The 25 Best Hotels in The Berkshires

Ranked 1 out of 51 in the region, as well as being 1 of 13 for hotels in Williamstown.

• “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.”
• “The restaurant was so nice and the food was delicious!”
• See more reviews of The Williams Inn

Ranked 2 out of 51 in the region, as well as being 2 of 13 for hotels in Williamstown.

• “Very clean, comfortable, excellent location for visiting...”
• “Will definitely stay there again.”
• “This place is great: spotless, comfortable beds, good linens...”
• 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 13 for hotels in Williamstown.

• “The folks there are exceptional.”
• “Clean, quiet and best breakfast!”
• “Considering this is a motel, I was happy to see the previous reviews are accurate.”
• See more reviews of Willows Motel

Ranked 5 out of 51 in the region, as well as being 4 of 13 for hotels in Williamstown.

• “No problems”
• “Would stay again.”
• “Disappointing”
• 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 3 of 14 for hotels in Lenox.

• “Loved the breakfast options, especially the waffles.”
• “Clean, well run hotel”
• “it was a great place good dog walking service”
• See more reviews of Hampton Inn & Suites Berkshires-Lenox

Ranked 8 out of 51 in the region, as well as being 5 of 13 for hotels in Williamstown.

• “I enjoyed everything about my stay at this motel.”
• “Tragically regrettable.”
• “Clean and comfortable, owner was very friendly and welcoming.”
• See more reviews of Williamstown Motel

Ranked 9 out of 51 in the region, as well as being 6 of 13 for hotels in Williamstown.

• “Lovely accommodation, great for a stopover.”
• “Peaceful”
• “Clean and conviniently located, ”
• 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.

• “overall decent stay for the price, location wise there is nothing around so we will bring everything we need.”
• “Relaxing”
• “My stay was worth every minute being there.”
• See more reviews of Club Wyndham Bentley Brook

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

• “The bed was clean and comfy.”
• “The pool and hot tub.”
• “We loved the room and the kids enjoyed the pool”
• See more reviews of Vacation Village in the Berkshires

Ranked 13 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 14 out of 51 in the region, as well as being 4 of 14 for hotels in Lenox.

• “Not happy with the bar staff. Always going to other places. Thought he was bartender and waitress for food poor service”
• “Friendly staff.”
• “Nice!!”
• 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.

• “Very pleasant stay - polite staff”
• “Decent location 20 min from Lee outlets and theory wellness”
• “Good family get away”
• 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.

• “an outside firepit would have been great!”
• “Great stay in a great Berkshire location”
• “Staying at Berkshire Mountain Lodge is the place to stay during visits to this area.”
• 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.

• “I liked the pool, the rooms, the jacuzzi tub, and-at least...”
• “Really great for kids and families”
• “Oak & Spruce needs a real restaurant on premises.”
• 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.

• “Anniversary retreat”
• “Comfortable, quiet, peaceful, good breakfast choices.”
• “Pleasant stay”
• See more reviews of The Black Swan Lee - Lenox, Ascend Hotel Collection

Ranked 19 out of 51 in the region, as well as being 6 of 14 for hotels in Lenox.

• “Nice Large Room with fireplace and hottub.”
• “Rooms should be more up to date.”
• “Wonderful place to relax, unwind, and enjoy the area!”
• 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.

• “We enjoyed our staff and the staffs were friendly. I highly commend the kitchen staff. It was exceptionally busy for t”
• “It was okay”
• “TV didn't work and breakfast was very bad”
• 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.

• “TV in adjoining room very loud all evening and well after...”
• “Nice downtown location.”
• “Average”
• See more reviews of Hotel Downstreet

Ranked 24 out of 51 in the region, as well as being 7 of 14 for hotels in Lenox.

• “A lovely family resort with a swimming pool and house equipment, strategic location off the highway.”
• “Very sweet place.”
• “Had a blast - plenty of room for everyone, value is amazing!”
• 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