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Stephentown Hotels

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Aug 17 - Aug 18
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Aug 18 - Aug 19
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Aug 21 - Aug 23
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Aug 28 - Aug 30

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Our top choices for Stephentown hotels

Reserve now, pay later
Hotel
Pet friendly
Breakfast included
Motel

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

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Stephentown
P13,765
P34,053 total
includes taxes & fees
Aug 24 - Aug 25
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

2. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
P7,004
P7,823 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Plus Berkshire Hills Inn & Suites

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
peter
P5,338
P6,637 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the Berkshires

4. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
United States
DM
P10,231
P11,428 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Valley Inn

5. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Myrna
P7,804
P8,717 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG

6. Hampton Inn & Suites Albany-East Greenbush

Hampton Inn & Suites Albany-East Greenbush
East Greenbush
United States
Timothy
P8,573
P9,731 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Albany-East Greenbush

7. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Sandy
P8,793
P9,822 total
includes taxes & fees
Aug 30 - Aug 31
Jiminy Peak Mountain Resort

8. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
United States
Michael
P6,999
P7,769 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites East Greenbush - Albany

9. Gregory House Country Inn

Gregory House Country Inn
Averill Park
United States
Raghvendra
P6,913
P7,674 total
includes taxes & fees
Aug 18 - Aug 19
Gregory House Country Inn

10. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
P9,709
P10,845 total
includes taxes & fees
Sep 14 - Sep 15
The Yankee Inn

11. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Danielle
P5,530
P6,177 total
includes taxes & fees
Aug 19 - Aug 20
Berkshire Inn

12. Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany
Troy
United States
Cristal
P8,057
P8,943 total
includes taxes & fees
Aug 26 - Aug 27
Best Western Plus Franklin Square Inn Troy/Albany

13. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Sheila
P4,854
P5,422 total
includes taxes & fees
Aug 31 - Sep 1
Howard Johnson by Wyndham Lenox

14. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
P6,363
P7,107 total
includes taxes & fees
Aug 18 - Aug 19
Willows Motel Williamstown

15. Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York
Downtown Albany
United States
Abdul
P6,448
P7,383 total
includes taxes & fees
Aug 30 - Aug 31
Country Inn & Suites by Radisson, Downtown Albany New York

16. The Springs Motel

The Springs Motel
New Ashford
United States
Shakeila
P7,673
P8,418 total
includes taxes & fees
Sep 13 - Sep 14
The Springs Motel

17. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
DAVID
P3,816
P4,262 total
includes taxes & fees
Aug 19 - Aug 20
FairBridge Inn Express

18. Hotel On North

Hotel On North
Pittsfield
United States
Drew
P10,999
P12,286 total
includes taxes & fees
Sep 7 - Sep 8
Hotel On North

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

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Rensselaer
United States
James
P7,497
P8,321 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

20. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
P4,147
P4,645 total
includes taxes & fees
Aug 18 - Aug 19
Berkshire Travel Lodge
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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

The Yankee Inn

The Yankee Inn

8/10 Good
"The stay was very good however the rooms are dated though well maintained. I felt the price was very high for the accommodations. I had expected more for the price ($350) but it was their peak season and they need to price accordingly. Certainly this Inn did not offer the feel or quality level of even a Holiday Inn or Hampton Inn. That being said it was very clean, the staff was very friendly and the breakfast was good."
Gary 1-night trip
Posted 1 hour ago
The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Place was clean and well equipped, pool and amenities were great too !"
Nyra 3-night trip
Posted 12 hours ago
Vacation Village in the Berkshires
Berkshires Untold

Berkshires Untold

10/10 Excellent
"Pleasant stay and Sarah made a bouquet of flowers for my daughter’s birthday..a fellow Leo!"
Marion 1-night trip
Posted 14 hours ago
Berkshires Untold
Hilton Garden Inn Troy

Hilton Garden Inn Troy

10/10 Excellent
"Clean room and great staff."
Jonathan 2-night trip
Posted 15 hours ago
Hilton Garden Inn Troy
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

8/10 Good
"The location just off busy route 20 was a minus, especially since it is difficult to make a left hand turn out of the property with the heavy traffic. The hotel itself was clean, modern and comfortable. All staff were friendly and helpful. The breakfast was generous and well prepared/presented. We enjoyed the pool, hot tub and the exercise room."
Sharon G. 1-night trip
Posted 18 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Very nice, clean, good breakfast. Only complaint was that it was very expensive because we booked last minute and it the peak season. I would stay again but not at the price we were charged."
Josephine 2-night trip
Posted 20 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hilton Albany

Hilton Albany

10/10 Excellent
"Hotel was very clean. Staff was helpful and very comfortable room."
Sade 2-night trip
Posted 21 hours ago
Hilton Albany
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
Sheila 1-night trip
Posted 3 days ago
Howard Johnson by Wyndham Lenox
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Only problem was the stairs. I hadn't realized that there was such a long climb to our condo or I would have asked for something a little friendlier to a 75 year old."
Laura 1-night trip
Posted 4 days ago
Jiminy Peak Mountain Resort

More cheap stays in Stephentown

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
P3,816
P4,262 total
Aug 19 - Aug 20
includes taxes & fees
5.4/10 (875 reviews)
FairBridge Inn Express
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY
P6,448
P7,383 total
Aug 30 - Aug 31
includes taxes & fees
Country Inn & Suites by Radisson, Downtown Albany New York
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY
P6,500
P7,443 total
Aug 23 - Aug 24
includes taxes & fees
Hampton Inn & Suites Albany-Downtown
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
P6,999
P7,769 total
Sep 7 - Sep 8
includes taxes & fees
Comfort Inn & Suites East Greenbush - Albany
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
P7,312
P8,168 total
Sep 14 - Sep 15
includes taxes & fees
9.4/10 Exceptional! (164 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
P9,709
P10,845 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
The Yankee Inn

Find out more about Stephentown

Top reasons to visit Stephentown

  • Adventurous Skiing: Stephentown is a haven for ski enthusiasts, offering thrilling ski slopes and picturesque fields for an unforgettable winter experience.
  • Scenic Golfing: Enjoy a delightful day at the local golf club, set against the backdrop of beautiful landscapes, perfect for golf lovers.
  • Charming Accommodations: Choose from a variety of lodging options, from cosy resorts to unique agritourism stays, catering to all preferences.
  • Family-Friendly Attractions: Explore serene reserves and majestic mountains, ideal for families seeking outdoor adventures.
  • Romantic Getaways: With its scenic beauty, Stephentown provides a perfect setting for a romantic escape.

Find great hotels near Stephentown

Stephentown, New York, offers a delightful array of accommodation options, from charming resorts to unique agritourism properties. Whether you're seeking a family-friendly retreat, a romantic getaway, or an adventurous escape, you'll find hotels that cater to your every need. With various reviews and recommendations available, you can easily discover the best hotels in the area, ensuring a memorable stay in this picturesque destination.

  • The Yankee, Trademark Collection by Wyndham: Offering a sophisticated atmosphere tailored for business travellers, The Yankee is an ideal choice for those seeking a productive stay. Located 19.3km away from Stephentown, this hotel features modern amenities, including high-speed internet and well-equipped meeting spaces. Guests can unwind in comfortable rooms designed for relaxation after a long day of work. The hotel’s business-centric facilities ensure seamless connectivity and convenience for corporate guests.
  • Best Western Plus Berkshire Hills Inn & Suites: Situated 14.5km from Stephentown, this family-friendly hotel welcomes guests of all types, including pets. Best Western Plus Berkshire Hills Inn & Suites is perfect for those looking for a blend of comfort and convenience during their stay. The property features amenities for children, such as games and cribs, making it suitable for family vacations. The pet-friendly policy and dedicated dog exercise area cater to four-legged companions, ensuring a warm, inclusive environment for all guests.
  • Hampton Inn & Suites Berkshires-Lenox: A welcoming haven for LGBTQIA travellers, the Hampton Inn & Suites Berkshires-Lenox is 19.3km away from Stephentown and offers a unique blend of comfort and inclusivity. This hotel features pet-friendly policies, ensuring that your furry friends are welcome, along with amenities like food and water bowls. With modern accommodations and a strong commitment to guest satisfaction, it’s an excellent choice for those looking to balance business and leisure in a supportive environment.

Where to stay near Stephentown

Stephentown, New York, offers a delightful mix of ski adventures and romantic getaways, making it a perfect destination for family-friendly vacations. Nestled in the scenic mountains, this charming locale provides a cosy retreat with easy access to downtown attractions. Explore the surrounding areas for budget-friendly options and enjoy the picturesque scenery, ensuring a memorable holiday experience filled with warmth and adventure.

  • Pittsfield: Nestled approximately 16.1km from Stephentown, Pittsfield is a vibrant city that attracts visitors year-round, particularly from June to August. This destination is renowned for its adventure and outdoor experiences, making it a fantastic spot for skiing enthusiasts. With ski resorts and fields close at hand, you can immerse yourself in exhilarating winter sports. In addition, the city is surrounded by stunning natural landmarks such as lakes and mountains, offering picturesque views and recreational opportunities. Whether you're hitting the slopes or enjoying the scenic landscape, Pittsfield promises a memorable travel experience.
  • Hancock: Located 9.7km from Stephentown, Hancock is a charming city that beckons adventure seekers and sports enthusiasts alike. Peak visitor arrivals occur in March to April and July, making it an ideal time to explore the area's ski resorts and fields. The stunning mountains and serene lakes add to Hancock's allure, providing a perfect backdrop for outdoor activities. History buffs will also appreciate the presence of a historic college university nearby, enhancing the cultural experience. Hancock is where adventure and history come together, making it a delightful stop on your vacation.
  • Lenox: Situated 24.1km from Stephentown, Lenox is a cultural gem that thrives from June to August, drawing visitors who seek entertainment and romantic experiences. Known for its vibrant music concerts and theatrical performances, Lenox offers a rich cultural tapestry that captivates the senses. Visitors can also enjoy the natural beauty of nearby lakes and mountains, perfect for a leisurely day spent in nature. Additionally, the town's places of worship add a serene touch to the overall experience. Lenox is a destination where culture and nature intertwine, making it a must-visit during your holiday.

Things to do in and around Stephentown

Stephentown is an ideal destination for ski enthusiasts and adventure seekers alike. Visitors can enjoy a variety of activities, including skiing at the local ski resort and exploring the picturesque ski fields. Additionally, golf enthusiasts will find a golf club nearby, offering a perfect blend of sports and leisure amidst the beautiful surroundings. Whether you're hitting the slopes or teeing off, Stephentown promises an exciting holiday experience.

Shopping

For a delightful shopping experience in Stephentown, visit Zema's Nursery for unique plants and gifts. If you're up for a drive, Guido's Marketplace offers a vibrant public market atmosphere 19.3km away, while Colonial Plaza, 24.1km away, features a variety of family-friendly shops.

Recreation

Tanglewood Music Center offers a vibrant atmosphere with captivating concerts, perfect for music enthusiasts. Shatford Memorial Park provides a tranquil setting for relaxation and leisure activities, ideal for unwinding. Skyline Country Club invites you to enjoy a day of golfing amidst stunning outdoor scenery, catering to sports lovers.

Adventure

Experience the thrill of skiing at Jiminy Peak Mountain Resort, located 8.0km from Stephentown, offering fantastic slopes and vibrant ski culture. For a unique adventure, visit the Berkshire Retreat Center, 16.1km away, where excitement awaits. Finally, explore the Williamstown Trailhead, 25.7km from Stephentown, for breathtaking outdoor adventures.

Nightlife

In Stephentown, the Mountain Coaster and Alpine Super Slide provide exhilarating amusement rides just 8.0km away, perfect for thrill-seekers. For a touch of culture, the Williamstown Theatre Festival, 16.1km away, offers romantic and entertaining performances, creating a vibrant atmosphere for a memorable night 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 on your trip to Stephentown, consider visiting during the cheaper months of March or December to January, and aim for a stay on a Monday when prices are lowest. Utilise Expedia to find eco-friendly accommodations and sort by price for the best deals. Combining your hotel with flights and activities in an Expedia package can yield additional savings. Don't forget to look for last-minute offers and group discounts to maximise your budget while enjoying the area’s free activities.

  • 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: Utilise Expedia’s search wizard to tailor your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Stephentown hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Stephentown

Stephentown offers a delightful blend of skiing, adventure, and sports, making it an ideal destination for those seeking outdoor fun and cultural experiences. Notable attractions include serene reserves, majestic mountains, and a charming library, catering to families and outdoor enthusiasts alike. Whether you’re looking for a thrilling adventure or a peaceful retreat, Stephentown promises memorable moments for every visitor.

  • Taconic Lake: Located 20.9km from Stephentown, Taconic Lake offers a picturesque setting perfect for romantic getaways. Enjoy its sandy beach, scenic views, and a range of outdoor activities, making it an ideal spot for relaxation and adventure alike.
  • Williams College: Situated 22.5km away, this historic institution is renowned for its rich cultural heritage. Stroll through its beautiful campus, admire the stunning architecture, and immerse yourself in the vibrant arts scene that the college fosters.
  • Cherry Plain State Park: Just 6.4km from Stephentown, this national park boasts breathtaking scenery and diverse outdoor activities. Explore its hiking trails, picnic areas, and enjoy an adventurous day surrounded by nature’s beauty.

Best time to go to Stephentown

The best time to visit Stephentown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Stephentown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Stephentown falls in January, 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 can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is positioned 90.1km away, with nearby hotels including the 4-star Simsbury 1820 House, located 11.3km from the airport, and the Marriott Hartford Downtown, 19.3km away. Albany, NY (ALB-Albany Intl.) is 40.2km distant, with excellent accommodation options like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Finally, Pittsfield, MA (PSF-Pittsfield Municipal) is just 16.1km away, offering hotels such as The Central Downtown Inn & Suites, 3.2km from the airport.

Frequently asked questions

Where is the best place to stay in Stephentown?
Located 19.5 mi (31.3 km) from the heart of Stephentown, Hilton Albany is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Vacation Village in the Berkshires and Country Inn & Suites by Radisson, Downtown Albany New York. See all available top hotels, or 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.
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?
Hilton Albany: Hotel, 4-minute walk from MVP Arena. Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Vacation Village in the Berkshires and The Yankee Inn are a couple of other choices with an onsite pool. View all hotels with pools in Stephentown.
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 17 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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