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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 AED 720
AED 2,033 total
includes taxes & fees
25 Jan - 26 Jan
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, (1,005 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is AED 346
AED 387 total
includes taxes & fees
26 Jan - 27 Jan
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is AED 360
AED 402 total
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Experience comfort near Colonial Plaza with a pool, restaurant, and bar onsite.
"Very clean and warm room, kind staff, many fresh fruits for breakfast. Wonderful stay in cold January."
United States
ALEXEI
The price is AED 281
AED 314 total
includes taxes & fees
25 Jan - 26 Jan
Willows Motel Williamstown

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (830 reviews)
  • cleanliness
    Convenient Lenox motel offers outdoor pool and complimentary WiFi and parking.
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
25 Jan - 26 Jan
Howard Johnson by Wyndham Lenox

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"Very friendly staff comfy beds!"
United States
Giselle
The price is AED 340
AED 380 total
includes taxes & fees
1 Feb - 2 Feb
The Yankee, Trademark Collection by Wyndham

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

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
2.5 star property
Rensselaer
8.8 out of 10, Excellent, (868 reviews)
  • cleanliness
    Enjoy a refreshing dip in the indoor pool near Albany's top attractions.
"Easy from arrival to departure. Clean and friendly. We loved staying here!"
Canada
Luca
The price is AED 334
AED 371 total
includes taxes & fees
8 Feb - 9 Feb
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

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)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Center and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is AED 309
AED 345 total
includes taxes & fees
6 Feb - 7 Feb
Quality Inn Lee - Lenox South

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Convenient East Greenbush hotel with indoor pool near Albany attractions.
"I have stayed here many times and have had good experiences always."
United States
Scott
The price is AED 342
AED 379 total
includes taxes & fees
8 Feb - 9 Feb
Comfort Inn & Suites East Greenbush - Albany

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (892 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is AED 274
AED 324 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Corner Motel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (444 reviews)
  • cleanliness
    Enjoy a relaxing Berkshires retreat with free breakfast and parking amenities.
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is AED 396
AED 435 total
includes taxes & fees
25 Jan - 26 Jan
Shaker Mill Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
  • cleanliness
    Relax in the Berkshires with pool access and complimentary breakfast daily.
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is AED 511
AED 570 total
includes taxes & fees
1 Feb - 2 Feb
Element Lenox Berkshires

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush
2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Convenient Albany access with free breakfast and 24-hour fitness center.
"Breakfast was good, hotel was quiet, liked the water and tea in the lobby."
United States
Lily
The price is AED 356
AED 395 total
includes taxes & fees
8 Feb - 9 Feb
Fairfield Inn & Suites Albany East Greenbush

Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York
3.0 star property
Downtown Albany
8.0 out of 10, Very Good, (473 reviews)
  • cleanliness
    Convenient downtown retreat with free breakfast and 24-hour fitness center.
"Very welcoming staff, easy check in and out, and comfy cozy room. "
United States
Bethany
The price is AED 415
AED 475 total
includes taxes & fees
25 Jan - 26 Jan
Country Inn & Suites by Radisson, Downtown Albany New York

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)
  • cleanliness
    Modern lakeside retreat with 24-hour fitness and scenic Tanglewood location.
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AED 372
AED 415 total
includes taxes & fees
2 Feb - 3 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (770 reviews)
  • cleanliness
    Wake up surrounded by nature at this family-owned motel near popular trails.
"clean modern and spacious room. comfortable king bed. "
United States
William
The price is AED 275
AED 308 total
includes taxes & fees
25 Jan - 26 Jan
The Villager Motel

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (663 reviews)
  • cleanliness
    Perfect setting for a Berkshires visit with an indoor pool and Asian dining.
" Nice staff - beautiful hotel!"
United States
MARY
The price is AED 503
AED 562 total
includes taxes & fees
30 Jan - 31 Jan
Hilton Garden Inn Lenox Pittsfield

Four Points by Sheraton Albany

Four Points by Sheraton Albany
3.0 star property
Albany
9.0 out of 10, Wonderful, (557 reviews)
  • cleanliness
    Take a dip in the Art Deco hotel with American dining and 24-hour fitness center.
"We had a very comfortable stay. Clean room, comfy bed and friendly staff."
United States
Emily
The price is AED 426
AED 488 total
includes taxes & fees
17 Feb - 18 Feb
Four Points by Sheraton Albany

Hilton Garden Inn Troy

Hilton Garden Inn Troy
3.0 star property
Troy
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Modern Troy comfort with dining options and an indoor pool at Hilton Garden Inn.
"Good Buffet "
United States
Brendan
The price is AED 389
AED 431 total
includes taxes & fees
8 Feb - 9 Feb
Hilton Garden Inn Troy

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (844 reviews)
  • cleanliness
    Experience Berkshires charm with onsite American dining and attentive service.
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is AED 324
AED 362 total
includes taxes & fees
25 Jan - 26 Jan
Berkshires Untold
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 Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Stephentown.
What are some of the best vacation rentals in Stephentown?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This vacation home rental outside of Stephentown offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. 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. Berkshire Mountain Lodge and Hilton Albany 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 16 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 Zema's Nursery and Taconic Ridge State Forest. 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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