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Cottages in Western Massachusetts

Exterior
The Blue Elm - A Historic Berkshire Cottage
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (11)
"Everything was great...and beautiful!"
United States
Nicole L.
$362 nightly
The price is $404
Oct 20 - Oct 21
Total with taxes and fees
The Blue Elm - A Historic Berkshire Cottage
Private kitchen
Trainmaster's Inn - Caboose
Trainmaster's Inn - Caboose
9.6 out of 10, Exceptional, (8)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
$310 nightly
The price is $328
Oct 20 - Oct 21
Total with taxes and fees
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
9.8 out of 10, Exceptional, (25)
"This prperty was GREAT! Clean, and very accomadating. Had everything you would need staying there. Didn't get to use the lake but sitting on the deck was relaxing. Will book again. 10 Stars!! Thank You!"
United States
WILLIAM
$273 nightly
The price is $309
Oct 20 - Oct 21
Total with taxes and fees
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
$297 nightly
The price is $301
Oct 20 - Oct 21
Total with taxes and fees
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
10.0 out of 10, Exceptional, (10)
"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
$308 nightly
The price is $334
Oct 20 - Oct 21
Total with taxes and fees
Finnish Cabin with Sauna on Lake Monomonac
Exterior
Grey Cabin with Sauna on Lake Monomonac
Grey Cabin with Sauna on Lake Monomonac
2.0 star property
7.6 out of 10, Good, (4)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
United States
Brian
$306 nightly
The price is $332
Oct 20 - Oct 21
Total with taxes and fees
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
10.0 out of 10, Exceptional, (18)
"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.
$333 nightly
The price is $361
Nov 2 - Nov 3
Total with taxes and fees
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
$1,688 nightly
The price is $1,711
Nov 18 - Nov 19
Total with taxes and fees
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Kitchen and parking both very good"
Joseph 1-night trip
Posted 14 hours ago
Berkshire Mountain Lodge

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 organize 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-organized itinerary! Titanic Museum, Springfield Armory 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 Center too.

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