Find hotels in Stephentown, NY from $85

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.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	21.6°F (-5.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	23.5°F (-4.7°C)	Light Rain	Mostly Cloudy	Average	Average
March	31.3°F (-0.4°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	43.0°F (6.1°C)	Light Rain	Mostly Cloudy	Average	Average
May	55.2°F (12.9°C)	Light Rain	Mostly Sunny	Average	Average
June	63.0°F (17.2°C)	Light Rain	Mostly Sunny	Average	Average
July	69.1°F (20.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Average	Average
October	49.1°F (9.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
November	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	28.4°F (-2.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly 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.