The Best Winery Hotels in Great Barrington, MA from SAR 250 in 2025

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Compare Great Barrington Winery Hotels room rates, reviews, and availability. Most hotels are fully refundable.

"2nd stay here, even nicer than the first (and the first was amazing!). Can’t wait to return to this enchanting inn! "

SAR 1,157 total

includes taxes & fees

23 Dec - 24 Dec

"went for a quick ski overnight. the motel was very clean, in good shape, quiet, pleasant check in/out experience, free coffee, everything in the room worked, the water was hot the pressure was good there was a fridge and microwave and blowdryer, comfy bed, plenty of hanging closet space, a little table and chair area by the front window, a nice view of the playground, good heating unit, and very convenient to everything you need and want to do here, and most of all affordable including my...

SAR 279 total

includes taxes & fees

24 Dec - 25 Dec

"The dining attendant (female) was extremely friendly and informative. Everyone was curious. "

SAR 667 total

includes taxes & fees

24 Dec - 25 Dec

"Friendly staff"

SAR 355 total

includes taxes & fees

29 Dec - 30 Dec

"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...

"Room was very clean and reception most welcome, and a very reasonable price and stay."

SAR 290 total

includes taxes & fees

29 Dec - 30 Dec

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Recent reviews of Great Barrington hotels

5/5 Excellent

"went for a quick ski overnight. the motel was very clean, in good shape, quiet, pleasant check in/out experience, free coffee, everything in the room worked, the water was hot the pressure was good there was a fridge and microwave and blowdryer, comfy bed, plenty of hanging closet space, a little table and chair area by the front window, a nice view of the playground, good heating unit, and very convenient to everything you need and want to do here, and most of all affordable including my expedia discount. nice to get all of that at a great rate! ill be back"

A verified traveler stayed at Monument Mountain Motel

Posted 8 hours ago