Find hotels in Stephentown, NY from AED 256

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Compare 1,217 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1001)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is AED 372
AED 415 total
includes taxes & fees
14 Dec - 15 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1015)
"Great stay!"
United States
Ann
The price is AED 229
AED 256 total
includes taxes & fees
14 Dec - 15 Dec
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AED 403
AED 450 total
includes taxes & fees
8 Dec - 9 Dec
Berkshires Untold

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2161)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is AED 299
AED 375 total
includes taxes & fees
7 Dec - 8 Dec
Vacation Village in the Berkshires

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very Good, (1002)
"Room was spotless, staff very friendly."
United States
amber
The price is AED 355
AED 394 total
includes taxes & fees
1 Jan - 2 January 2026
Comfort Inn & Suites East Greenbush - Albany

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

3.5 star property
South Lee
9.0 out of 10, Wonderful, (794)
"Place was great!"
United States
Benjamin
The price is AED 391
AED 501 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (976)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AED 341
AED 381 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is AED 520
AED 725 total
includes taxes & fees
21 Dec - 22 Dec
The Cornell Inn, Lenox & The Berkshires

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is AED 596
AED 830 total
includes taxes & fees
18 Dec - 19 Dec
The Red Lion Inn

Hyatt Place Albany/Downtown

3.0 star property
Downtown Albany
9.0 out of 10, Wonderful, (1322)
"Incredibly clean, pleasant staff, amazing location."
United States
Baylea
The price is AED 360
AED 413 total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Place Albany/Downtown

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is AED 335
AED 374 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1000)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is AED 393
AED 439 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (776)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge

Country Inn & Suites by Radisson, Downtown Albany New York

3.0 star property
Downtown Albany
8.0 out of 10, Very Good, (431)
"Had a great stay ! "
United States
Bethany
The price is AED 359
AED 411 total
includes taxes & fees
14 Dec - 15 Dec
Country Inn & Suites by Radisson, Downtown Albany New York

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
Rensselaer
8.8 out of 10, Excellent, (856)
"Friends visiting our church stayed here -- and they thought it was great! Treated very nicely by the staff; great view of Albany's skyline."
United States
Nicholas
The price is AED 335
AED 372 total
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

TownePlace Suites by Marriott Albany Downtown/Medical Center

3.0 star property
Albany
8.4 out of 10, Very Good, (852)
"I have been there a few times always good experience"
United States
Aysha
The price is AED 372
AED 425 total
includes taxes & fees
20 Dec - 21 Dec
TownePlace Suites by Marriott Albany Downtown/Medical Center

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

Hampton Inn & Suites Albany-Downtown

2.5 star property
Downtown Albany
8.8 out of 10, Excellent, (1033)
"Clean room, great staff! Enjoyed our stay!!"
United States
Maureen
The price is AED 332
AED 380 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Albany-Downtown

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (803)
"Clean room and staff was super friendly"
United States
Yuen
The price is AED 490
AED 547 total
includes taxes & fees
22 Dec - 23 Dec
Hotel On North

Hampton Inn & Suites Albany-East Greenbush

2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (881)
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
The price is AED 408
AED 466 total
includes taxes & fees
1 Jan - 2 January 2026
Hampton Inn & Suites Albany-East Greenbush
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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Stay near popular Stephentown attractions

Top Stephentown Hotel Reviews

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Hotels in Stephentown with star-rating

Find out more about Stephentown

Top reasons to visit Stephentown

  • Outdoor Adventures: Stephentown is perfect for adventure seekers, offering skiing at local resorts and beautiful golf courses.
  • Natural Beauty: Explore stunning nature preserves and picturesque mountains that enhance your outdoor experience.
  • Family-Friendly Activities: The area provides a range of activities suitable for families, ensuring enjoyable experiences for all ages.
  • Diverse Accommodation Options: Choose from cozy resorts, agritourism stays, or romantic getaways tailored to your needs.
  • Cultural Exploration: Immerse yourself in local culture while enjoying a vibrant downtown atmosphere and nearby neighborhoods.

Find great hotels near Stephentown

Discover the charm of Stephentown, New York, with a variety of lodging options tailored to your vacation needs. Whether you're seeking a family-friendly resort, an adventurous agritourism experience, or a romantic getaway, you'll find the perfect hotel to suit your preferences. Explore top-rated accommodations, read insightful hotel reviews, and uncover the best hotels in the area for an unforgettable stay in the heart of the beautiful New York countryside.

  • The Yankee, Trademark Collection by Wyndham: Experience a blend of comfort and business-friendly amenities at The Yankee, Trademark Collection by Wyndham. Situated just 19.3km from Stephentown, this hotel caters to the discerning business traveler seeking a productive stay. Guests can enjoy spacious, well-equipped rooms featuring modern technology for seamless work experiences. The property also offers meeting spaces, high-speed internet access, and convenient business services, making it an ideal choice for corporate trips.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Embrace the spirit of adventure at the Holiday Inn & Suites Pittsfield-Berkshires by IHG, located 16.1km from Stephentown. This 3-star hotel is centered around winery and city-themed experiences, perfect for travelers looking to explore local vineyards and outdoor activities. Guests can indulge in a range of adventure sports such as skiing, horseback riding, and hiking, all easily accessible nearby. The hotel’s prime city-center location enhances the convenience for those wanting to experience local attractions and dining.
  • Berkshire Mountain Lodge: Nestled 19.3km from Stephentown, Berkshire Mountain Lodge offers a cozy retreat suited for both adventure seekers and business travelers. This 3-star lodge features a variety of recreational activities, including biking, ziplining, and kayaking, ensuring there’s something for everyone. Ideal for those balancing work and leisure, the lodge provides comfortable accommodations alongside essential business facilities. Guests appreciate the serene surroundings that invite relaxation after a day of exploration.

Where to stay near Stephentown

Stephentown, New York, offers a delightful blend of adventure and relaxation, perfect for ski enthusiasts and families alike. Experience cozy getaways in the picturesque mountains or enjoy the vibrant downtown atmosphere. From romantic escapes to budget-friendly options, there's something for everyone. Explore nearby neighborhoods for stunning scenery and family-friendly activities, making your vacation an unforgettable experience in this charming region.

  • Pittsfield: Situated about 16.1km from Stephentown, Pittsfield is a vibrant city that offers a year-round adventure for outdoor enthusiasts. With its visitor numbers peaking from June to August, the city is a hub for skiing, hiking, and exploring nearby lakes and mountains. Notable attractions include ski resorts and fields that cater to both beginners and seasoned skiers. The city is also home to various monuments that reflect its rich history, making it an ideal destination for those seeking both excitement and cultural insights.
  • Hancock: Located 9.7km from Stephentown, Hancock is a charming city that attracts visitors primarily for its thrilling outdoor sports and skiing opportunities. The best time to visit is from March to April and during July, when the area bustles with travelers eager to experience its scenic ski resorts. Surrounded by stunning mountains and serene lakes, Hancock is perfect for adventurers and sports enthusiasts alike. Don't miss the chance to explore historic college campuses nearby, adding a touch of educational charm to your visit.
  • Lenox: About 24.1km from Stephentown, Lenox is a cultural gem that draws visitors with its romantic atmosphere and vibrant entertainment scene. The peak travel season from June to August offers a plethora of music concerts and theatrical performances, creating an engaging experience for art lovers. With beautiful lakes and mountains nearby, Lenox also serves as a picturesque backdrop for relaxation and exploration. The presence of notable places of worship adds to the city's diverse cultural fabric, making it a well-rounded destination for all travelers.

Things to do in and around Stephentown

Stephentown offers an exciting blend of outdoor adventures, making it perfect for a ski or sports vacation. Visitors can enjoy skiing at local ski resorts and explore various ski fields. Additionally, the area boasts a golf club for those looking to tee off amidst beautiful scenery. With its range of activities, Stephentown is an ideal destination for adventure seekers and sports enthusiasts alike.

Shopping

In Stephentown, you can explore Zema's Nursery for unique gifts. If you're up for a drive, Guido's Marketplace, 19.3km away, offers a vibrant public market experience. The Bookstore, located 24.1km from town, is perfect for finding literary treasures.

Recreation

Experience the Tanglewood Music Center for captivating concerts that uplift your spirit. Visit Skyline Country Club for a day of golfing in a beautiful outdoor setting. Unwind at Kennedy Park, where you can enjoy serene nature walks and peaceful relaxation amidst scenic views.

Adventure

At Jiminy Peak Mountain Resort, 8.0km from Stephentown, enjoy thrilling skiing and snowboarding with stunning mountain views. Bousquet Ski Area, 17.7km away, offers excellent slopes for all skill levels. Pineridge Cross Country Ski Center, located 16.1km from town, provides picturesque trails for cross-country skiing enthusiasts.

Nightlife

Experience the vibrant nightlife by visiting the Williamstown Theatre Festival for captivating performances, or enjoy a show at the Colonial Theater and Barrington Stage Company, both offering a blend of romance and culture just 16.1km from Stephentown.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Stephentown

To save money on your trip to Stephentown, plan to visit during the cheaper months of March or December to January, avoiding the peak summer and fall seasons. Booking accommodations for Monday can also help reduce costs compared to Saturday. Use Expedia to find budget-friendly hotels by sorting results by price and considering eco-certified options. Additionally, combining your hotel, flights, and activities into a package deal can lead to significant savings. Be on the lookout for discounts and last-minute deals to maximize your travel budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Stephentown are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Stephentown is Monday. The most expensive day to stay in Stephentown is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool is designed to help you find accommodations that fit your budget and preferred location, among other criteria. You can easily sort your results by price, allowing you to view the most affordable hotels first. Additionally, you have the option to narrow your search by hotel type—if you select the Eco-certified filter, you'll be presented with sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Stephentown hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Stephentown

Stephentown, New York, is an ideal destination for adventure seekers and sports enthusiasts. Visitors can enjoy skiing and explore various attractions, including nature preserves, mountains, and local libraries. The area offers a rich blend of cultural experiences and outdoor activities, making it perfect for families and travelers looking to immerse themselves in the natural beauty and recreational opportunities available in and around Stephentown.

  • Williams College: Located 22.5km from Stephentown, Williams College is a renowned liberal arts institution with beautiful historic architecture and a vibrant campus culture. Explore its art museums, scenic landscapes, and attend events showcasing student talent.
  • Mount Greylock State Reservation Visitor Center: Just 14.5km away, this visitor center offers stunning views and access to outdoor activities like hiking and picnicking. It’s perfect for families and adventure seekers looking to explore Massachusetts' highest peak.
  • Hancock Shaker Village: Also 14.5km from Stephentown, this living museum showcases the unique culture and heritage of the Shaker community. Visitors can explore restored buildings, gardens, and learn about the Shaker way of life through engaging exhibits.

Best time to go to Stephentown

The best time to visit Stephentown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.6°F (-5.8°C)Light RainMostly CloudySlightly LowSlightly Low
February23.5°F (-4.7°C)Light RainMostly CloudyAverageAverage
March31.3°F (-0.4°C)Light RainMostly CloudyAverageSlightly Low
April43.0°F (6.1°C)Light RainMostly CloudyAverageAverage
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
July69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
August67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October49.1°F (9.5°C)Light RainMostly SunnySlightly HighSlightly High
November36.9°F (2.7°C)Light RainMostly SunnySlightly LowAverage
December28.4°F (-2.0°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Stephentown

When planning your visit to Stephentown, New York, you have several airport options. Albany International Airport (ALB) is located 40.2km away, with nearby hotels such as the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Hartford's Bradley International Airport (BDL) is 90.1km away, offering the DoubleTree by Hilton Hartford - Bradley Airport just 1.6km from the terminal. Lastly, Pittsfield Municipal Airport (PSF) is the closest at 16.1km, with the Hampton Terrace Inn and The Stockbridge Country Inn nearby, providing convenient accommodation options for your trip.

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 traveler data. Two other choices for your trip to the area are Hyatt Place Albany/Downtown and Hotel Downstreet, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Stephentown.
What are some of the best vacation rentals in Stephentown?
Pet Friendly Riverfront Home in Great Barrington: This vacation home rental outside of Stephentown is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Stephentown.
If I need to cancel my hotel reservation in Stephentown, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Stephentown.
Where can I learn more about changing or cancelling my trip to Stephentown?
For more details about changing or cancelling your trip to Stephentown, go to https://www.expedia.com/service/.
What's the best pet-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 accommodations with pools in Stephentown?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel and Berkshire Mountain Lodge are a couple of other choices with an onsite pool. View all hotels with pools in Stephentown.
What is the best hotel near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What's it like staying 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 accommodations to choose from. Find out more about Stephentown.
What should I see while I'm in Stephentown?
A couple of favorite places to visit are Taconic Ridge State Forest and Zema's Nursery. You'll also find Jiminy Peak Mountain Resort and Hancock Shaker Village in the area. Check out what more to see and do in Expedia's Stephentown guide.
What's the weather like in Stephentown?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Stephentown are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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