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518 Main St, Great Barrington, MA 01230-2006
COVID-19 update: See the added health and safety measures this property is taking.Read more
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Traveler (39)
Room & Suite (20)
Dining (6)
Travel safe during COVID-19
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What you can expect during your stay
  • All linens sanitized in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitizer available to guests & staff
  • Paid stay-at-home policy for staff with symptoms
  • Regularly sanitized high-traffic areas
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Updated 08/09/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Wainwright Inn
Updated 08/09/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.


#3 of 13 B&Bs / Inns in Great Barrington
Travelers' Choice
The Berkshires are a glorious destination year round and The Wainwright Inn is the perfect place to launch your vacation. Tanglewood is just minutes away with summer concerts and picnics on the lawn. Enjoy performances by top name performers at the Berkshire Theater Festival, Shakespeare and Company, or the Barrington Stage Company. For the golfers in the family The Egremont Country Club features a challenging 18-hole golf course. A twenty-five minute drive and a small hike takes you to Bash Bish Water Falls. Visit The Berkshire Botanical Gardens and educate yourself and you children about the plants that thrive in the Berkshires. A twenty minute drive takes you to The Prime Outlets at Lee which offers great shopping at discounted prices. The Berkshires are home to nearly one hundred restaurants, including many fine dinning experiences. Canoeing, swimming, fishing, and horseback riding, are also available in the Berkshires. Take long summer walks or just a relaxing drive through the lovely countryside. Winter means skiing and crisp country air. The Inn is within minutes of downhill skiing at Catamount, Ski Butternut, Otis Ridge and Bousquet. The Berkshires also have miles of cross-country ski trails graded for all levels of ability. Spring means refreshing walks through the countryside, watching the woods turn green again. Stop into one of the many antique shops, auction houses or art galleries, most of which are open year round. Or shake off those winter doldrums with a spring weekend spent quietly rocking on our porch listening to the birds. Autumn brings flaming color to the hills, and our foliage season is packed with harvest cornucopia of activity. Fairs and seasonal events abound, and roadside stands are bursting with produce and cider. Pick your own apples at a local orchard, or hike through one of our many back roads and parks. Fall is a great time to visit Hancock Shaker Village or the nearby Norman Rockwell Museum. During the warm summer months you can swim in a nearby lake or stream. Take a hike to Bash Bish water falls and enjoy the beautiful scenery. Relax on our wrap-around porches with a cool drink, or just relax inside with the comfort of air-conditioning.
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Full view
Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Mosquito net
24-hour front desk
Breakfast available
Special diet menus
Non-smoking hotel
Clothes dryer
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Room features
Air conditioning
Seating area
Clothes rack
Wake-up service / alarm clock
Flatscreen TV
Bath / shower
Complimentary toiletries
Hair dryer
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Room types
Non-smoking rooms
Family rooms
Good to know
Historic Hotel
Languages Spoken
337Reviews1Q+A76Room tips
Traveler rating
  • 285
  • 45
  • 4
  • 2
  • 1
Time of year
Traveler type
Selected filters
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  • English
Popular mentions
727marciab wrote a review Sep 2020
Barnstable, Massachusetts77 contributions34 helpful votes
Chris and Barbara are exceptional hosts of The Wainwright Inn with attention to every detail. My husband and I are seasoned travelers with dietary restrictions and we were both so well cared for. Chris is a wonderful breakfast chef and had all the specialty foods incorporated into his spectacular breakfasts each day. Fresh berries from the Inn's garden every morning with delicious menus each day delighted all of their guests. We were in Mr. Pope's room for three restful, quiet nights and during the days we hiked nearby trails on Chris' recommendation. Great Barrington is a treasure of lovely restaurants and shops making our trip most memorable. We are planning a future trip to meet our children and their families there to make more memories.
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Date of stay: September 2020
Sleep Quality
Room Tip: Rooms are quiet with very comfortable beds and en suite bathrooms
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1 Helpful vote
Response from Chris Kulaga, Owner at Wainwright Inn
Responded Sep 22, 2020
Wow! What can we say, your review is generous and awesome. It was lovely talking to the both of you! We look forward to seeing you both and your families in the near future! Stay well! Chris & Barb
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Mms1952 wrote a review Sep 2020
Orleans, Massachusetts113 contributions46 helpful votes
Warm hosts, raspberries and herbs picked from the garden, plenty coffee :) Opulent breakfasts for us hikers . No complaints. Reasonably priced. Innkeepers gave us spot on recommendations for day hikes and eating . Of course we would stay again.
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Date of stay: September 2020Trip type: Traveled as a couple
Response from Chris Kulaga, Owner at Wainwright Inn
Responded Sep 22, 2020
We appreciate your generous review and it was great talking with you and your friends. We hope to see you both again ! Stay well! Chris & Barb
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Kerry wrote a review Aug 2020
5 contributions2 helpful votes
My husband and I stayed here for a long weekend to celebrate our anniversary. We had an issue with the hotel we were supposed to stay at and called the Wainwright and they were able to accommodate us. We really lucked out because this B&B is awesome. The couple that owns the Wainwright is super nice and hospitable; they made us feel right at home. The Inn has beautiful decor and old fashion charm, but with modern amenities. Our room had a small TV with Netflix access, a comfortable bed, and AC. But, it also had antique furniture and all sorts of cool old books to look at. The home cooked breakfast each morning was delicious! We were able to eat outside each morning spaced out from other guests. Also, everyone wore masks in common areas and hand sanitizer was available throughout the inn. I highly recommend booking here..I'm already trying to figure out when we can go back!
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Date of stay: August 2020
Sleep Quality
1 Helpful vote
Response from Chris Kulaga, Owner at Wainwright Inn
Responded Sep 22, 2020
Thank you so much for your awesome review! We are so pleased that you both enjoyed your stay with us. Hope to see both again. Stay Well! Chris & Barb
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groverwayne wrote a review Mar 2020
Newport, Rhode Island15 contributions1 helpful vote
We visited the area in late February and what a perfect spot. Close to town (walk 1/2 mile), near everything, room and amenities were wonderful, fire in the evening in the common space living room, and a wonderful homemade breakfast. The owners were a delight and Chris was friendly, helpful with restaurants and the area as well as making sure ll was good with the room. Highly recommend!
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Date of stay: February 2020
Sleep Quality
Response from Chris Kulaga, Owner at Wainwright Inn
Responded Mar 5, 2020
Thank you for your wonderful review! It was a pleasure to meet both of you! Take Care, Chris & Barb
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Elena E. wrote a review Nov 2019
1 contribution
We loved our stay at the Inn. Room was beautiful. Location was perfect. Breakfasts were delicious, prepared with love. The Inn keepers were so warm, caring, and attentive. Thank you for making our stay such a pleasant and memorable experience
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Date of stay: November 2019Trip type: Traveled with family
Response from krisk5182015, Owner at Wainwright Inn
Responded Nov 26, 2019
Thank you so much for your awesome review! It was a pleasure to be your hosts! Thank you once again and take care! Chris & Barb
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$162 - $275 (Based on Average Rates for a Standard Room)
United StatesMassachusettsBerkshiresGreat Barrington
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Frequently Asked Questions about Wainwright Inn
Which popular attractions are close to Wainwright Inn?
Nearby attractions include The Guthrie Center & Foundation (0.5 miles), Mahaiwe Performing Arts Center (0.5 miles), and Housatonic River Walk (0.7 miles).
What are some of the property amenities at Wainwright Inn?
Some of the more popular amenities offered include free wifi, free breakfast, and free parking.
Which room amenities are available at Wainwright Inn?
Top room amenities include air conditioning, a flat screen TV, and a mosquito net.
What food & drink options are available at Wainwright Inn?
Guests can enjoy free breakfast during their stay.
Is parking available at Wainwright Inn?
Yes, free parking is available to guests.
What are some restaurants close to Wainwright Inn?
Conveniently located restaurants include SoCo Creamery, Baba Louie's, and Great Barrington Bagel.
Is Wainwright Inn located near the city center?
Yes, it is 0.5 miles away from the center of Great Barrington.
Are there any historical sites close to Wainwright Inn?
Many travelers enjoy visiting Chesterwood Museum (6.9 miles), The Mission House (7.1 miles), and Colonel John Ashley House (8.9 miles).
Is Wainwright Inn accessible?
Yes, it offers wheelchair access and reduced mobility rooms. For specific inquiries, we recommend calling ahead to confirm.