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29 Sep - 30 Sep
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30 Sep - 1 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
SAR 841
SAR 2,081 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
SAR 366
SAR 450 total
includes taxes & fees
1 Oct - 2 Oct
Vacation Village in the Berkshires

3. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Karen
SAR 559
SAR 625 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
SAR 397
SAR 444 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Berkshire Hills Inn & Suites

5. Huttopia Berkshires

Huttopia Berkshires
Williamstown
United States
Dandara
SAR 264
SAR 295 total
includes taxes & fees
7 Oct - 8 Oct
Huttopia Berkshires

6. Hotel On North

Hotel On North
Pittsfield
United States
Drew
SAR 504
SAR 563 total
includes taxes & fees
5 Oct - 6 Oct
Hotel On North

7. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
SAR 435
SAR 477 total
includes taxes & fees
1 Oct - 2 Oct
The Springs Motel

8. The Yankee Inn

The Yankee Inn
Lenox
United States
William
SAR 405
SAR 453 total
includes taxes & fees
27 Oct - 28 Oct
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
Susan
SAR 398
SAR 445 total
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
SAR 549
SAR 614 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Lenox Pittsfield

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
SAR 458
SAR 511 total
includes taxes & fees
20 Oct - 21 Oct
Hampton Inn & Suites Berkshires-Lenox

12. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Erdem
SAR 916
SAR 1,026 total
includes taxes & fees
26 Oct - 27 Oct
Inn at Silver Maple Farm

13. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Jay
SAR 299
SAR 418 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge

14. The Williams Inn

The Williams Inn
Williamstown
United States
Soleil
SAR 766
SAR 856 total
includes taxes & fees
20 Oct - 21 Oct
The Williams Inn

15. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Kristina
SAR 318
SAR 355 total
includes taxes & fees
31 Oct - 1 Nov
Berkshire Inn

16. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
SAR 531
SAR 593 total
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Lenox Berkshires

17. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
SAR 372
SAR 415 total
includes taxes & fees
1 Oct - 2 Oct
The Central Downtown Inn & Suites

18. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
COLLEEN
SAR 297
SAR 331 total
includes taxes & fees
1 Oct - 2 Oct
Howard Johnson by Wyndham Lenox

19. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
SAR 603
SAR 674 total
includes taxes & fees
27 Oct - 28 Oct
Berkshires Untold

20. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
United States
Abram J
SAR 444
SAR 492 total
includes taxes & fees
25 Oct - 26 Oct
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

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

10/10 Excellent
"Great spot"
Chauncey 2-night trip
Posted 2 hours ago
Hyatt Place Albany/Downtown
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Very nice room, great price"
Bill 2-night trip
Posted 3 hours ago
Vacation Village in the Berkshires
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent
"Super comfy bed!"
Krystal 1-night trip
Posted 3 hours ago
Country Inn & Suites by Radisson, Downtown Albany New York
The Williams Inn

The Williams Inn

10/10 Excellent
"Great"
William 1-night trip
Posted 7 hours ago
The Williams Inn
Berkshires Untold

Berkshires Untold

8/10 Good
"A very good place to stay"
Madhavi R 1-night trip
Posted 8 hours ago
Berkshires Untold
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 1 day ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Hilton Albany

Hilton Albany

10/10 Excellent
"Really good stay!"
Charles 2-night trip
Posted 1 day ago
Hilton Albany
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Easy check in. Bright atmosphere. Very helpful and courteous front desk staff."
Aaron 5-night trip
Posted 1 day ago
Comfort Inn & Suites East Greenbush - Albany
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"This was a nice clean convenient hidden gem. Situated on the water, a little cool right now , but the beginning of fall follege was very pretty. Staff was polite and helpful. I would return."
Anthony 2-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

More cheap stays in Stephentown

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
SAR 233
SAR 260 total
1 Oct - 2 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
SAR 359
SAR 411 total
29 Oct - 30 Oct
includes taxes & fees
Comfort Inn Glenmont - Albany South
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
SAR 405
SAR 453 total
27 Oct - 28 Oct
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
The Yankee Inn
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY
SAR 412
SAR 471 total
6 Oct - 7 Oct
includes taxes & fees
8.2/10 Very Good! (1,107 reviews)
Country Inn & Suites by Radisson, Downtown Albany New York
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
SAR 444
SAR 492 total
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Comfort Inn & Suites East Greenbush - Albany
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY
SAR 444
SAR 508 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 skiing and winter sports, offering numerous ski resorts and fields.
  • Scenic Beauty: Nestled in the mountains, the area provides breathtaking views and opportunities for nature exploration.
  • Family-Friendly Activities: Enjoy a variety of activities suitable for all ages, making it an ideal destination for families.
  • Charming Downtown: Experience the romantic vibes and quaint charm of the local downtown area.
  • Unique Accommodations: Choose from a range of delightful lodging options, from cozy resorts to agritourism stays.

Find great hotels near Stephentown

Discover a range of delightful accommodations in Stephentown, New York, where you'll find options perfect for family getaways, romantic escapes, and adventurous vacations. From charming resorts to unique agritourism properties, each hotel offers a welcoming atmosphere and essential amenities to enhance your stay. Explore top-rated hotels and read reviews to find the ideal lodging that suits your travel needs in this picturesque area.

  • The Yankee, Trademark Collection by Wyndham: This hotel offers a professional atmosphere tailored for business travelers seeking comfort and convenience. Located 19.3km from Stephentown, The Yankee features modern amenities such as well-equipped meeting rooms, high-speed internet access, and a business center. Guests can unwind in stylishly designed rooms that promise a restful stay after a busy day. The hotel’s commitment to service excellence ensures that all your business needs are met, making it an ideal choice for corporate travelers.
  • Berkshire Mountain Lodge: Perfect for adventure enthusiasts, the Berkshire Mountain Lodge is a 3-star retreat situated 19.3km from Stephentown. This lodge caters to those looking for outdoor activities, featuring proximity to ski lifts and shuttles for winter sports lovers. The property offers a variety of on-site and nearby adventure sports, including hiking, biking, snow tubing, and ziplining. With amenities designed for thrill-seekers, this lodge provides a perfect base for a dynamic vacation filled with exploration and recreation.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Just 16.1km from Stephentown, this 3-star hotel is a family-friendly destination that welcomes pets, making it ideal for travelers with furry companions. The hotel offers amenities tailored for children, including free cribs and window guards for safety. Families can enjoy spacious rooms and a range of services that ensure a comfortable stay. The property’s pet policy allows for a hassle-free experience for pet owners, further enhancing its appeal to families looking for a relaxing getaway.

Where to stay near Stephentown

Stephentown, New York, offers a delightful blend of outdoor adventures and cozy getaways. Nestled in the mountains, it's perfect for skiing and family-friendly activities. Explore the charming downtown area with its romantic vibes and scenic views. Nearby regions provide additional options for budget-friendly stays and business conveniences. Whether you're seeking an adventurous retreat or a tranquil escape, Stephentown promises an unforgettable experience for every traveler.

  • Hancock: Located 9.7km from Stephentown, Hancock is a charming city that attracts visitors year-round, with peak travel times in March to April and July. Known for its thrilling skiing and adventure sports, Hancock is a haven for outdoor enthusiasts. The nearby ski resorts and fields provide ample opportunities for skiing, while the scenic mountains and serene lakes offer a picturesque backdrop for relaxation and exploration. The historic college university adds a cultural touch, making Hancock a delightful blend of nature and education.
  • Pittsfield: Just 16.1km away from Stephentown, Pittsfield is a vibrant city that draws travelers primarily during the summer months of June to August. This city is perfect for adventure seekers and sports lovers, offering similar skiing experiences as Hancock. Visitors can explore the local ski fields and resorts, as well as enjoy the stunning natural surroundings, including beautiful lakes and majestic mountains. The notable monuments in the area add a historical element to your exploration, making Pittsfield a well-rounded destination for all types of travelers.
  • Pittsfield State Forest: Located a mere 8.0km from Stephentown, Pittsfield State Forest is a natural gem that provides a unique experience for those looking for culture and family-friendly activities. With moderate seasonal travel peaking in July to August and October, it offers a variety of attractions such as an arts center, theater, and shopping venues. The forest is surrounded by historic buildings and national parks, making it an ideal spot for nature lovers and cultural enthusiasts alike. Enjoy the tranquility of the park while partaking in engaging activities suitable for the whole family.

Things to do in and around Stephentown

Stephentown, New York, is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can enjoy skiing at local resorts and on the ski fields, making the most of winter sports. Additionally, the area features a golf club for those looking to enjoy a round of golf. Whether you're hitting the slopes or teeing off, Stephentown offers a variety of activities for an exciting vacation.

Shopping

In Stephentown, visit Zema's Nursery for unique gifts. If you're up for a drive, check out Guido's Marketplace 19.3km away for a vibrant market experience, or The Bookstore 24.1km away for a cozy selection of books and souvenirs.

Recreation

Tanglewood Music Center offers a vibrant atmosphere with captivating concerts, just 24.1km from Stephentown. Skyline Country Club provides a refreshing outdoor experience with its beautiful golf course, located 14.5km away. For a tranquil retreat, Kennedy Park features relaxing spaces, situated 20.9km from Stephentown.

Adventure

Experience the thrill of skiing at Jiminy Peak Mountain Resort, located 8.0km from Stephentown. Enjoy the exhilarating slopes and vibrant sports atmosphere. Alternatively, visit Bousquet Ski Area, 17.7km away, or Pineridge Cross Country Ski Center, 16.1km away, for more skiing adventures in a scenic setting.

Nightlife

Experience the vibrant nightlife in Stephentown by visiting the nearby Williamstown Theatre Festival, Colonial Theater, and Barrington Stage Company, all about 16.1km away. Enjoy captivating performances that radiate romance and culture, perfect for an entertaining evening out.

*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, consider visiting during the off-peak months of March and December to January, when prices are lower. Mondays are the least expensive days to stay, while Saturdays are the most costly. Utilize Expedia’s search tool to find budget-friendly hotels, filter for Eco-certified options, and explore package deals that combine flights and activities for additional savings. Look for group hotel discounts and last-minute deals to maximize your budget and enjoy your vacation without overspending.

  • 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 enables you to choose your budget, desired location, and additional preferences. You can easily sort the results to display hotels from the most affordable to the more expensive options, ensuring you find the best deals first. Additionally, you can refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Stephentown with your flights and activities through an Expedia package deal.

Find the best attractions near Stephentown

Stephentown, New York, is an ideal destination for those seeking outdoor adventures and cultural experiences. Visitors can explore local attractions such as nature preserves, scenic mountains, and community libraries. This charming area offers something for everyone, from skiing and outdoor activities to family-friendly experiences, making it a perfect spot for a memorable vacation.

  • Williams College: Located 22.5km from Stephentown, Williams College is a prestigious liberal arts institution with stunning architecture and a vibrant cultural scene. Visitors can explore its picturesque campus, art galleries, and the nearby Clark Art Institute, which houses an impressive collection of European and American art.
  • Mount Greylock State Reservation Visitor Center: Just 14.5km away, this visitor center is the gateway to Massachusetts' highest peak. It offers outdoor adventures such as hiking, biking, and stunning panoramic views, perfect for families and nature enthusiasts.
  • Hancock Shaker Village: Also 14.5km from Stephentown, this living history museum showcases the unique lifestyle of the Shakers. Engage with exhibits, historic buildings, and beautiful gardens, all while learning about their innovative craftsmanship and communal way of life.

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 visiting Stephentown, New York, you have several airport options. ALBany International Airport (ALB) is the closest, located 40.2km away, with nearby hotels like 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, with accommodations such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Pittsfield Municipal Airport (PSF) is a mere 16.1km away, with options like The Stockbridge Country Inn and Hampton Terrace Inn within a short drive. All these airports provide convenient access to 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 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.