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Check prices for these dates

Next weekend
21 Nov - 23 Nov
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28 Nov - 30 Nov
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12 Dec - 14 Dec
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9 Jan - 11 Jan
Private kitchen
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
9.6 out of 10, Exceptional, (8)
"This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! "
United States
Lisa B.
The price is HK$1,166
HK$2,571 total
includes taxes & fees
16 Nov - 17 Nov
Trainmaster's Inn - Caboose
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford
9.8 out of 10, Exceptional, (29)
"I couldn't believe how prepared the house was in every way. I was very pleased with all the supplies and amenities available. The sun sets over the water hope to be back there again.!!"
United States
Paul B.
The price is HK$909
HK$2,404 total
includes taxes & fees
19 Nov - 20 Nov
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior
Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub

2.0 star property
Stottville
The price is HK$1,181
HK$2,501 total
includes taxes & fees
20 Nov - 21 Nov
Pet-Friendly Hudson Escape w/ Hot Tub
Exterior
Finnish Cabin with Sauna on Lake Monomonac

Finnish Cabin with Sauna on Lake Monomonac

2.0 star property
Rindge
10.0 out of 10, Exceptional, (11)
"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."
United States
Cintromix
The price is HK$1,741
HK$2,606 total
includes taxes & fees
24 Nov - 25 Nov
Finnish Cabin with Sauna on Lake Monomonac
Exterior
Tiny house on the Ashuelot river family and pet friendly

Tiny house on the Ashuelot river family and pet friendly

Swanzey
The price is HK$466
HK$675 total
includes taxes & fees
16 Nov - 17 Nov
Tiny house on the Ashuelot river family and pet friendly
Exterior
Grey Cabin with Sauna on Lake Monomonac

Grey Cabin with Sauna on Lake Monomonac

2.0 star property
Rindge
7.6 out of 10, Good, (4)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
The price is HK$2,021
HK$3,213 total
includes taxes & fees
14 Nov - 15 Nov
Grey Cabin with Sauna on Lake Monomonac
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Rindge
10.0 out of 10, Exceptional, (21)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
The price is HK$1,329
HK$2,816 total
includes taxes & fees
16 Nov - 17 Nov
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior
Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres

2.0 star property
New Lebanon
The price is HK$6,380
HK$12,677 total
includes taxes & fees
18 Nov - 19 Nov
Berkshires farm, 30+ guests, 50 acres
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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Top Western Massachusetts Hotel Reviews

Hotel UMass

Hotel UMass

10/10 Excellent
"A clean room and all the staff was very corteous and friendly."
Wayne 1-night trip
Posted 2 days ago
Hotel UMass

Find out more about Western Massachusetts

Western Massachusetts Cottages information

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Frequently asked questions

How much do cottages in Western Massachusetts cost?
Cottages in Western Massachusetts range between and per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Western Massachusetts?
Western Massachusetts has cottages to choose from. Enter your dates and destination and organise your ideal getaway today.
Why book your cottage in Western Massachusetts with Expedia?
Reserving a cottage in Western Massachusetts is as easy as entering your travel dates and picking your ideal place for a getaway in nature. From luxurious retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all styles. As for irresistible deals? We've got you covered!
How can I find cheap cottages in Western Massachusetts?
Expedia can help you easily locate cheap cottages in Western Massachusetts. To lock in your perfect stay in a few clicks, simply use our handy filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Western Massachusetts near my cottage?
The most important travel accessory for your Western Massachusetts trip is a well-organised itinerary! Titanic Museum, Springfield Armoury and Springfield City Library are some of the well-known sights if you're heading to Springfield. West Springfield is also packed with wonderful attractions, such as Big E. Need more travel inspo? Find time for Eastern States Exposition and Olympia Ice Centre too.

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