conditioned guestrooms. Satellite television is provided for your entertainment. Private bathrooms have deep soaking bathtubs and complimentary toiletries. Conveniences include coffee/tea makers and irons/ironing boards, as well as phones with free local calls.
Restaurant and Cafe
A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:00 AM.
See detailsWith a stay at Seven Hills Inn in Lenox, you'll be a 3-minute walk from The Mount and a 3-minute drive from Shakespeare and Company. This hotel is 3 mi (4.8 km) from Tanglewood Music Center and 4.5 mi (7.2 km) from Lee Premium Outlets.
Seven Hills Inn Facility and Service
Take advantage of recreation opportunities such as bicycles to rent or take in the view from a terrace and a garden. Additional features at this hotel include complimentary wireless internet access, concierge services, and wedding services.
Seven Hills Inn Rooms
Make yourself at home in one of the 45 air-conditioned guestrooms. Satellite television is provided for your entertainment. Private bathrooms have deep soaking bathtubs and complimentary toiletries. Conveniences include coffee/tea makers and irons/ironing boards, as well as phones with free local calls.
Restaurant and Cafe
A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:00 AM.
“Worth it”
Holiday Inn & Suites PITTSFIELD-BERKSHIRES by IHG
Welcome to the new Holiday Inn & SuitesLocated in downtown Pittsfield, Massachusetts, the Holiday Inn & Suites features a modern design throughout the hotel and all the essential amenities guests need when traveling. The hotel is located within minutes of area businesses, including Berkshire Health Systems, SABIC, General Dynamics, Wayfair and major attractions, ensuring a convenient location for all travelers.From perusing the halls of the renowned Norman Rockwell Museum to touring Hancock Shaker Village, you'll find plenty of great attractions near our property. The world-famous Williamstown Theatre Festival and Tanglewood Music Festival call the Berkshires of Western Massachusetts home. Our hotel's guests won't want to miss Colonial Theatre performances, just across the street.With 12,000 sq ft of diverse banquet space which can accommodate events from 5 to 1,000 guests the Holiday Inn & Suites is the largest event facility in the Berkshires and provides unbeatable service weather you are hosting your wedding reception or corporate conference with us. Savvy travelers looking for a comfortable stay appreciate our amenities which include hotel-wide free Wi-Fi access and Fitness Center, indoor pool, guest laundry, and Elle Day Spa.Need to stay more than a few days? Don't forget to ask us about our new long term stay suites.We look forward to your visit!
See detailsBerkshires Untold
Berkshires Untold is a thoughtfully reimagined boutique hotel nestled in the heart of Western Massachusetts. Set against the natural beauty of the Berkshires, the property blends historic character with modern design, offering a soulful retreat for travelers seeking art, culture, and quiet inspiration. Guests are steps away from iconic attractions like Tanglewood, Mass MoCA, and the Appalachian Trail, while enjoying elevated comforts, local touches, and an atmosphere that celebrates creativity and curiosity. Whether you're here for a weekend escape or a longer stay, Berkshires Untold invites you to slow down, explore deeply, and experience the region with fresh perspective.
See detailsClub Wyndham Bentley Brook
Located at the base of Jiminy Peak, this mountainside resort offers direct ski-in/ski-out access for winter sports enthusiasts. The property provides a family-friendly retreat with extensive facilities for year-round recreation. Guests can enjoy both indoor and outdoor swimming pools, relax in a hot tub or sauna, or make use of the on-site tennis courts. The resort also features a fitness centre, an arcade and games room, and a movie theatre. Accommodation options include studios and one- or two-bedroom suites, all equipped with full kitchens, private balconies or patios, and complimentary Wi-Fi. For dining, there is a casual on-site restaurant and a picnic area with barbecue facilities. The hotel is just a one-minute walk from Jiminy Peak Mountain Resort and a three-minute walk from the Mountain Coaster.
See detailsGorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury
Devonfield Inn
Doctor Sax House
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Location
When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a 5-minute drive of Berkshire Botanical Garden and Norman Rockwell Museum. This golf bed & breakfast is 2.2 mi (3.5 km) from Naumkeag Museum and 2.5 mi (4 km) from National Shrine of the Divine Mercy.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Facility and Service
Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. This Colonial bed & breakfast also features complimentary wireless internet access, concierge services, and wedding services.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Rooms
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 bathrooms with separate bathtubs and showers feature complimentary toiletries and hair dryers. Conveniences include a turndown service and ceiling fans, and housekeeping is provided daily.
Restaurant and Cafe
A complimentary continental breakfast is served daily from 8:30 AM to 10 AM.
See detailsWhen you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a 5-minute drive of Berkshire Botanical Garden and Norman Rockwell Museum. This golf bed & breakfast is 2.2 mi (3.5 km) from Naumkeag Museum and 2.5 mi (4 km) from National Shrine of the Divine Mercy.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Facility and Service
Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. This Colonial bed & breakfast also features complimentary wireless internet access, concierge services, and wedding services.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Rooms
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 bathrooms with separate bathtubs and showers feature complimentary toiletries and hair dryers. Conveniences include a turndown service and ceiling fans, and housekeeping is provided daily.
Restaurant and Cafe
A complimentary continental breakfast is served daily from 8:30 AM to 10 AM.
The Williams Inn
The Williams Inn Location
Located in Williamstown, The Williams Inn is just steps from Williams College and 11 minutes by foot from The Clark Art Institute. This hotel is 0.6 mi (1 km) from Sterling and Francine Clark Art Institute and 5.4 mi (8.6 km) from Massachusetts Museum of Contemporary Art.
The Williams Inn Facility and Service
Take advantage of recreation opportunities such as a fitness center or take in the view from a terrace and a garden. This hotel also features complimentary wireless internet access, concierge services, and gift shops/newsstands.
The Williams Inn Rooms
Make yourself at home in one of the 64 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access is available to keep you connected. Private bathrooms with bathtubs or showers feature hair dryers and bathrobes. Conveniences include safes and desks, and housekeeping is provided daily.
Restaurant and Cafe
Satisfy your appetite with American cuisine at The Barn Kitchen & Bar, a restaurant where you can enjoy drinks at the bar/lounge, take in the garden view, or dine alfresco. Dining is also available at the coffee shop/cafe.
See detailsLocated in Williamstown, The Williams Inn is just steps from Williams College and 11 minutes by foot from The Clark Art Institute. This hotel is 0.6 mi (1 km) from Sterling and Francine Clark Art Institute and 5.4 mi (8.6 km) from Massachusetts Museum of Contemporary Art.
The Williams Inn Facility and Service
Take advantage of recreation opportunities such as a fitness center or take in the view from a terrace and a garden. This hotel also features complimentary wireless internet access, concierge services, and gift shops/newsstands.
The Williams Inn Rooms
Make yourself at home in one of the 64 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access is available to keep you connected. Private bathrooms with bathtubs or showers feature hair dryers and bathrobes. Conveniences include safes and desks, and housekeeping is provided daily.
Restaurant and Cafe
Satisfy your appetite with American cuisine at The Barn Kitchen & Bar, a restaurant where you can enjoy drinks at the bar/lounge, take in the garden view, or dine alfresco. Dining is also available at the coffee shop/cafe.
“Great deal”
The Inn at Stockbridge
33 Main
33 Main Location
With a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Lenox Library. This bed & breakfast is 0.4 mi (0.7 km) from Berkshire Performing Arts Center and 0.4 mi (0.7 km) from Ventfort Hall Mansion and Gilded Age Museum.
33 Main Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and a fireplace in the lobby.
33 Main Rooms
Make yourself at home in one of the 8 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include portable fans and irons/ironing boards, and housekeeping is provided daily.
Restaurant and Cafe
A complimentary full breakfast is served daily from 8:30 AM to 10:00 AM.
See detailsWith a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Lenox Library. This bed & breakfast is 0.4 mi (0.7 km) from Berkshire Performing Arts Center and 0.4 mi (0.7 km) from Ventfort Hall Mansion and Gilded Age Museum.
33 Main Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and a fireplace in the lobby.
33 Main Rooms
Make yourself at home in one of the 8 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include portable fans and irons/ironing boards, and housekeeping is provided daily.
Restaurant and Cafe
A complimentary full breakfast is served daily from 8:30 AM to 10:00 AM.
Berkshire Vacation Rentals: High End Berkshires Getaway
Lakehouse Inn
Lakehouse Inn Location
With a stay at Lakehouse Inn in Lee, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store. This beach bed & breakfast is 1.3 mi (2.1 km) from Wyndhurst Golf & Club and 1.5 mi (2.4 km) from Animagic Museum of Animation.
Lakehouse Inn Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and a picnic area.
Lakehouse Inn Rooms
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 entertainment. Bathrooms have showers and complimentary toiletries. Housekeeping is provided daily, and irons/ironing boards can be requested.
Restaurant and Cafe
Grab a bite from the snack bar/deli, or stay in and take advantage of the bed & breakfast's room service (during limited hours). A complimentary full breakfast is served on weekdays from 8:30 AM to 9:30 AM and on weekends from 8:00 AM to 10:00 AM.
See detailsWith a stay at Lakehouse Inn in Lee, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store. This beach bed & breakfast is 1.3 mi (2.1 km) from Wyndhurst Golf & Club and 1.5 mi (2.4 km) from Animagic Museum of Animation.
Lakehouse Inn Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and a picnic area.
Lakehouse Inn Rooms
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 entertainment. Bathrooms have showers and complimentary toiletries. Housekeeping is provided daily, and irons/ironing boards can be requested.
Restaurant and Cafe
Grab a bite from the snack bar/deli, or stay in and take advantage of the bed & breakfast's room service (during limited hours). A complimentary full breakfast is served on weekdays from 8:30 AM to 9:30 AM and on weekends from 8:00 AM to 10:00 AM.
“Great deal”
The Old Inn On The Green
Wainwright Inn
The Gatehouse on Golden Hill
Clover Hill Farm & Country Inn
Tranquil 3 BR Stockbridge House w/ Private Deck!
Downtown Great Barrington Enjoy Mountain Views
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