Title: 4 Stars Hotels in Ashuwillticook Rail Trail, Massachusetts from CA $177 - Find Cheap Ashuwillticook Rail Trail Hotels With 4 Stars | Expedia.ca

  

[Ashuwillticook Rail Trail Travel Guide](https://expedia.ca/Ashuwillticook-Rail-Trail.dx811531152953708544)[Hotels in Ashuwillticook Rail Trail](https://expedia.ca/Ashuwillticook-Rail-Trail-Hotels.d811531152953708544.Travel-Guide-Hotels)[Vacation Rentals in Ashuwillticook Rail Trail](https://expedia.ca/Ashuwillticook-Rail-Trail-Vacation-Rentals.d811531152953708544.Travel-Guide-VacationRentals)[Flights to Ashuwillticook Rail Trail](https://expedia.ca/Cheap-Flights-To-Ashuwillticook-Rail-Trail.d811531152953708544.Travel-Guide-Flights)[Ashuwillticook Rail Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Ashuwillticook-Rail-Trail.d811531152953708544.Car-Rental-Guide)[Ashuwillticook Rail Trail Vacation Packages](https://expedia.ca/Ashuwillticook-Rail-Trail.d811531152953708544.Destination-Travel-Guides)

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# 4 Stars Hotels in Ashuwillticook Rail Trail, Massachusetts from CA $177

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## Check availability on Ashuwillticook Rail Trail 4 Star Hotels

Tonight

[Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2025-11-03&endDate=2025-11-04&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2025-11-04&endDate=2025-11-05&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=811531152953708544&startDate=2025-11-14&endDate=2025-11-16&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Ashuwillticook Rail Trail 4 Star Hotels

![Front of property - evening/night](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/c60f19d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/1ea731f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/f3e43c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Williams Inn

Williamstown

9.6/10

Exceptional

(532)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SIDNEY

CA $276

CA $308 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/c81c0732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Interior Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/88509527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d28e6aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Central Downtown Inn & Suites

Pittsfield

8.8/10

Excellent

(338)

"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Candee

CA $158

CA $177 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/21cb26fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakehouse Inn

Lee

9.6/10

Exceptional

(287)

"Great Views & Hospitality"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gerald

CA $239

CA $281 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/0f420ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/7ac1beb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/a975c57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Library](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/84448130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### South Shire

Bennington

9.2/10

Wonderful

(115)

"A unique historical property, the furnishings are all lovely antiques. The parlor room is a beauty and it was so nice to have a cup of tea there at the end of the day. Everyone is friendly and accommodating. It was like staying at your great aunt's glamorous home...welcoming and comfortable. The bed was amazing!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deanna

CA $207

CA $234 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information)

![Business centre](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Private Bathroom (RedBird Suite)](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ab46e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

9.2/10

Wonderful

(109)

"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $434

CA $525 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/9d4b10ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Manor House King](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/bb81fbdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/ee47037f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/16000000/15700000/15691300/15691251/ceae03ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seven Hills Inn

Lenox

7.8/10

Good

(467)

"Great location and grounds are really nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela

[](https://www.expedia.ca/Lenox-Hotels-Seven-Hills-Inn.h15691251.Hotel-Information)

![Signature Room, King plus Twin Bed,  Private Bathroom, Porch, Accessible,  RM-10](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/a1fa9bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/e72452e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/d62d499f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/2cf52cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Four Chimneys Inn

Bennington

9.4/10

Exceptional

(280)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alan

[](https://www.expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33509100/33509020/2ae49251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33510000/33509100/33509020/afeca776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33510000/33509100/33509020/d0befd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33509100/33509020/461d5056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### General Williams Estate House Lenox/Stockbridge

Stockbridge

9.8/10

Exceptional

(110)

"This was a great place to house our family of 12 during the weekend of our daughter’s wedding. There was plenty of space for everyone to gather. The beds were comfortable and all the bedrooms upstairs had their own bathroom - so nice! The house made our weekend extra special. Definitely recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fern L.

[](https://www.expedia.ca/General-Williams-Estate-House-LenoxStockbridge.h33509020.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/8494e5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6cbad311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room #10 Queen's Cottage | Private kitchen](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/bbf9b83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/2d151170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Devonfield Inn B&B

Lee

10/10

Exceptional

(133)

"The inn has an excellent location and amenities."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher

[](https://www.expedia.ca/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/edd6aeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/44792ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/1f3ef87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/3eac4fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Stockbridge

Lee

9.8/10

Exceptional

(98)

"A first class little inn"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Philip

CA $385

CA $452 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/8d18b6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/w2999h2001x0y0-c0bff1cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/175edf77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marion Slocomb Suite, Cottage](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/cd8fcdd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Terrace Inn

Lenox

9.0/10

Wonderful

(42)

"Beautiful historic house in a great location. Responsive owner. Great visit!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abby

CA $415

CA $463 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/Lenox-Hotels-Hampton-Terrace-Inn.h1213437.Hotel-Information)

![Luxury Room, 1 King Bed, Bathtub](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/b3e61239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/c5994ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/2028495b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/cfdb82a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 33 Main

Lenox

10/10

Exceptional

(74)

"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $617

CA $690 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Lenox-Hotels-33-Main.h20033760.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/0eb6e44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/64845fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/ac720fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed, Private Bathroom (#6)](https://images.trvl-media.com/lodging/1000000/900000/893700/893627/b5450c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Garden Gables Inn

Lenox

9.2/10

Wonderful

(57)

"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

john

[](https://www.expedia.ca/Lenox-Hotels-Garden-Gables-Inn.h893627.Hotel-Information)

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## Learn more about Ashuwillticook Rail Trail

Head to Mount Greylock State Reservation Visitor Center and Mount Greylock—just two of the sights around Ashuwillticook Rail Trail.

[See all hotels in Ashuwillticook Rail Trail](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&adults=2&regionId=811531152953708544)

![Made a little friend while walking the rail trail!](https://images.trvl-media.com/place/6005408/30b30c82-45cb-4d89-b1b6-fabb3b302b19.jpg?impolicy=fcrop&w=900&h=672&p=1&q=high)

Photo by Chris Addams

## Top Ashuwillticook Rail Trail Hotel Reviews

![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

10/10 Excellent

"Didn’t have the breakfast. Only drawback was the beds. Mattresses made our backs hurt."

[](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

## Find out more about Ashuwillticook Rail Trail

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Ashuwillticook Rail Trail are calling your name. Known for providing first-rate service in amazing locations, each of the Ashuwillticook Rail Trail 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Ashuwillticook Rail Trail. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Ashuwillticook Rail Trail, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Ashuwillticook Rail Trail hotels with 4 Stars provide everything you need to unwind in style.

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-   [Flights to Pittsfield](https://www.expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)
-   [Flights from Bangor (BGR) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/bgr/psf/bangor-to-pittsfield)
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-   [Flights from Toronto (YYZ) to Pittsfield (PSF)](https://www.expedia.ca/lp/flights/yyz/psf/toronto-to-pittsfield)

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