Find hotels in Stockbridge from $88

Top reasons to visit Stockbridge

• Cultural Experiences: Enjoy live music, theater performances, and explore historic houses that reflect the town's rich heritage.
• Outdoor Recreation: Experience the beauty of serene lakes and nature reserves, perfect for families and outdoor enthusiasts.
• Skiing and Golfing: Hit the slopes at local ski resorts in winter or enjoy a round at the Stockbridge Golf Club during warmer months.
• Charming Neighborhoods: Stroll through picturesque neighborhoods filled with historical charm and delightful local shops.
• Diverse Accommodations: Choose from cozy bed & breakfasts to luxurious hotels, catering to all types of travelers.

Find great hotels in and around Stockbridge

Explore the ideal hotel accommodations in Stockbridge, Massachusetts, where you can choose from a variety of options ranging from cozy bed & breakfasts to luxurious hotels. Whether you're seeking pet-friendly stays or LGBTQIA welcoming environments, Stockbridge has something for every traveler. Discover the charm and comfort of this picturesque town while enjoying the top-rated hotels and properties that cater to your every need.

• The Black Swan Lee - Lenox, Ascend Hotel Collection: Located 4 miles from Stockbridge, The Black Swan Lee - Lenox offers a family-friendly atmosphere perfect for adventurers and pet lovers alike. This 3-star hotel features an array of outdoor activities, including fishing and mountain climbing, with ski lessons and rentals available nearby. Families will appreciate the dedicated children's amenities, such as free cribs and safety features. The property’s pet policy allows dogs, making it an ideal choice for those traveling with furry friends.
• Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Just 3 miles from Stockbridge, this 3.5-star resort captures the spirit of the Berkshires with its focus on family, skiing, and adventure. Guests enjoy close access to ski lifts and shuttles, as well as exciting activities like snow tubing and hiking. On-site amenities cater to children, featuring a mini-golf course, an arcade game room, and a shared playground, ensuring a fun-filled stay for the whole family.
• The Red Lion Inn: Situated in the heart of Stockbridge, The Red Lion Inn is a historic gem that seamlessly blends charm and adventure. This 3.5-star property offers a unique experience within a national historic building, providing guests the opportunity to enjoy activities such as sailing and snowboarding nearby. Pet-friendly policies allow for a comfortable stay with your four-legged companions, making it a fantastic choice for history buffs and adventure seekers alike.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of culture and romance, making it an ideal destination for a memorable vacation. Explore charming neighborhoods filled with historical charm, enjoy family-friendly activities, and unwind in serene parks. With its convenient location, Stockbridge serves as a perfect base to visit nearby scenic towns, where you can find entertainment venues and budget-friendly options. Experience the relaxing atmosphere and picturesque scenery that this enchanting region has to offer.

• Lenox: A charming town located 5 miles from Stockbridge, Lenox is known for its picturesque landscapes and vibrant cultural scene. The town draws travelers seeking entertainment, romance, and family-friendly activities, particularly during the peak summer months from June to August. Visitors can enjoy a range of experiences including music concerts, theatrical performances, and winter sports like skiing. Notable local attractions include tranquil lakes, scenic mountains, and event venues that host various conferences and gatherings. Lenox offers a delightful blend of nature and culture, making it a must-visit destination.
• Great Barrington: Situated 7 miles away from Stockbridge, Great Barrington is a lively city that caters to adventure and sports enthusiasts year-round. While visitor numbers peak in the summer months, the town remains a popular destination for outdoor activities like skiing, especially during the winter months. With its proximity to beautiful lakes, majestic mountains, and national state parks, Great Barrington provides ample opportunities for hiking, skiing, and exploration. The ski fields and resorts are particularly popular, ensuring a thrilling experience for those who seek outdoor excitement.
• Pittsfield: Located 12 miles from Stockbridge, Pittsfield is a vibrant city that offers a variety of recreational activities throughout the year. While the summer months see a surge in visitors, the city is also favored for skiing and other adventure sports during the winter. Visitors can explore local ski fields and resorts, as well as enjoy the natural beauty of nearby lakes and mountains. For families, the local waterpark adds a splash of fun, making Pittsfield a well-rounded destination full of opportunities for adventure and relaxation.

Things to do in and around Stockbridge

Stockbridge offers a charming blend of culture and romance, making it perfect for your vacation. Enjoy live music and theater performances, or hit the slopes at local ski resorts. For a laid-back day, you can play board games or arrange family reunions. Don’t forget to check for tee times at nearby golf courses to complete your experience in this picturesque town.

Shopping

In Stockbridge, visit the Berkshire Mountain Country Store, Charles H. Baldwin & Sons, and Hoffman's Pottery, all located 4 miles away, for unique gifts and souvenirs. If you're up for a drive, explore nearby shops and markets for even more local treasures.

Recreation

At Tanglewood Music Center, immerse yourself in the soothing melodies of live concerts, just 5 miles from Stockbridge. Wyndhurst Golf & Club offers a refreshing day of outdoor sports and relaxation, also 5 miles away. Enjoy nature and tranquility at Lake Mansfield Park, located 6 miles from Stockbridge.

Adventure

Hit the slopes at Ski Butternut, located 7 miles from Stockbridge, where you can enjoy thrilling skiing and snowboarding in a vibrant atmosphere. For a scenic hike, explore the Housatonic River Walk, also 7 miles away, offering stunning views and a chance to connect with nature.

Experience excitement at Catamount Aerial Adventure Park, situated 11 miles from Stockbridge, where you can navigate ziplines and ropes courses amid beautiful outdoor surroundings, perfect for adventure enthusiasts seeking a unique challenge.

Nightlife

Experience the vibrant nightlife in Stockbridge by visiting the Berkshire Theatre Festival for captivating performances. For a short drive, enjoy Shakespeare and Company’s enchanting shows or head to the Mahaiwe Performing Arts Center for an unforgettable evening filled with culture and entertainment.

Booking tips and Expedia advantages for Stockbridge

To save money on your trip to Stockbridge, plan your visit during the off-peak months of March to April or November, and aim to book your stay on a Tuesday for lower rates. Use Expedia’s search tool to filter for budget-friendly eco-certified hotels, and consider booking a package deal for flights and accommodations. Joining Expedia's One Key membership can provide exclusive discounts and OneKeyCash for future stays. Additionally, explore free activities in the area to enhance your experience without breaking the bank.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Stockbridge are March to April and November, 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 Stockbridge is Tuesday. The most expensive day to stay in Stockbridge is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the "Eco-certified" option will showcase sustainable and eco-friendly hotels currently available. To discover the best prices and deals, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can potentially save money by booking an Expedia package that combines your Stockbridge 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 in Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of cultural, romantic, and entertainment experiences. Visitors can explore historic houses, beautiful reserves, and serene lakes, making it perfect for families and outdoor enthusiasts alike. Don’t miss the chance to enjoy a round of golf at the Stockbridge Golf Club, adding to the variety of activities that cater to every type of traveler seeking a memorable getaway.

• National Shrine of the Divine Mercy: This serene shrine offers a peaceful atmosphere for reflection and prayer, nestled in the picturesque landscape of Stockbridge. Visitors can explore beautiful gardens, chapels, and the stunning Stations of the Cross, creating a spiritually enriching experience.
• Norman Rockwell Museum: Home to the largest collection of Rockwell's art, this museum showcases the beloved illustrator's iconic works. It provides an engaging glimpse into American culture through his lens, featuring rotating exhibits and a charming outdoor sculpture garden.
• Naumkeag Museum: This historic estate features exquisite gardens and a beautifully preserved Gilded Age mansion. Visitors can enjoy guided tours that highlight its architectural beauty and the fascinating history of the family who lived there, making it a unique cultural experience.

Best time to go to Stockbridge

Visitor numbers in Stockbridge is generally unchanged in popularity throughout the year. The best time to visit Stockbridge can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Stockbridge falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Stockbridge falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.8°F (-5.1°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
February	24.6°F (-4.1°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
March	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
April	44.2°F (6.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	56.3°F (13.5°C)	Light Rain	Mostly Sunny	Average	Average
June	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Average
July	70.3°F (21.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	29.5°F (-1.4°C)	Light Rain	Mostly Cloudy	Average	Average

The nearest major airports for your trip to Stockbridge

When visiting Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 41 miles away, with nearby hotels like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. Albany, NY (ALB-Albany Intl.) is 40 miles away, featuring the 4-star Landing Hotel at Rivers Casino & Resort, located 8 miles from the airport. For closer access, Pittsfield, MA (PSF-Pittsfield Municipal) is only 10 miles away, with excellent accommodations such as the 4.5-star Stockbridge Country Inn, situated 10 miles from the airport. Each airport offers convenient access to local hotels and transportation services.