Stephentown Hotels

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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 P11,874
P33,539 total
includes taxes & fees
Apr 5 - Apr 6
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, (1,000 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is P7,451
P8,322 total
includes taxes & fees
Apr 5 - Apr 6
Best Western Plus Berkshire Hills Inn & Suites

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is P6,603
P7,244 total
includes taxes & fees
Apr 5 - Apr 6
Shaker Mill Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (885 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is P5,551
P6,200 total
includes taxes & fees
Apr 5 - Apr 6
Berkshires Untold

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (27 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is P9,039
P10,096 total
includes taxes & fees
Apr 7 - Apr 8
The Revival House

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is P4,307
P4,725 total
includes taxes & fees
Apr 4 - Apr 5
Pleasant Valley Motel West Stockbridge

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is P5,613
P6,269 total
includes taxes & fees
Apr 19 - Apr 20
Quality Inn Lee - Lenox South

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (896 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is P4,770
P5,622 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Corner Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (843 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is P4,758
P5,315 total
includes taxes & fees
Apr 19 - Apr 20
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (894 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is P5,248
P7,215 total
includes taxes & fees
May 3 - May 4
Berkshire Mountain Lodge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is P8,663
P9,676 total
includes taxes & fees
Apr 9 - Apr 10
Element Lenox Berkshires

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (91 reviews)
"The entire staff are very gracious hosts and very friendly. It is always a great pleasure to visit there. Dinner and Sunday Brunch food was excellent!"
United States
Richard
The price is P6,815
P7,565 total
includes taxes & fees
Apr 4 - Apr 5
Gregory House Country Inn

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is P5,180
P5,786 total
includes taxes & fees
Apr 9 - Apr 10
Rodeway Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is P7,148
P7,985 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (600 reviews)
"Very clean room. Service excellent. "
United States
John
The price is P6,264
P6,997 total
includes taxes & fees
Apr 15 - Apr 16
Maple Terrace Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (783 reviews)
"very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing"
United States
Martin
The price is P4,758
P5,315 total
includes taxes & fees
Apr 7 - Apr 8
The Villager Motel

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean and cozy room, friendly staff, and fresh fruit for breakfast. Great location right next to Williams College."
United States
Phebe
The price is P4,892
P5,464 total
includes taxes & fees
Apr 4 - Apr 5
Willows Motel Williamstown

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (218 reviews)
"Very clean. Updated "
United States
jennifer
The price is P7,027
P7,870 total
includes taxes & fees
Apr 4 - Apr 5
Chatham Travel Lodge

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (907 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is P5,420
P6,054 total
includes taxes & fees
Apr 7 - Apr 8
Howard Johnson by Wyndham Williamstown

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is P6,664
P7,443 total
includes taxes & fees
Apr 5 - Apr 6
The Little Lion
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

More cheap stays in Stephentown

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 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 Hotel Downstreet, an Ascend Collection Hotel and Hyatt Place Albany/Downtown. 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?
Vacation Village in the Berkshires: Offers a children's pool, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel and Hilton Albany 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 Cherry Plain State Park and Jiminy Peak Mountain Resort 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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