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2 Oct - 3 Oct
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3 Oct - 4 Oct
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2 Oct - 4 Oct
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9 Oct - 11 Oct

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Our top choices for Stephentown hotels

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Stephentown
AED 823
AED 2,035 total
includes taxes & fees
5 Oct - 6 Oct
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Jacob
AED 317
AED 394 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires

3. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Karen
AED 547
AED 611 total
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
AED 343
AED 384 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Berkshire Hills Inn & Suites

5. Huttopia Berkshires

Huttopia Berkshires
Williamstown
United States
Dandara
AED 244
AED 273 total
includes taxes & fees
5 Oct - 6 Oct
Huttopia Berkshires

6. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
AED 410
AED 458 total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North

7. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
AED 417
AED 458 total
includes taxes & fees
1 Nov - 2 Nov
The Springs Motel

8. The Yankee Inn

The Yankee Inn
Lenox
United States
William
AED 389
AED 435 total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn

9. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Sheldon
AED 364
AED 406 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
AED 431
AED 481 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Berkshires-Lenox

11. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Kristina
AED 291
AED 325 total
includes taxes & fees
2 Nov - 3 Nov
Berkshire Inn

12. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
AED 470
AED 525 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield

13. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Erdem
AED 859
AED 963 total
includes taxes & fees
1 Nov - 2 Nov
Inn at Silver Maple Farm

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Mark
AED 290
AED 324 total
includes taxes & fees
4 Oct - 5 Oct
Howard Johnson by Wyndham Lenox

15. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Jay
AED 315
AED 434 total
includes taxes & fees
18 Oct - 19 Oct
Berkshire Mountain Lodge

16. Gregory House Country Inn

Gregory House Country Inn
Averill Park
United States
Brian
AED 413
AED 459 total
includes taxes & fees
4 Oct - 5 Oct
Gregory House Country Inn

17. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
AED 364
AED 406 total
includes taxes & fees
4 Oct - 5 Oct
The Central Downtown Inn & Suites

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
AED 461
AED 515 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires

19. The Williams Inn

The Williams Inn
Williamstown
United States
Soleil
AED 631
AED 705 total
includes taxes & fees
2 Nov - 3 Nov
The Williams Inn

20. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
United States
Abram J
AED 418
AED 464 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites East Greenbush - Albany
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Stay near popular Stephentown attractions

Zema's Nursery

Enjoy a stop at Zema's Nursery, an entertaining place to visit in Stephentown. Discover the mountain views in this quaint area, or enjoy its ski slopes.
See properties

Top Stephentown Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Every single thing impressed us. The young woman working the check in desk was sweet, efficient and opened a beer for us with office supplies! Our HERO! Room was immaculate. Beds pillows and sheets so comfy. Great shower. We can’t WAIT to get back here."
Molina 1-night trip
Posted 9 hours ago
Comfort Inn & Suites East Greenbush - Albany
The Yankee Inn

The Yankee Inn

8/10 Good
"Room was nice but did not have the view I was hoping for. Another hotel property is mostly blocking views from Yankee Inn looking West; the direction rooms with balcony’s face. The location near"
Theresa 2-night trip
Posted 12 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."
Francesca 1-night trip
Posted 1 day ago
Hotel Downstreet, an Ascend Collection Hotel
Berkshires Untold

Berkshires Untold

8/10 Good
"All was good for the price. Great location. Gentlemen at the bar and check-in was very pleasant and helpful. Dinner could have been better prepared."
Dan 1-night trip
Posted 2 days ago
Berkshires Untold
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent
"Nice place."
dennis 2-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Downtown Albany New York
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Most helpful staff, very clean and best breakfast around"
Sheldon 2-night trip
Posted 2 days ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Wonderful resort"
Ofer 2-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort

More cheap stays in Stephentown

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
AED 228
AED 255 total
4 Oct - 5 Oct
includes taxes & fees
5.4/10 (911 reviews)
FairBridge Inn Express
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY
AED 313
AED 359 total
1 Nov - 2 Nov
includes taxes & fees
Comfort Inn Glenmont - Albany South
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY
AED 372
AED 425 total
1 Nov - 2 Nov
includes taxes & fees
8.2/10 Very Good! (1,112 reviews)
Country Inn & Suites by Radisson, Downtown Albany New York
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
AED 389
AED 435 total
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
The Yankee Inn
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
AED 418
AED 464 total
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Comfort Inn & Suites East Greenbush - Albany
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY
AED 434
AED 497 total
11 Oct - 12 Oct
includes taxes & fees
Hampton Inn & Suites Albany-Downtown

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 Country Inn & Suites by Radisson, Downtown Albany New York and Hampton Inn & Suites Albany-Downtown. See all available top hotels, or vacation rentals in Stephentown.
What are some of the best vacation rentals in Stephentown?
Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room: This highly rated vacation home rental in Stephentown is located in a rural location and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a pool table 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. Spacious 6-bedroom farmhouse in peaceful with additional barn/Stephentown withAC is another good option for a stay with your pet. See more pet-friendly hotel accommodations in Stephentown.
What are some accommodations with pools in Stephentown?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge and Comfort Inn Glenmont - Albany South 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 18 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.