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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
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Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Ashuwillticook Rail Trail Apartments

Lake Whitingham & Mount Snow Area Village Apartment
Property grounds

Lake Whitingham & Mount Snow Area Village Apartment

2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
The price is CA $193
CA $421 total
includes taxes & fees
Aug 16 - Aug 17
Lake Whitingham & Mount Snow Area Village Apartment
Park Street Penthouse Apartment
Game room

Park Street Penthouse Apartment

9.4 out of 10, Exceptional, (9)
"We stayed in this beautiful penthouse for an overnight get away- we both walked in and were just in love. The high ceilings and tons of windows made it so open feeling. Stunning place!"
The price is CA $186
CA $369 total
includes taxes & fees
Aug 19 - Aug 20
Park Street Penthouse Apartment
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Fridge, microwave, oven, stovetop

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (62)
"Great value, so much better than all the touristy motels in the area!"
The price is CA $186
CA $284 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
3 bedrooms, iron/ironing board, WiFi, bed sheets

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is CA $532
CA $933 total
includes taxes & fees
Sep 8 - Sep 9
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
New Studio In Town, By the Water
Fridge, microwave, oven, stovetop

New Studio In Town, By the Water

10.0 out of 10, Exceptional, (7)
"Great location, we really enjoyed our stay! "
The price is CA $166
CA $352 total
includes taxes & fees
Sep 8 - Sep 9
New Studio In Town, By the Water
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
TV, DVD player, books

Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain

10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
The price is CA $145
CA $326 total
includes taxes & fees
Aug 18 - Aug 19
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Bright Boho Apt in 18th c Berkshire Farmhouse
Property grounds

Bright Boho Apt in 18th c Berkshire Farmhouse

9.0 out of 10, Wonderful, (22)
"Really enjoyed our stay"
The price is CA $199
CA $302 total
includes taxes & fees
Sep 2 - Sep 3
Bright Boho Apt in 18th c Berkshire Farmhouse
Downtown | Waterfront | Walk to Shops
Outdoor dining

Downtown | Waterfront | Walk to Shops

10.0 out of 10, Exceptional, (5)
"Beautiful property and wonderful hosts. Terrific location."
The price is CA $180
CA $382 total
includes taxes & fees
Aug 19 - Aug 20
Downtown | Waterfront | Walk to Shops
Green Mountain Getaway
Outdoor dining

Green Mountain Getaway

2.0 star property
9.8 out of 10, Exceptional, (14)
"Great Location -- place was spotless and very accommodating"
The price is CA $235
CA $517 total
includes taxes & fees
Sep 12 - Sep 13
Green Mountain Getaway
Berkshires Apartment at the Stephentown Hotel
Fridge, microwave, oven, stovetop

Berkshires Apartment at the Stephentown Hotel

10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
The price is CA $170
CA $330 total
includes taxes & fees
Aug 17 - Aug 18
Berkshires Apartment at the Stephentown Hotel
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Exterior

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

9.4 out of 10, Exceptional, (16)
"We absolutely enjoyed this pleasant apartment. Its within the walking distance from the ski lifts which was perfect for all of us including 5 year old kid. "
The price is CA $144
CA $323 total
includes taxes & fees
Aug 19 - Aug 20
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Exterior

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

10.0 out of 10, Exceptional, (1)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
The price is CA $145
CA $326 total
includes taxes & fees
Aug 18 - Aug 19
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (18)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
The price is CA $145
CA $326 total
includes taxes & fees
Aug 18 - Aug 19
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Fridge, microwave, oven, stovetop

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

8.4 out of 10, Very good, (12)
"The apartment is cozy, clean, and perfect for visiting Jiminy Peak."
The price is CA $189
CA $369 total
includes taxes & fees
Aug 17 - Aug 18
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Pool

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

10.0 out of 10, Exceptional, (2)
"The Game Night Theme Room was booked as a surprise for my 7 year old. Upon seeing the on theme welcome mat and decals on the door he was so excited. Thoughtful touches like the Minecraft Pig made this a camp visiting day weekend that he will never forget. Jiminy Peak is a great spot and we love the walkable restaurant Bluebird Cafe for dinner and the Country Store for a quick breakfast grab. Howie was communicative and described everything perfectly."
The price is CA $144
CA $323 total
includes taxes & fees
Aug 18 - Aug 19
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Exterior

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.6 out of 10, Exceptional, (29)
"We really enjoyed our stay it was a very nice place for a family."
The price is CA $216
CA $449 total
includes taxes & fees
Aug 19 - Aug 20
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Charming Apt in 18th c Berkshire Farmhouse
1 bedroom, WiFi, bed sheets

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (34)
"The property was perfect for us !! Lots of room and the beds are very comfortable. "
The price is CA $186
CA $286 total
includes taxes & fees
Aug 19 - Aug 20
Charming Apt in 18th c Berkshire Farmhouse
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Indoor pool

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

9.8 out of 10, Exceptional, (18)
"We had a great time with our 2 kids during our stay at the Disney Magic Suite. The kids loved all of the Disney decor and surprise touches (and their stuffed animals thank you!). Location was amazing, walk to the lifts, and the ski school was one of the best we've been to. Thanks for a great stay, we'll be back!"
The price is CA $145
CA $326 total
includes taxes & fees
Aug 18 - Aug 19
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Exterior

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

9.6 out of 10, Exceptional, (30)
"Perfect 1 bedroom, ski in ski off , updated unit with great amenities! Owner super responsive and accommodating. Will definitely be back "
The price is CA $145
CA $326 total
includes taxes & fees
Aug 18 - Aug 19
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
The price is CA $145
CA $326 total
includes taxes & fees
Aug 18 - Aug 19
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
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 Ashuwillticook Rail Trail Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Very nice "
Jill 1-night trip
Posted 14 hours ago
Vacation Village in the Berkshires