Search Stephentown hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Stephentown hotels

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AU$774
includes taxes & fees
28 Apr - 29 Apr
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is AU$159
includes taxes & fees
29 Apr - 30 Apr
Best Western Plus Berkshire Hills Inn & Suites

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (900 reviews)
"Immaculate room, great staff, very complete breakfast, best coffee I've had in any motel. Highly recommend for anyone visiting the Williamstown area "
United States
James
The price is AU$131
includes taxes & fees
28 Apr - 29 Apr
Cozy Corner Motel

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"Great location "
United States
Edith
The price is AU$171
includes taxes & fees
18 May - 19 May
Quality Inn Lee - Lenox South

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (917 reviews)
"Such a cool and affordable place to stay in the Berkshires. Great lobby/bar with a good restaurant."
United States
Kathy
The price is AU$141
includes taxes & fees
25 May - 26 May
Berkshires Untold

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is AU$161
includes taxes & fees
11 May - 12 May
The Yankee Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (91 reviews)
"Clean rooms, friendly staff, pool was very clean and so is the hot tub. Breakfast was okay. Overall our stay was excellent. Highly recommended."
United States
Camille
The price is AU$198
includes taxes & fees
4 May - 5 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is AU$162
includes taxes & fees
5 May - 6 May
Shaker Mill Inn

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (601 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is AU$162
includes taxes & fees
29 Apr - 30 Apr
Maple Terrace Motel

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is AU$216
includes taxes & fees
30 Apr - 1 May
The Revival House

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (785 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is AU$123
includes taxes & fees
28 Apr - 29 Apr
The Villager Motel

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AU$105
includes taxes & fees
8 May - 9 May
Pleasant Valley Motel West Stockbridge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (852 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is AU$123
includes taxes & fees
28 Apr - 29 Apr
Howard Johnson by Wyndham Lenox

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (92 reviews)
"Comfy, cozy, quiet stay in this lovely property full of character! Thank you, hard-working staff."
United States
Leslieann H
The price is AU$169
includes taxes & fees
11 May - 12 May
Gregory House Country Inn

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (917 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is AU$167
includes taxes & fees
26 May - 27 May
Berkshire Mountain Lodge

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (556 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is AU$172
includes taxes & fees
28 Apr - 29 Apr
The Little Lion

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful place- beautiful views "
United States
Yanis
The price is AU$179
includes taxes & fees
11 May - 12 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
The price is AU$161
includes taxes & fees
28 Apr - 29 Apr
The Springs Motel

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (854 reviews)
"Comfortable and quiet"
United States
Mark
The price is AU$122
includes taxes & fees
25 May - 26 May
Berkshire Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is AU$277
includes taxes & fees
10 May - 11 May
Element Lenox Berkshires
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Stephentown attractions

Top Stephentown Hotel Reviews

Recent Reviews in Stephentown

More cheap accommodation in Stephentown

Frequently asked questions

Where is the best place to stay in Stephentown?
Located 5.3 mi (8.6 km) from the heart of Stephentown, Vacation Village in the Berkshires 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 Hilton Albany. See all available top hotels, or vacation rentals in Stephentown.
What are some of the best holiday rentals that Stephentown has to offer?
Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat: This highly rated holiday home rental in Stephentown is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 13 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a pool table and 1 hot tub. See all 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 are some accommodation options with pools in Stephentown?
Vacation Village in the Berkshires: Offers a children's pool, an indoor pool and free self parking. Hilton Albany and Berkshire Mountain Lodge 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 17 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 New Lebanon Library 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.

Explore a world of travel with Expedia