Hotels in Stephentown

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Where to stay in Stephentown?

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.

Top landmarks in Stephentown

Learn more about Stephentown

Stephentown is well-known for its attractions such as Zema's Nursery and Taconic Ridge State Forest.

Frequently asked questions

What accommodations do travelers recommend in Stephentown?
Where can I find free parking with my stay in Stephentown?
Berkshire Mountain House offers the perk of free parking.
Can I book a refundable accommodation in Stephentown?
If you’re looking for the flexibility to change your travel plans to Stephentown, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Stephentown?
Your animal companion is welcome at this pet-friendly hotel: Berkshire Mountain House.
Where can I stay in Stephentown if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 6 vacation homes.
Where can I stay if I'm visiting Stephentown with my family?
Your kids are welcome at Farm House in Mt. Meadow and Berkshire Mountain House.
What will the weather in Stephentown be like during my trip?
The warmest months in Stephentown are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are October and December.
Why should I book my Stephentown hotel through Hotels.com?
There are plenty of reasons to book your Stephentown travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Stephentown

Find out more about Stephentown

Stephentown: Where Nature's Serenity Meets Timeless Charm

Discover the charm of Stephentown, New York, a hidden gem nestled in the picturesque Berkshires. This tranquil destination is perfect for nature lovers, offering scenic hiking trails and serene lakes ideal for fishing and kayaking. Explore the lush landscapes of the nearby Taconic State Park or unwind at charming local farms. Stephentown's peaceful vibe invites relaxation, making it an ideal spot for romantic getaways or family retreats. With its unspoiled beauty and friendly atmosphere, Stephentown promises an enchanting escape from the bustle of city life. Experience the unique allure of this off-the-beaten-path treasure. For great hotel rates in Stephentown, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Stephentown

Stephentown, New York, offers a range of accommodations, from cozy inns and charming bed-and-breakfasts to comfortable vacation rentals. Whether you're looking for a peaceful retreat or extended stays, you'll find inviting options that provide a welcoming atmosphere for your getaway. Enjoy a relaxing stay in this serene area. These are some of the hotels preferred by our travelers in Stephentown:

  1. Berkshires UntoldOpens in a new window: This charming 3.5-star lodge is perfect for travelers seeking a cozy getaway in the heart of the Berkshires. With inviting decor and a friendly on-site restaurant, it offers a warm atmosphere that enhances your stay. The property boasts a seamless check-in process and comfortable accommodations, making it an excellent choice for leisure travelers looking for a memorable experience in a picturesque setting.
  2. Hotel On NorthOpens in a new window: This delightful 3.5-star hotel caters to both business and leisure travelers with its spacious rooms and elegant charm. Featuring a well-equipped business center and multiple meeting rooms, it allows for productive stays while also providing a delightful dining experience in its restaurant. The attention to detail and luxurious feel of the accommodations make it an ideal choice for those seeking comfort and style in their travels.
  3. The Central Downtown Inn & SuitesOpens in a new window: This inviting 4.0-star guesthouse is an excellent option for travelers looking for a distinctive experience in the Berkshires. With spacious suites equipped with modern amenities, it provides a comfortable and relaxed atmosphere. The effortless check-in process and convenient location near local attractions enhance the overall experience, making it a great choice for leisure travelers seeking both comfort and accessibility during their stay.

Top locations to stay in Stephentown

When visiting beautiful Stephentown, New York, great areas to stay include Lanesborough, Hancock, and Pittsfield. Lanesborough offers scenic forests and art attractions like The Clark Art Institute. Hancock features charming small-town vibes and cultural sites like Hancock Shaker Village. Pittsfield boasts museums and lakes, with highlights like the Norman Rockwell Museum. For first-time visitors, Pittsfield is the best choice for its diverse attractions.

  1. PittsfieldOpens in a new window: If you're looking for a vibrant place to stay, Pittsfield is a fantastic choice. Known for its rich cultural scene, you can explore the Norman Rockwell Museum and the National Shrine of the Divine Mercy. The beautiful lakes in the area offer plenty of opportunities for relaxation and scenic views. When the sun sets, enjoy a night out at local cultural venues, which often host performances and events. Plus, with shopping spots like Guido's Marketplace and the Berkshire Mountain Country Store, you can discover unique local goods and souvenirs that showcase the charm of the Berkshires.
  2. LanesboroughOpens in a new window: Lanesborough is a hidden gem surrounded by lush forests, making it perfect for nature lovers. You can visit The Mount, the stunning home of author Edith Wharton, and take in the beautiful architecture and gardens. Outdoor enthusiasts will appreciate the close proximity to Mount Greylock and the adventure opportunities at nearby ski resorts. For a fun evening, check out the local cultural attractions that offer a variety of performances. Don't forget to explore local shopping at places like The Bookstore and Zema's Nursery for some delightful finds!
  3. HancockOpens in a new window: If you’re seeking a quaint small-town experience, Hancock is an excellent option. This charming locale is home to historic sites like Hancock Shaker Village, where you can learn about the unique community that once thrived here. Outdoor activities abound, particularly with the breathtaking views from Mount Greylock. In the evening, enjoy cultural experiences at local theaters that showcase a range of performances. For shopping, stop by Colonial Plaza or visit Guido's Marketplace for local treats and crafts that capture the essence of this picturesque town.

Things to do in Stephentown

Nestled in the scenic hills, Stephentown invites travelers to embrace the outdoors with a variety of activities. Enjoy thrilling skiing in the winter, explore picturesque hiking trails in warmer months, or unwind with tranquil lakeside boating. This charming destination offers a perfect blend of relaxation and adventure for everyone.

  • Hancock Shaker VillageOpens in a new window – Step back in time at Hancock Shaker Village, where you can explore the beautifully preserved buildings of this historic Shaker community. Engage with interactive exhibits, take guided tours, and wander through the stunning gardens that showcase Shaker craftsmanship and sustainable practices.
  • Cherry Plain State ParkOpens in a new window – Enjoy the great outdoors at Cherry Plain State Park, perfect for hiking, picnicking, and fishing. The park features scenic trails that wind through lush woodlands and offer plenty of opportunities for birdwatching. Don’t forget to bring your camera to capture the natural beauty!
  • New Lebanon LibraryOpens in a new window – Visit the New Lebanon Library, a charming spot where you can relax with a good book or attend community events. This welcoming library often hosts workshops, readings, and other activities that connect locals and visitors alike.
  • Mount GreylockOpens in a new window – Climb to the summit of Mount Greylock, the highest peak in Massachusetts, for breathtaking views that stretch for miles. Whether you hike the trails or drive to the top, prepare to be amazed by the stunning vistas, especially during the fall when the foliage is vibrant.
  • Mount Lebanon Shaker VillageOpens in a new window – Discover the rich history of the Shakers at Mount Lebanon Shaker Village. Explore the site where this religious community thrived, and learn about their innovative architecture and unique way of life through informative exhibits and guided tours.

5 tips for savvy savings when booking a hotel in Stephentown

  1. Book for the cheapest times: The most affordable time to visit Stephentown is during January, November, and December when hotel prices are lower. For a budget-friendly getaway, consider staying at least 2 to 3 days to fully enjoy the area's historical and cultural highlights. You can explore stunning landmarks like a beautiful lake and majestic mountains, as well as the nearby national state park and urban park. Don't miss the local art museum, which offers great value for money and provides insight into the region's rich cultural heritage. This trip not only allows you to appreciate the natural beauty but also ensures you stay on a budget.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Stephentown, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Enabling email alerts or push notifications can help you stay updated on flash sales and special last-minute promotions, increasing your chances of saving. Additionally, the Smart ShoppingOpens in a new window feature in the app allows you to compare hotel prices and amenities, so you're more likely to see the best options available. With these tools, you'll be well-equipped for a spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in a Stephentown hotel. If you're seeking something special, boutique hotels can provide a more personalized experience and potentially better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could offer better rates, increasing your chances of finding a great deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it typically comes with higher prices. If you're looking for more budget-friendly options, consider hotels in less central neighborhoods, where you can find a better balance between cost and access to the sights you want to see. You might also look into independent hotels a bit farther out, as they usually tend to be more affordable and can offer a more authentic experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Stephentown. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Stephentown

Stephentown experiences its lowest average temperature in January, at 21.6°F (-5.8°C), while July is the hottest month, with an average temperature of 69.1°F (20.6°C). October tends to be the wettest month.

If you're looking to discover somewhere new, look no further than Stephentown. Whether you're planning to stay for a night or for the week, the area around Stephentown has accommodations to fit every need. Search for hotels in Stephentown with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Stephentown hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Stephentown hotel deals are here with our lowest price guarantee.