Find Romantic Hotels in Western Massachusetts, MA

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Pick from 45 Western Massachusetts Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Bike ride on the Norwottuck Rail Trail( entrance to trail 2-minutes from the house) to the CT River- Bring your bikes and enjoy!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (123)
"Stayed a week for out-of-town work wonderful host great place would defiantly go back. Thank you for letting us use your home. Marc"
Hadley Amherst Location.Explore the Valley Colleges!
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (383)
"We felt like the place was all our own. From the en suite breakfast to our private deck, we felt right at home immediately and had a lovely weekend stay. The surrounding mountains and quaint New England mill town were off-the-charts charming. Our inn keepers were just a phone call away when we had a request. Everything was immaculately clean and extremely well maintained (I'm a handyman at heart). I can't wait for you to stay here- it's minutes away from Stockbridge, Lennox, Great...
The price is SAR 544
SAR 597 total
includes taxes & fees
29 Jum. I - 30 Jum. I
Shaker Mill Inn
Front of property
D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2272)
"A very nice quiet, quaint little piece of heaven"
The price is SAR 600
SAR 690 total
includes taxes & fees
27 Jum. I - 28 Jum. I
D. Hotel Suites & Spa
Front of property
Federal House Inn
3.5 star property
9.0 out of 10, Wonderful, (406)
"Beautiful old house. Personable, helpful and accommodating staff. Wonderful homemade breakfast, wine hour and snacks. We had a great stay."
Federal House Inn
Exterior
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (580)
"loved how close to downtown the property is, we walked whwre we could. parking garage is closed for renovations but the staff was great and provided free valet and parked our car close or in front of the doors most days to help with us having a small child and my husband using a cane. loved the bar and pool as well. the hallways smelled strongly of weed but thankfully the smell stayed in the halls "
The price is SAR 379
SAR 423 total
includes taxes & fees
29 Jum. I - 30 Jum. I
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior
Chestnut Lodge
3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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