The 25 Best Hotels in The Berkshires

Ranked 1 out of 51 in the region, as well as being 1 of 12 for hotels in Williamstown.

• “Its always a relaxing and peaceful stay at The Williams Inn.”
• “Overpriced and sterile, weird vibe. Staff not friendly.”
• “We happened upon this sweet Inn and next time we will be going back on purpose. Our short stay was lovely.”
• See more reviews of The Williams Inn

Ranked 2 out of 51 in the region, as well as being 2 of 12 for hotels in Williamstown.

• “It was a perfect stop for a long road trip.”
• “Lovely little motel close to MassMoca.”
• “We decided to stay an additional night.”
• See more reviews of Maple Terrace Motel

Ranked 3 out of 51 in the region, as well as being 1 of 8 for hotels in Pittsfield.

• “Will book again”
• “Very satisfied :))”
• “The suite was ultra Modern and clean as a Whistle.”
• See more reviews of The Central Downtown Inn Suites

Ranked 4 out of 51 in the region, as well as being 3 of 12 for hotels in Williamstown.

• “An excellent deal in the heart of Williamstown.”
• “Excellent breakfast, exceptionally friendly staff!”
• “Wonderful.”
• See more reviews of Willows Motel

Ranked 5 out of 51 in the region, as well as being 4 of 12 for hotels in Williamstown.

• “The owner and staff were friendly and accomodating.”
• “Great experience pleasant change from chains.”
• “No problems”
• See more reviews of Cozy Corner Motel

Ranked 6 out of 51 in the region, as well as being 4 of 11 for hotels in Great Barrington.

• “Great staff Especially the desk attendant Costanza She deserves a promotion for her great service”
• “Had a great time.”
• “Excellent stay. Super nice staff”
• See more reviews of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Ranked 7 out of 51 in the region, as well as being 4 of 14 for hotels in Lenox.

• “Overall, the Hampton Inn Berkshire exceeds expectations with its exceptional service and inviting atmosphere.”
• “Overall excellent stay”
• “Perfect”
• See more reviews of Hampton Inn & Suites Berkshires-Lenox

Ranked 8 out of 51 in the region, as well as being 5 of 12 for hotels in Williamstown.

• “I'll be staying here again!”
• “I enjoyed everything about my stay at this motel.”
• “Tragically regrettable.”
• See more reviews of Williamstown Motel

Ranked 9 out of 51 in the region, as well as being 6 of 12 for hotels in Williamstown.

• “The outdoor area is terrific”
• “Peaceful”
• “Beautifully equipped and cleaned room - what more could you ask for?”
• See more reviews of Villager Motel

Ranked 10 out of 51 in the region, as well as being 1 of 12 for hotels in Hancock.

• “Great location for ski vacation.”
• “Great theme and comfortable room in great location”
• “Had a wonderful wknd”
• See more reviews of Disney Magic at Jiminy Mountain

Ranked 11 out of 51 in the region, as well as being 2 of 12 for hotels in Hancock.

• “The Home Away From Home!!”
• “We really enjoy the staff, The location of all of the...”
• “overall decent stay for the price, location wise there is nothing around so we will bring everything we need.”
• See more reviews of Club Wyndham Bentley Brook

Ranked 12 out of 51 in the region, as well as being 3 of 5 for hotels in North Adams.

• “All the staff there are super friendly.”
• “The design, heated floors”
• “Unique hotel with great design and friendly staff. This place really has a unique atmosphere.”
• See more reviews of Tourists

Ranked 13 out of 51 in the region, as well as being 3 of 12 for hotels in Hancock.

• “Really like this place!”
• “We stayed here while my son was skiing at the nearby...”
• “Great location.”
• See more reviews of Vacation Village in the Berkshires

Ranked 14 out of 51 in the region, as well as being 5 of 14 for hotels in Lenox.

• “Stefan at the front desk was very helpful !”
• “Ok”
• “quick, easy - we have no complaints.”
• See more reviews of Courtyard by Marriott Lenox Berkshires

Ranked 15 out of 51 in the region, as well as being 2 of 8 for hotels in Pittsfield.

• “Nice and clean”
• “Very pleasant stay - polite staff”
• “Decent location 20 min from Lee outlets and theory wellness”
• See more reviews of Hilton Garden Inn Lenox Pittsfield

Ranked 16 out of 51 in the region, as well as being 3 of 8 for hotels in Pittsfield.

• “Good except for the fire alarm”
• “Lovely spot in the gorgeous Berkshires!”
• “The location of the hotel and the size of the room.”
• See more reviews of Berkshire Mountain Lodge

Ranked 17 out of 51 in the region, as well as being 1 of 1 for hotels in South Lee.

• “We have been there before and this time we took our family ”
• “Very clean.”
• “Wonderful”
• See more reviews of Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel

Ranked 18 out of 51 in the region, as well as being 3 of 8 for hotels in Lee.

• “Excellent stop to relax!”
• “The room was comfortable, quiet, and clean.”
• “met up with friends from RI and NYC. WE came from Lake Placid. Nice central meeting place”
• See more reviews of The Black Swan Lee - Lenox, Ascend Hotel Collection

Ranked 19 out of 51 in the region, as well as being 7 of 14 for hotels in Lenox.

• “Very quiet, very clean, friendly staff and very affordable.”
• “We would definitely stay there again”
• “Nice Large Room with fireplace and hottub.”
• See more reviews of The Yankee, Trademark Collection by Wyndham

Ranked 20 out of 51 in the region, as well as being 4 of 5 for hotels in North Adams.

• “The views of Mt Greylock are exceptional.”
• “Road trip trough the mountains.”
• “The view and the hospitality were superb”
• See more reviews of The Lodge @ America’s Switzerland

Ranked 21 out of 51 in the region, as well as being 5 of 11 for hotels in Great Barrington.

• “The staff, particularly the manager, was outstanding.”
• “Rooms are big and speciose, not far from both ski resorts,...”
• “We enjoyed our staff and the staffs were friendly. I highly commend the kitchen staff. It was exceptionally busy for t”
• See more reviews of Holiday Inn Express Great Barrington, an IHG Hotel

Ranked 22 out of 51 in the region, as well as being 1 of 1 for hotels in New Ashford.

• “Perfect location!”
• “Nice, retro place to stay. Close enough to Williamstown”
• “Everything”
• See more reviews of The Springs Motel

Ranked 23 out of 51 in the region, as well as being 5 of 5 for hotels in North Adams.

• “Bethany. She is always so kind and quick to smile no matter how many times you walk by the front desk”
• “TV in adjoining room very loud all evening and well after...”
• “Nice downtown location.”
• See more reviews of Hotel Downstreet

Ranked 24 out of 51 in the region, as well as being 8 of 14 for hotels in Lenox.

• “Comfortable and would come again”
• “A lovely family resort with a swimming pool and house equipment, strategic location off the highway.”
• “Very sweet place.”
• See more reviews of The Ponds at Foxhollow by Capital Vacations

Ranked 25 out of 51 in the region, as well as being 1 of 2 for hotels in New Marlborough.

• “Walking and peaceful”
• “Charming, peaceful venue”
• “Furniture is literally threadbare.”
• See more reviews of Gedney Farm