Find hotels in Stephentown, NY from $90

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Our top choices for Stephentown hotels

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
$129 nightly
The price is $144
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inn at Silver Maple Farm

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
$172 nightly
The price is $192
Dec 31 - Jan 1, 2026
Total with taxes and fees
Lakehouse Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
$90 nightly
The price is $101
Dec 31 - Jan 1, 2026
Total with taxes and fees
Sunset Inn

Renaissance Albany Hotel

Renaissance Albany Hotel
3.5 star property
Downtown Albany
9.2 out of 10, Wonderful, (965)
"Room and location were great"
United States
Donna
$159 nightly
The price is $182
Jan 1 - Jan 2, 2026
Total with taxes and fees
Renaissance Albany Hotel

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
"great location"
United States
Brian
$127 nightly
The price is $142
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Whitlock

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
$179 nightly
The price is $189
Jan 4 - Jan 5, 2026
Total with taxes and fees
Blue Vista Motor Lodge

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Jan 4 - Jan 5, 2026
Total with taxes and fees
Chambery Inn

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (812)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
$145 nightly
The price is $162
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (449)
"It is the perfect place to stay!"
United States
Darrell
$164 nightly
The price is $183
Jan 29 - Jan 30, 2026
Total with taxes and fees
The Porches Inn at Mass MoCA

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
$148 nightly
The price is $165
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

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, (1002)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
$104 nightly
The price is $116
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Morgan State House

The Morgan State House
3.5 star property
Albany
9.2 out of 10, Wonderful, (535)
"This is a unique property, staff is OUTSTANDING. "
United States
Gregory
$172 nightly
The price is $186
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Morgan State House

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2194)
"I great place to stay!!"
United Kingdom
Maricel
$126 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vacation Village in the Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (439)
"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
$106 nightly
The price is $117
Jan 6 - Jan 7, 2026
Total with taxes and fees
Shaker Mill Inn

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
United States
Yuen
$149 nightly
The price is $166
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel On North

Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (200)
"Everything was excellent including the host"
United States
Lucas
$175 nightly
The price is $194
Dec 31 - Jan 1, 2026
Total with taxes and fees
Gardner Farm Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (822)
"Easiest check in and out. Great food in dining room. "
United States
William
$127 nightly
The price is $142
Jan 6 - Jan 7, 2026
Total with taxes and fees
Berkshires Untold

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$376 nightly
The price is $421
Jan 18 - Jan 19, 2026
Total with taxes and fees
33 Main

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (592)
"Cute place"
United States
Lisa
$99 nightly
The price is $111
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maple Terrace Motel

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
$161 nightly
The price is $183
Dec 31 - Jan 1, 2026
Total with taxes and fees
Brook Farm Inn
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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

  • Skiing Adventures: Stephentown is a haven for ski enthusiasts, featuring nearby ski fields and resorts for thrilling winter sports.
  • Scenic Nature Preserves: Explore breathtaking mountain views and nature preserves, perfect for hiking and wildlife spotting.
  • Relaxing Golf Experience: Enjoy a day at the local golf club, offering a serene environment for both beginners and seasoned players.
  • Charming Accommodations: Choose from inviting resorts and agritourism properties, ensuring a comfortable stay for every type of traveler.
  • Community Vibe: Experience the local charm through community events and friendly interactions in this picturesque town.

Find great hotels near Stephentown

Explore a variety of hotel accommodations in Stephentown, New York, where you can choose from inviting resorts and charming agritourism properties. Whether you’re seeking a family-friendly retreat, a romantic getaway, or an adventurous escape, Stephentown offers the ideal lodging options to suit your needs. Discover the best hotels in the area, read hotel reviews, and find the perfect place to stay during your visit to this picturesque region.

  • The Yankee, Trademark Collection by Wyndham: This hotel offers a sophisticated business-themed experience, perfect for corporate travelers seeking convenience and efficiency. Located 12 miles from Stephentown, The Yankee features multiple meeting rooms, a conference space, and a 24-hour business center, making it an ideal choice for those needing to conduct business while on the road. Guests appreciate the modern amenities and professional atmosphere that cater to their needs, ensuring a productive stay.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Situated 10 miles from Stephentown, this 3-star hotel is designed for families and business travelers alike, providing a city-themed experience with a welcoming atmosphere. The Holiday Inn features an accessible business center, conference center, and meeting rooms, along with amenities for children like window guards and complimentary cribs. Its central location allows guests to explore the vibrant local culture, making it a versatile choice for both leisure and business trips.
  • Best Western Plus Berkshire Hills Inn & Suites: Located 9 miles from Stephentown, this hotel is ideal for families and pet lovers seeking a comfortable stay. Best Western Plus offers a business center, conference space, and 24-hour business services, while also providing a range of family-friendly amenities, including games and first aid kits. The hotel's pet-friendly policy, complete with a designated dog exercise area, allows guests to bring their furry companions along for the adventure, ensuring a memorable family vacation.

Where to stay near Stephentown

Stephentown, New York, offers a delightful blend of adventure and relaxation, perfect for family-friendly getaways or romantic escapes. Nestled in the scenic mountains, visitors can enjoy skiing and outdoor sports while exploring cozy accommodations with convenient downtown access. Nearby towns enhance the experience with their charming atmospheres and budget-friendly options, making Stephentown an ideal destination for every type of traveler seeking a memorable vacation in the heart of nature.

  • Lenox: Nestled 15 miles from Stephentown, Lenox is a charming city known for its vibrant cultural scene. The area experiences a moderate influx of travelers, particularly from June to August, drawn by its entertainment options, romantic ambiance, and family-friendly activities. Visitors can enjoy music concerts, theater performances, and winter skiing. Surrounded by stunning natural landscapes, you can explore nearby lakes and mountains, making it an ideal destination for outdoor enthusiasts. Lenox also hosts various events at its conference venues, providing a unique blend of leisure and entertainment.
  • Pittsfield: Located just 10 miles from Stephentown, Pittsfield is a bustling city that offers a year-round adventure for sports and ski enthusiasts. While it sees a peak in visitors during the summer months of June to August, it remains a popular destination for outdoor activities throughout the year. The city is particularly known for its ski resorts and fields, attracting those eager to hit the slopes. With picturesque lakes and mountains in close proximity, Pittsfield is perfect for both adrenaline seekers and those looking to relax by the water.
  • Hancock: A mere 6 miles from Stephentown, Hancock is a quaint city that thrives on adventure and outdoor sports, especially skiing. With a consistent flow of visitors peaking between March and April and again in July, Hancock offers thrilling experiences for adventure lovers. The area is characterized by its beautiful mountains and serene lakes, providing ample opportunities for hiking and exploring nature. The local ski resorts are a major attraction, making Hancock a go-to spot for those looking to enjoy winter sports amidst breathtaking scenery.

Things to do in and around Stephentown

Stephentown, New York, offers a perfect getaway for ski and adventure enthusiasts. Visitors can enjoy a variety of skiing opportunities at nearby ski fields and resorts. Additionally, for those looking to unwind, there's a golf club available for a relaxing day on the greens. Whether you're hitting the slopes or the fairways, Stephentown promises an exciting vacation experience.

Shopping

In Stephentown, you can visit Zema's Nursery for unique gifts. If you're up for a drive, Guido's Marketplace offers a vibrant public market experience just 12 miles away, and The Bookstore, 15 miles away, is perfect for book lovers seeking local reads.

Recreation

At Tanglewood Music Center, immerse yourself in captivating performances that elevate your spirit. Skyline Country Club offers invigorating golf amidst beautiful landscapes, perfect for outdoor enthusiasts. For a serene escape, Kennedy Park provides a tranquil environment for relaxation and rejuvenation, ideal for wellness seekers.

Adventure

Experience thrilling skiing at Jiminy Peak Mountain Resort, located 5 miles from Stephentown, offering a vibrant atmosphere for snow sports enthusiasts. For more skiing excitement, visit Bousquet Ski Area, 11 miles away, or Pineridge Cross Country Ski Center, 10 miles away, both providing excellent skiing opportunities.

Nightlife

In Stephentown, the nearby Williamstown Theatre Festival, Barrington Stage Company, and Colonial Theater offer vibrant cultural experiences filled with romance and entertainment. Each venue, within 10 miles, provides a lively atmosphere perfect for families and those looking to enjoy a 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

When planning your trip to Stephentown, New York, consider traveling in March or December to January for the lowest rates. Mondays typically offer cheaper hotel rates compared to Saturdays. Use Expedia to compare prices and consider booking a package that includes flights and activities for additional savings. Joining the One Key membership can provide exclusive discounts and allow you to earn cash for future bookings. Don't forget to explore free activities in the area, and keep an eye out for hotel deals and group discounts to maximize your savings.

  • 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: Utilize Expedia’s search tool to narrow down your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by booking a package through Expedia that combines your Stephentown hotel with your flights and activities.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Stephentown

Stephentown is an ideal destination for ski and adventure enthusiasts, offering a variety of outdoor activities. Visitors can explore local points of interest such as scenic mountain views, nature preserves, and the community library. Whether you're seeking cultural experiences or thrilling adventures, Stephentown caters to a diverse range of interests, making it a perfect getaway for travelers looking to immerse themselves in nature and local charm.

  • Williams College: Located 14 miles from Stephentown, this historic college offers a rich cultural atmosphere with stunning architecture and beautiful landscapes. You can explore its art museum and attend various events that showcase the vibrant academic community.
  • Hancock Shaker Village: Just 9 miles away, this historic village immerses you in the unique lifestyle of the Shakers. Experience guided tours of the beautifully preserved buildings and learn about their crafts, agriculture, and spiritual beliefs that emphasize simplicity and community.
  • Mount Greylock: At 13 miles from Stephentown, this majestic mountain is perfect for outdoor enthusiasts. Enjoy breathtaking scenery, hiking trails, and panoramic views from the summit, making it an ideal spot for adventure and relaxation in nature.

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

To visit Stephentown, NY, you have several airport options. Albany International Airport (ALB) is the closest, situated 25 miles away, with nearby accommodations like the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both about 8 miles from the airport. Hartford's Bradley International Airport (BDL) is 56 miles away, with excellent hotel choices such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. Lastly, Pittsfield Municipal Airport (PSF) is only 10 miles from Stephentown, offering access to the charming Stockbridge Country Inn and The Central Downtown Inn & Suites, both conveniently located nearby.

Frequently asked questions

What is the best area to stay in Stephentown?
The best area to stay in Stephentown is near the town center, particularly around Stephentown Center and the main thoroughfares like Route 43.

This central area provides convenient access to local amenities and the rural surroundings. It's where you'll find the general store, the post office, and a few local eateries, forming the modest hub of activity for the town. The layout is quite spread out, typical of a rural community, with properties often featuring ample land.

Couples looking for a quiet retreat will appreciate staying in this area. It offers a chance to disconnect and enjoy the natural beauty of the Berkshire foothills. Many accommodations here are private rentals or bed and breakfasts, offering a more intimate experience than larger hotels. You can enjoy scenic drives, hiking on nearby trails, or simply relaxing in a peaceful setting.

Families also find this area suitable for a relaxed getaway. The spacious properties often provide room for children to play outdoors, and the low-key environment is ideal for spending quality time together.
What are the best hotels in Stephentown that travelers recommend?
For travelers seeking highly recommended accommodations in Stephentown, the Berkshire Mountain House is an excellent choice.

This 3-star hotel boasts an outstanding 9.6 rating and is praised for its comfortable premium bedding and air-conditioned rooms. Guests particularly appreciate the complimentary buffet breakfast and the scenic mountain views from the property. For those who enjoy outdoor activities, mountain biking is available nearby. The hotel's convenient location also places it just 0.7 miles from Zema's Nursery.
What are the best family hotels in Stephentown?
For an excellent family-friendly option in Stephentown, consider the Berkshire Mountain House.

The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, is highly recommended for families. This hotel offers a complimentary breakfast, including a free buffet option, and provides convenient amenities such as a TravelCrib and a sofa bed for extra sleeping space. Guests appreciate its location with mountain views and easy access to mountain biking. It is also conveniently located near Zema's Nursery, just 0.7 miles away.
What hotels in Stephentown offer free breakfast?
For hotels in Stephentown that offer complimentary breakfast, consider the Berkshire Mountain House.

The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, provides a free buffet breakfast daily for its guests. This hotel is praised for its food and is ideally located with mountain views, offering a serene setting. Additionally, guests can enjoy free self-parking and free WiFi, and there are opportunities for mountain biking nearby.
What are the top pet-friendly hotels in Stephentown?
For top pet-friendly accommodations in Stephentown, consider the Berkshire Mountain House.

The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, is an excellent option for travelers with pets. This hotel is specifically designed to welcome dogs, offering a dedicated dog exercise area, ensuring your furry companion has plenty of space to play. Guests frequently comment on the good food served at the establishment. Additionally, it is conveniently located just 0.7 miles from Zema's Nursery. See more pet-friendly hotels in Stephentown
What are the best budget hotels in Stephentown?
For a highly-rated budget hotel in Stephentown, consider the Berkshire Mountain House.

The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, offers a comfortable stay with complimentary self-parking, free WiFi, and a complimentary buffet breakfast. Guests appreciate the good food and the scenic mountain views from its site location. For those who enjoy outdoor activities, mountain biking is available nearby. View all budget hotels in Stephentown
What are the most romantic hotels in Stephentown for couples?
For a romantic getaway in Stephentown, the Berkshire Mountain House is an excellent choice for couples.

The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, offers a serene setting with beautiful mountain views, superb for a romantic escape. Guests can enjoy complimentary breakfast, including a buffet option, and free self-parking. The hotel also provides free WiFi and is conveniently located near mountain biking trails for couples who enjoy outdoor activities.
What are the best hotels in Stephentown near Zema's Nursery?
For hotels in Stephentown near Zema's Nursery, the Berkshire Mountain House is an excellent choice.

The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, is conveniently located just 0.7 miles from Zema's Nursery. This hotel offers a range of family-friendly amenities, including a travel crib and a sofa bed, making it suitable for those traveling with children. Guests can also enjoy a complimentary buffet breakfast and take advantage of mountain bikes available for use in the nearby mountain area. Many rooms also feature beautiful mountain views.
When is the best time to go to Stephentown?
The best time to go to Stephentown is during the summer months, from June to August, or in the fall, from September to October.

Summer offers ideal weather for outdoor activities, with warm temperatures superb for exploring the natural beauty of the area. Families will find this a great time for swimming, hiking, and enjoying local parks. The days are long, allowing for extended time outdoors.

For couples seeking a scenic and tranquil retreat, the fall is an excellent choice. The foliage transforms into a spectacular display of colors, creating a picturesque backdrop for drives and walks.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Stephentown.
How can I save on a Stephentown hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Stephentown hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Stephentown hotel?
Prices for hotels in Stephentown often vary, but you can find a great deal from $90 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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