Find hotels in Stockbridge, MA from $84

Top reasons to visit Stockbridge

• Cultural Richness: Stockbridge boasts local museums and historic houses, offering a deep dive into its vibrant heritage.
• Outdoor Adventures: Enjoy activities at Stockbridge Bowl and scenic reserves, perfect for family outings and relaxation.
• Charming Accommodations: Choose from cozy bed & breakfasts or comfortable hotels, many of which are pet-friendly.
• Nearby Attractions: Explore the picturesque town of Lenox, known for its stunning scenery and New England hospitality.
• Entertainment Options: Experience music concerts, theater performances, and skiing for an action-packed vacation.

Find great hotels near Stockbridge

Discover the charming accommodations in Stockbridge, Massachusetts, where a variety of lodging options await. Whether you prefer a cozy bed & breakfast or a comfortable hotel, you’ll find the perfect spot for your adventure-filled family getaway. Many hotels are also pet-friendly, ensuring that your four-legged friends can join in on the fun. Explore the best hotels and inns in Stockbridge for an unforgettable stay in this picturesque New England town.

• Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the heart of the Berkshires, this 3.5-star resort offers a perfect blend of adventure and family-friendly amenities. Located 3 miles from Stockbridge, the resort caters to both business and leisure travelers. Guests can enjoy a variety of outdoor activities, including skiing, snowboarding, and hiking, with equipment rentals available nearby. The property features a Business Center and inclusive resort fees, making it ideal for business trips. Families will delight in the onsite mini-golf, playground, and arcade game room, along with free cribs for infants. This resort is designed to create unforgettable memories for guests of all ages.
• The Black Swan Lee - Lenox, Ascend Hotel Collection: Located 4 miles from Stockbridge, The Black Swan Lee - Lenox is a cozy 3-star retreat perfect for families and pet lovers. This charming hotel offers a range of adventure activities, including onsite fishing and nearby skiing and mountain climbing. The property is pet-friendly, allowing guests to bring their dogs (with restrictions) and offers essential amenities for children, such as free cribs and window guards for safety. With a welcoming atmosphere, this hotel ensures a delightful stay for both families and their furry companions, making it an excellent choice for your Berkshire adventure.
• Holiday Inn Express Hotel & Suites Great Barrington by IHG: Just 5 miles from Stockbridge, the Holiday Inn Express Hotel & Suites Great Barrington is perfect for business travelers seeking a LGBTQIA-friendly environment. This hotel offers 24-hour business amenities, including a Business Center and conference space, making it convenient for meetings and corporate events. Guests can enjoy modern accommodations and complimentary breakfast, ensuring a comfortable and productive stay. With its commitment to inclusivity and excellent service, this hotel is an excellent choice for those looking to combine work and leisure in the Berkshires.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of culture and romance, making it a perfect vacation spot. Explore the charming nearby town of Lenox, known for its New England hospitality and stunning scenery. Experience the rich history and relaxing atmosphere that Stockbridge provides, complemented by family-friendly attractions and classic destinations. Whether you're seeking relaxation or entertainment, this picturesque region has something special for every traveler.

• Lenox: Nestled only 5 miles from Stockbridge, Lenox is a charming town that boasts a blend of cultural and outdoor experiences. Known for its seasonal appeal, particularly bustling from June to August, visitors flock here for entertainment, romance, and family-friendly activities. The town is home to renowned music concerts, theaters, and skiing opportunities. Nature enthusiasts will appreciate the nearby lakes and mountains, while the local event venues host a range of conferences and gatherings, making Lenox a vibrant spot to explore.
• Great Barrington: Just 7 miles away from Stockbridge, Great Barrington is a lively city that offers a year-round adventure for sports enthusiasts and outdoor lovers. Unlike many seasonal destinations, it sees steady visitor traffic throughout the year, particularly from June to August. The city is famous for its skiing, with excellent ski fields and resorts nearby. Additionally, the surrounding national state parks provide stunning scenery and numerous recreational activities. Great Barrington’s blend of adventure and community spirit makes it a must-visit.
• The Berkshires: Located 12 miles from Stockbridge, The Berkshires is a picturesque region known for its stunning landscapes and outdoor adventures. This area attracts visitors year-round, with peak travel in the summer months. Known for its skiing opportunities and breathtaking mountain views, The Berkshires is perfect for those seeking scenic hikes and outdoor activities. Visitors can enjoy local lakes and event venues that host various activities and festivals, ensuring a memorable experience in this beautiful part of Massachusetts.

Things to do in and around Stockbridge

Stockbridge, Massachusetts, is a delightful destination for culture and romance, offering a range of activities such as music concerts, theater performances, and skiing. Visitors can enjoy the scenic Stockbridge Golf Club, explore local attractions, and experience vibrant nightlife. With event venues and ski resorts nearby, Stockbridge ensures a memorable vacation filled with entertainment and adventure.

Shopping

In Stockbridge, visit the Berkshire Mountain Country Store, Charles H. Baldwin & Sons, and Hoffman's Pottery, all located 4 miles from the center, offering unique gifts and souvenirs. If you're up for a drive, head to nearby towns for more extensive shopping experiences.

Recreation

Experience the magic of Tanglewood Music Center, where you can enjoy captivating concerts in a vibrant atmosphere. For outdoor enthusiasts, Wyndhurst Golf & Club offers a challenging course amidst beautiful scenery. Unwind at Lake Mansfield Park, a serene spot perfect for relaxation and rejuvenation in nature.

Adventure

Experience thrilling winter sports at Ski Butternut, featuring well-groomed slopes and a vibrant ski atmosphere, located 7 miles from Stockbridge. For a scenic hike, explore the Housatonic River Walk, also 7 miles away, offering beautiful outdoor views. Try the Catamount Aerial Adventure Park, 11 miles away, for an exhilarating zipline experience.

Nightlife

Experience the vibrant nightlife in Stockbridge by catching a show at the nearby Shakespeare and Company or the Berkshire Theatre Festival, both offering captivating performances. For a unique experience, head to the Mahaiwe Performing Arts Center, where culture and entertainment blend seamlessly in a charming atmosphere.

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, when prices are lower. Booking your stay on a Tuesday can also help you score better rates. Use Expedia to refine your search for hotels, and consider bundling your hotel, flights, and activities for added savings. Joining the One Key membership program can provide exclusive discounts and earn you OneKeyCash for future bookings. Lastly, explore the town on foot to enjoy free activities and save on transportation costs.

• 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 preferred hotel type. 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 hotel stay in Stockbridge with your flights and activities by booking an Expedia package.
• 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 and around Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of culture, romance, and entertainment for vacationers. Explore historic houses, serene reserves, and the picturesque Stockbridge Bowl, perfect for outdoor activities and family experiences. Don't miss the local museums, which add to the area's rich cultural tapestry, making it an ideal destination for those seeking both relaxation and enrichment.

• National Shrine of the Divine Mercy: This serene shrine in Stockbridge offers a peaceful atmosphere for reflection and prayer. Nestled in beautiful gardens, it draws visitors seeking spiritual solace amidst its stunning architecture and sacred art.
• Norman Rockwell Museum: Experience the charm of American illustration at this museum dedicated to the beloved artist Norman Rockwell. Featuring a vast collection of his original works, it provides insight into his life and the cultural context of his art.
• The Mount: Located 4 miles away, The Mount is the former home of author Edith Wharton. This historic estate features beautiful gardens and a glimpse into Wharton's life, making it a perfect spot for literature lovers and history buffs alike.

Best time to go to Stockbridge

The best time to visit Stockbridge is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

For your trip to Stockbridge, Massachusetts, you have a few airport options nearby. Hartford, CT (BDL - Bradley Intl.) is 41 miles away, with hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and Marriott Hartford Downtown, located 12 miles away. Albany, NY (ALB - Albany Intl.) is 40 miles from Stockbridge, offering nearby stays such as Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 8 miles from the airport. Lastly, Pittsfield, MA (PSF - Pittsfield Municipal) is the closest, at 10 miles, with options like The Stockbridge Country Inn and Lakehouse Inn within short distances.