Stephentown Hotels from S$99

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17 Jul - 18 Jul
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18 Jul - 19 Jul
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18 Jul - 20 Jul
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25 Jul - 27 Jul

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Top 10 trending Stephentown hotels

Blue Vista Motor Lodge
1 bedroom, in-room safe, desk, free WiFi

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (175)
"Lovely stay!"
The price is S$285
includes taxes & fees
21 Jul - 22 Jul
Blue Vista Motor Lodge
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (130)
"Stayed only one night Very cosy, quiet place "
The price is S$267
includes taxes & fees
21 Jul - 22 Jul
The Trail in Adams - Berkshires’ Art Hotel
The Revival House
1 bedroom, desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (4)
"The Revival House was charming and quiet. It had everything we needed for our short stay. It's only a 6 minute drive to the Bellows Pipe Trail/Mount Greylock, which was a huge plus for us. Wishing all the best for this newly opened hotel!"
The price is S$258
includes taxes & fees
20 Jul - 21 Jul
The Revival House
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout curtains

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great place"
The price is S$230
includes taxes & fees
17 Aug - 18 Aug
Hotel Downstreet, Ascend Hotel Collection
The Porches Inn at Mass MoCA
Exterior

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (395)
"Beautiful and peaceful property. Perfect for our last minute mother daughter get away. The staff was friendly and helpful. "
The price is S$344
includes taxes & fees
17 Aug - 18 Aug
The Porches Inn at Mass MoCA
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is S$321
includes taxes & fees
23 Jul - 24 Jul
Harbour House Inn
Pilgrim Inn
Lobby

Pilgrim Inn

2.5 star property
5.8 out of 10, (310)
"Great location but no staff at check-in or checkout!"
The price is S$112
includes taxes & fees
31 Jul - 1 Aug
Pilgrim Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Friendly staff, easy parking"
The price is S$181
includes taxes & fees
30 Jul - 31 Jul
Quality Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (390)
"No frills but it was a great stay!"
The price is S$172
includes taxes & fees
21 Jul - 22 Jul
Sunset Inn
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (742)
"Close to our target event a plus"
The price is S$102
includes taxes & fees
31 Jul - 1 Aug
FairBridge Inn Express
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (609)
"It is clean and reasonably priced. We were comfortable and close to Tanglewood. "
The price is S$91
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Beautiful location!"
The price is S$279
includes taxes & fees
31 Jul - 1 Aug
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (674)
"Had a great time"
The price is S$262
includes taxes & fees
21 Jul - 22 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is S$267
includes taxes & fees
22 Jul - 23 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is S$295
includes taxes & fees
17 Aug - 18 Aug
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (610)
"Convenient location for my trip"
The price is S$99
includes taxes & fees
20 Jul - 21 Jul
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (760)
"Was great loved the jacuzzi tub "
The price is S$142
includes taxes & fees
20 Jul - 21 Jul
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (851)
"The rooms were tasteful, cheerful and emaculate. We have been searching for lovely, reasonably priced accommodations for our annual trips to Williamstown and we have definitely found them here. The beds were so comfortable, the room felt spacious and the bathroom had extra perks. We will return , highly recommend!"
The price is S$158
includes taxes & fees
20 Jul - 21 Jul
Howard Johnson by Wyndham Williamstown
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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Learn more about Stephentown

Like skiing and dining? Get away to romantic Stephentown!

See all hotels in Stephentown

Top Stephentown Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Had a great time"
Jennifer 2-night trip
Posted 2 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Frequently asked questions

Where is the best place to stay in Stephentown?

Located 19.2 mi (30.8 km) from the heart of Stephentown, Country Inn & Suites by Radisson, Downtown Albany New York is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Hyatt Place Albany/Downtown and Vacation Village in the Berkshires. See all available top hotels, or vacation rentals in Stephentown.

If I need to cancel my hotel reservation in Stephentown, will I receive a refund?

Yes! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Stephentown.

What's the best dog-friendly place to stay in Stephentown?

Berkshire Mountain House is a top dog-friendly B&B, and offers a rooftop terrace along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Stephentown.

What's the best accommodation option for a winter holiday in Stephentown?

Berkshire Mountain House is a top B&B for hitting the ski slopes, and features free breakfast and free WiFiThis B&B is located 12 minutes by car from Jiminy Peak Mountain Resort.

What are some accommodation options with pools in Stephentown?

Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool and free self parking. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and Hotel Downstreet, Ascend Hotel Collection are a couple of other choices that offer an on-site pool. View all hotels with pools in Stephentown.

How is it to stay in Stephentown?

Visitors can enjoy all that Stephentown has to offer, including the ski areas and restaurants. In Stephentown, there are 14 hotels and other accommodation options to choose from. Find out more about Stephentown.

What should I see while I'm in Stephentown?

A couple of favourite places to visit are Zema's Nursery and Taconic Ridge State Forest. You'll also find Jiminy Peak Mountain Resort and Hancock Shaker Village in the area. Take a look at what more there is to see and do in Expedia's Stephentown guide.

What's the seasonal weather like in Stephentown?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.