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  • Norman Rockwell Museum9 Glendale Rd, Stockbridge, Massachusetts
  • Naumkeag5 Prospect Hill Road, Stockbridge, Massachusetts
  • Berkshire Botanical Garden5 W Stockbridge Rd, Stockbridge, Massachusetts
  • Chesterwood Museum4 Williamsville Rd, Stockbridge, Massachusetts
  • National Shrine of the Divine MercyEden Hill, Stockbridge, Massachusetts
  • The Mission HouseMain Street, Stockbridge, Massachusetts
  • Schantz Galleries3 Elm St, Stockbridge, Massachusetts
  • An American Craftsman Gallery36 Main St, Stockbridge, Massachusetts
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Booking.com
US$170
View Deal
#1 Best Value of 1 hotel in Stockbridge
Special offer
Offers & AnnouncementsSki
Reviews
Reviewed 5 days ago
Great Food in an Historic Setting

Start with making reservations in advance. Arrive early and enjoy a brew at the tavern while you wait for the first seating at 5:30. Either setting: the tavern, a more intimate relaxed room; or the... more

Reviewed 4 weeks ago
Steo back in time.

Stop here if only to have a drink on the wonderful porch. There is a great gift shop that has very unusual items. Never got a room here, but it sure looks like a fun place. The restaurant has a... more

Contact
30 Main St, Box 954, Stockbridge, MA 01262-9701
(413) 284-4460
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Pool
  • Restaurant
  • Room Service
  • Bar/Lounge
Hotels near Stockbridge (29)
SAVE US$5
US$49
EconoLodge
US$44
View Deal
Reviews
Reviewed 18 October 2017
Convenient On-route Stay at Lee

We selected this hotel because of the convenient location for our planned route from Pittsfield, Ma. to Lancaster, Pa. It gave us basic accommodations for the night. The room was OK, although the... more

Reviewed 23 August 2017
Clean, newly redone room

I stayed in this place about a year ago and stayed here again in preparation for a backpacking trip -- so you can see the type of traveler I am in general. Since a year prior, the room I stayed in... more

Contact
980 Pleasant St, Lee, MA 01238-9326
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
Booking.com
US$90
View Deal
Reviews
Reviewed 4 weeks ago
Stylish but not just for hipsters! All ages will love.

Stayed here recently with my husband and 4 year old daughter. The new owners have turned what was already a gem into a capital GEMSTONE. It's charming, clean, has all the modern amenities you need... more

Reviewed 4 weeks ago
Perfect night in the perfect location!

I recently stayed at the Briarcliff. The rooms were cozy and charming, the staff was gracious and the breakfast was delicious. There was a bonfire outside that was an unexpected treat. I can't wait... more

Contact
506 Stockbridge Rd, Great Barrington, MA 01230-1296
(413) 207-9420
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
SAVE US$2
US$47
TripAdvisor
US$45
View Deal
6.0 km from Stockbridge
Savings alert! 18% below average rates

The price you found is 18% lower than this hotel's average rate of US$55/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

Reviews
Reviewed 27 September 2017
Served the purpose!

We were a group of 3 staying in a room with two double beds. Everything went smoothly and the place was definitely cheaper than other area accommodations and filled our desire to have a relatively... more

Reviewed 17 July 2017
Needs TLC

Nice size room with 2 queen beds, fridge, microwave, desk and chair. No coffee maker in the room. A little run down, Needs updating, new ac. Woodwork replaced. Draw missing in one of the furniture... more

Contact
200 Laurel St, Lee, MA 01238-9508
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
  • Fitness centre
SAVE US$5
US$100
Booking.com
US$95
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Reviews
Reviewed 2 days ago
Nice surprise but a few issues

We were pleasantly surprised with the Black Swan Inn. It seems like a motel from the road but they have invested to upgrade the rooms and property. We had a two queen room, comfortable beds and... more

Reviewed 1 week ago
Perfect for Skiing trip

We stayed for 5 nights while skiing at Butternut. The staff could not have been friendlier and the location prettier! The rooms are large, clean and with comfy beds. For the price, it is great value... more

Contact
435 Laurel St, Lee, MA 01238-9510
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Restaurant
  • Fitness centre
  • Spa
Expedia.com
US$139
View Deal
Reviews
Reviewed 5 days ago
Another great visit hope not my last

Every year my husband and I take a trip to Cranwell in the winter. As always such an awesome place – one of the best spas anywhere! Had wonderful massages and enjoyed the world pool, sauna, steam... more

Reviewed 5 days ago
An Old Grande Dame. worth a trip. A Sleeper of a deal.

Beautiful place, but tired. Badly in need of updating inside. Everything very clean and well maintained for what it is. Must have been equisite in its day. All staff were very nice, casual, extremely... more

Contact
55 Lee Rd, Lenox, MA 01240-2703
(413) 650-6609
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Pool
  • Restaurant
  • Room Service
  • Bar/Lounge
Booking.com
US$65
View Deal
Reviews
Reviewed 2 days ago
we visited this property on Feb. 17 and found the room to...

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Reviewed 28 November 2017
Our visit

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Contact
400 Stockbridge Rd, Great Barrington, MA 01230-9513
+1 800-257-2297
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
  • Restaurant
  • Room Service
Booking.com
US$50
View Deal
14.1 km from Stockbridge
Special offer
Reviews
Reviewed 16 July 2017
Comfortable bed

This facility is overpriced but is comfortable for a good nights sleep. The bathroom is very old with loose shower fixtures. The morning breakfast was nothing spectacular cereal ,munchkin donuts... more

Reviewed 21 August 2017
Go Elsewhere!!!!!

Room smelled like smoke and mildew. Bathroom had dirt on the floor. Towels were like cardboard. Continental breakfast consisted of dry cereal blueberry muffins and a box of dunkin munchkins. Summer... more

Contact
474 Pittsfield Rd, Route 7 & Route 20, Lenox, MA 01240-2902
+1 800-222-2822
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Room Service
Travelocity
US$65
View Deal
Reviews
Reviewed 28 June 2016
Best hotel of our trip.

This was the best hotel and night of our trip. Clean, comfortable and quiet, and at a reasonable price. Prior reviews were either wrong or perhaps with different management. Very clean and... more

Reviewed 27 June 2016
Unexpectedly clean and comfortable motel

Having read some negative reviews we were sceptical of the motel. However, we were pleasantly surprised with how comfortable and clean the rooms were. I guess the motel owner has worked hard to... more

Contact
970 W Housatonic St, Pittsfield, MA 01201-7504
Amenities
  • Free Wifi
  • Free Parking
SAVE US$5
US$90
Hotels.com
US$85
View Deal
Reviews
Reviewed 12 September 2017
Great Pet Friendly Hotel For Price

There are not many amenities at this hotel (no pool, no gym, but can use the ones down the road at Yankee Inn; room are only cleaned once a week; the office is not staffed 24/7), but the rooms are... more

Reviewed 24 August 2017
Big apartment for the price of a hotel room

Lots of space; the place takes pets for a $50 fee; be sure to ask for a room not on the street side. The bed was comfortable; it had a full kitchen that allowed you to buy drinks and food easily to... more

Contact
20 W Housatonic St, Pittsfield, MA 01201-6065
Amenities
  • Free Wifi
  • Free Parking
SAVE US$11
US$90
Travelocity
US$79
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19.2 km from Stockbridge
Special offer
Reviews
Reviewed 16 January 2018
Decent hotel

We used to stay at this hotel when family first moved to this area. It’s been several years since our last visit. It’s true parking is “interesting”, but it is free. Our room was small, but very... more

Reviewed 1 December 2017
Reasonable hotel

The Crowne Plaza is a typical 1970’s vintage hotel property. The facility is tired and needs a makeover. However, it is clean and the staff try real hard to make the best of a trying situation... more

Contact
1 West St, Rte 7 & West St, Pittsfield, MA 01201-6298
011 60 1-800-81-8081
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Pool
  • Restaurant
  • Room Service
  • Bar/Lounge
Booking.com
US$130
View Deal
Reviews
Reviewed 17 August 2017
A lovely trip back in time

The Silvanus Lodge is a great bargain when in the Berkshires area. Only 10 miles from all the action it is in a great little village and at $120 per night for a double beats the high prices around... more

Reviewed 8 August 2017
Sweet little motel

This is a small motel run by a charming man who sees to every detail. The grounds are gorgeous and there is a small pool. There are little seating areas outside each room with tables and chairs... more

Contact
9350 State Route 22, Hillsdale, NY 12529-5009
Amenities
  • Free Wifi
  • Free Parking
  • Pool
Expedia.com
US$65
View Deal
22.7 km from Stockbridge
Reviews
Reviewed 15 October 2017
Not bad

This motel looks a bit tired on the outside, but that is deceptive. It turned out quite good. We stayed here because it is one of few pet friendly places around Pittsfield. Our king bedroom was... more

Reviewed 1 September 2017
Not worth the lower price

This is the 3rd time we've stayed here for multiple days each time and the experience was consistently lacking. The worst part has really been the terrible customer service of the rude or non... more

Contact
16 Cheshire Rd, Pittsfield, MA 01201-1837
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Room Service
  • Fitness centre
SAVE US$9
US$144
Booking.com
US$135
View Deal
Reviews
Reviewed 4 days ago
Okay, not the first choice but serves the purpose

I gave this hotel four stars because it does offer you a kitchenette and a condo style place to stay. However, the pool is so crowded and full of kids that it becomes a turn-off. There is one jacuzzi... more

Reviewed 6 January 2018
Great location and friendly staff

We stayed at Vacation Village on December 30, 2017, in a 1-bedroom suite. This hotel is a time-share hotel, so all rooms have a fully equipped kitchenette, dining table, and a sitting area with... more

Contact
276 Brodie Mountain Rd, Hancock, MA 01237
Amenities
  • Free Parking
  • Pool
  • Fitness centre
SAVE US$35
US$260
Hotels.com
US$225
View Deal
Reviews
Reviewed 30 December 2017
Second year in a row and will be back

Great place to stay whether you are looking for weekend break or just passing through. Food is exceptional, service is attentive and polite. The tap room is quaint, the restaurant is relaxing and the... more

Reviewed 10 December 2017
A Comfortable Inn with good ambience and service but a terribly stingy breakfast.

the rooms were decently appointed with very comfortable beds and good linens but very dark with 2 lamps so bring your own lighting if you like well lit spaces. Also bring your own breakfast (as the... more

Contact
15 Under Mountain Rd, Salisbury, CT 06068-1826
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Restaurant
  • Bar/Lounge
SAVE US$10
US$99
Expedia.com
US$89
View Deal
Reviews
Reviewed 2 weeks ago
Wonderful return visit!

For the second year in a row, our church choir had a ski trip to Jiminy Peak and stayed here at the BV Inn. The owners are so gracious, the location so convenient, and the price is right. We all... more

Reviewed 30 October 2017
Great place!

Stayed here for the night after spending the day at Mt Greylock. Hidden little gem! Very clean, beds were comfortable, breakfast was good and the owners were very nice. We weren’t able to enjoy the... more

Contact
2541 Hancock Rd, Williamstown, MA 01267-9725
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
Booking.com
US$80
View Deal
36.3 km from Stockbridge
Reviews
Reviewed 21 June 2017
Very flexible

It is a basic motel. Nothing fancy. Very flexible. We needed to check out later in the day. The management told us to check out whenever. It was quiet. It also looked like it was family owned and... more

Reviewed 2 days ago
Ski trip

Very clean, friendly staff, loved it and will stay again. Very accommodating . Pet and kid friendly. Prices are great. Close to Jiminy peak. Our family loved the stay and enjoyed the quiet... more

Contact
94 Route 7, New Ashford, MA 01237-9768
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
  • Fitness centre
Orbitz.com
US$164
View Deal
Reviews
Reviewed 14 September 2017
Low Key

Spent a relaxing mini getaway here. Town house unit was very comfortable with room to spread out. Lake side kayaks and canoes were enjoyable, and there are several more than adequate restaurants in... more

Reviewed 12 September 2017
Good not Great

Our Family stayed here for two nights this past weekend for a wedding right up the road at a beautiful old barn that was made into a incredible venue for weddings. We stayed in a group of rooms that... more

Contact
74 Interlaken Rd, Route 112, Lakeville, CT 06039-2129
(860) 259-2218
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Pool
  • Restaurant
  • Room Service
  • Bar/Lounge
Booking.com
US$100
View Deal
39.1 km from Stockbridge
Special offer
Reviews
Reviewed 20 August 2017
Good, bargain hotel

St Charles is clean, has all the basics. Just what's needed when you don't want to spend much where spend just a few hours sleeping. In and around Hudson, there's much to do and see and excellent... more

Reviewed 19 June 2017
Good clean small town hotel

This hotel is centrally located with Plenty of parking Nothing fancy just a good clean place To lay your head at night. The staff is friendly and very helpful The continental breakfast is just as... more

Contact
16 - 18 Park Place, Hudson, NY 12534-2532
(518) 294-3010
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
SAVE US$40
US$185
Travelocity
US$145
View Deal
Reviews
Reviewed 14 October 2017
A Great Location and Nice Rooms

We chose this place because it is located on the main street where the shops and restaurants are. We also wanted to be in a guest room that has a more modern decor not a place with a lot of flowers... more

Reviewed 4 August 2017
Conveniently located, well appointed rooms.

Our expectations were rather low when we saw the building and the dark wainscoting in the entrance hall. But things quickly improved. We were met by a friendly, helpful manager and we found our room... more

Contact
542 Warren St, Hudson, NY 12534-2826
Amenities
  • Free Wifi
  • Free Parking
TributePortfolio
US$119
View Deal
40.1 km from Stockbridge
Savings alert! 16% below average rates

The price you found is 16% lower than this hotel's average rate of US$142/night.

We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

Reviews
Reviewed 3 days ago
We loved our room even thought it was in the basement ( room 121)

We were positively impressed with the factory conversion, the decor, the room size and decor, it’s very convenient located. We were not happy with the continental breakfast and ordered extra scramble... more

Reviewed 1 week ago
It'll get there! Just give it some time...

My sister and I stayed two nights last week. Hudson is "the new Hamptons" and this hotel is certainly anticipating the rush of super-hip folks coming in from the city. It's certainly a "if you build... more

Contact
41 Cross St, Hudson, NY 12534-3104
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Restaurant
  • Bar/Lounge
HIExpress.com
US$99
View Deal
44.3 km from Stockbridge
Special offer
Reviews
Reviewed 30 November 2017
Double lock

I have stayed here before, and was looking forward to coming back with the same comfort and experience that I had last time. The beds are very comfortable, the breakfasts are consistently the same... more

Reviewed 16 October 2017
Wedding Stay in Coxsackie

While attending a nearby barn wedding my wife and I recently enjoyed an overnight stay at the Holiday Inn Express in West Coxsackie. We found this hotel reasonably priced, and easily accessible to... more

Contact
12740 Route 9W, West Coxsackie, NY 12192
011 60 1-800-81-8081
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
  • Fitness centre
Booking.com
US$97
View Deal
Reviews
Reviewed 30 December 2017
Great bed, clean rooms, helpful staff

We stayed here because we needed a place on the road. The bed was extremely comfortable and the room was clean. The staff were professional and helpful. The fitness center was tiny and the hot tub... more

Reviewed 20 November 2017
Always a Stress free stay

Was greeted as soon as I walked into the lobby and asked "what can I do for you today"? While checking in, staff explained the hours of the gym,pool and free breakfast. Room was cozy and clean with a... more

Contact
12600 Route 9W, West Coxsackie, NY 12192
+1 855-534-1856
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
  • Fitness centre
Booking.com
US$69
View Deal
48.1 km from Stockbridge
Special offer
Offers & AnnouncementsCLICK HERE AND SAVE $$
Reviews
Reviewed 11 November 2017
Williams College Tour

We arrived yesterday in an unusually cold day but the warmth at the motel reception made us feel really welcomed. Breakfast was simple but comprehensive. The coffee was a wonderfully pleasant... more

Reviewed 21 October 2017
Night stay

Had a wonderful comfortable overnight stay. Room so very clean and cozy. Hospitality sincere and very customer experience focused. Enjoyed the great coffee and continental breakfast. Thank you very... more

Contact
295 Main St, Williamstown, MA 01267-2610
(413) 207-9502
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
No availability for your dates from these sites
Reviews
Reviewed 17 June 2017
Don't go there!

Absolutely awful. Where is the health department? If we could show zero stars we would. We thought we could tough it out after paying but it was not worth dying for. It's become hard to find... more

Reviewed 1 October 2013
Not fit for human in habitation

rusty disgusting metal stand up showers, the towels where stained and full of holes I have better rags in my garage than that. the bed sheets where gritty and looked like they where never changed, I... more

Contact
915/919 State Road, Rte 2, North Adams, MA 01247
Amenities
  • Free Wifi
  • Free Parking
Booking.com
US$64
View Deal
Reviews
Reviewed 2 weeks ago
like they need another awesome review !

best place to stay in Williamstown , clean good price , nice people , walk to connivance store . I am not sure what else to say , good place , good price . Very nice guy at the front desk who... more

Reviewed 16 January 2018
Ideal Spot to Stay for a Mass MoCA Wedding

We needed a place for 17 family members attending our nephew's wedding in North Adams (at the amazing Massachusetts Museum of Contemporary Art). This was a getaway weekend that would look a lot like... more

Contact
555 Main St, Williamstown, MA 01267-2612
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
Official Hotel
US$125
View Deal
Reviews
Reviewed 1 week ago
Great Stay for a Ski Trip to Jiminy Peak

We stayed at the Inn for a ski trip to Jiminy Peak in Dec 2017. It was a great stay and the kids and we loved the Inn. Great location in Williamstown, choice of some excellent restaurants and places... more

Reviewed 15 November 2017
Quaint it is!

Quaint is used a lot in reviews of the Williams Inn and I do believe that is the most appropriate way to describe it. Yes, it is dated with old-timey wallpaper and in need of an update, yet it is... more

Contact
1090 Main St, On-the-Green, Williamstown, MA 01267-2620
(413) 207-9351
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Breakfast included
  • Pool
  • Restaurant
  • Bar/Lounge
HolidayInn.com
US$108
View Deal
49.2 km from Stockbridge
Special offer
Reviews
Reviewed 15 January 2018
Hockey Team

This hotel was very clean and the staff very accommodating. Our hockey team stayed here for a weekend. It was only a couple minutes to the rink. Restaurant food was decent. Centrally located in town... more

Reviewed 28 December 2017
Great place to stay

Quite simply a great place to stay. Convenient to “downtown “, the bed was great, the wi-fi was terrific and staff was helpful. A motel will all of the basic amenities expected from a Holiday... more

Contact
40 Main St, North Adams, MA 01247-3460
011 60 1-800-81-8081
Hotel website
Amenities
  • Free Wifi
  • Free Parking
  • Pool
  • Restaurant
  • Room Service
  • Bar/Lounge