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Stay near popular Stockbridge attractions

Learn more about Stockbridge

Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.

Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA.

Significant collection of the artist's original work & memorabilia on display in his hometown.
Photo by William Keller
Open Photo by William Keller

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Cultural Attractions: Visit the renowned Norman Rockwell Museum to experience American art and culture.
  • Scenic Natural Beauty: Enjoy the tranquil landscapes of apple orchards and picturesque lakes for relaxation.
  • Outdoor Adventures: Engage in various activities like skiing and tennis amidst stunning surroundings.
  • Romantic Getaways: Stockbridge offers an idyllic setting perfect for couples seeking a romantic escape.
  • Welcoming Accommodations: Choose from delightful bed and breakfasts and pet-friendly hotels for a memorable stay.

Find great hotels near Stockbridge

Explore a delightful range of hotel accommodations in Stockbridge, Massachusetts, where you can find charming bed and breakfasts alongside comfortable hotels. Catering to adventurous families and pet-friendly travellers, these lodgings offer a variety of amenities to enhance your stay. Whether you're seeking abba hotels, accessible rooms, or guesthouses, Stockbridge promises a memorable getaway infused with quaint New England charm.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This 3.5-star resort is perfect for travellers seeking an adventurous getaway while remaining LGBTQIA welcoming. Located 4.8km from Stockbridge, it boasts a plethora of on-site and nearby activities tailored for outdoor enthusiasts. With options for skiing, snowboarding, and hiking, guests can revel in the natural beauty of the Berkshires. The resort also caters to business travellers, providing them with comfortable accommodations and essential amenities, ensuring a productive stay among stunning surroundings.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Situated 6.4km from Stockbridge, this 3-star hotel offers a charming, pet-friendly atmosphere ideal for families. The Black Swan features an array of outdoor adventure sports nearby, including downhill skiing, motorboating, and mountain climbing. With thoughtful amenities for children, such as cribs and window guards, parents can easily relax while their little ones are safe. The hotel's welcoming environment extends to pets, making it a splendid option for families who wish to bring their furry companions along for the adventure.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 8.0km from Stockbridge, this hotel is well-suited for both business and leisure travellers, particularly those seeking an LGBTQIA friendly environment. The Holiday Inn Express offers modern, comfortable accommodations and a host of amenities aimed at providing a convenient stay. Guests appreciate the hotel's proximity to local attractions, making it an ideal base for exploring the scenic Berkshires while enjoying the comforts of a reliable and welcoming hotel.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romantic charm and cultural richness. Explore local attractions like the Norman Rockwell Museum, which captures the essence of American life, or unwind in the serene landscapes of nearby apple orchards. Enjoy family-friendly activities and relax in picturesque surroundings, making it an ideal destination for a budget-friendly yet enriching vacation experience. Whether you're seeking culture or a peaceful retreat, Stockbridge has something for everyone.

  • Lenox: Situated a mere 8.0km from Stockbridge, Lenox offers a charming blend of entertainment and romance, making it an ideal getaway for families and couples alike. This picturesque town is renowned for its vibrant arts scene, featuring music concerts and theatrical performances that attract visitors year-round. The peak season from June to August draws in crowds eager to enjoy the local ski fields in winter, while the serene lakes and majestic mountains provide a stunning backdrop for outdoor activities. Don't miss the opportunity to explore the local places of worship, which add to the town's historical charm.
  • The Berkshires: Located approximately 19.3km from Stockbridge, The Berkshires is a year-round destination that captivates outdoor enthusiasts and adventurers alike. With a peak visitation period from June to August, this region is celebrated for its breathtaking scenery and recreational opportunities, particularly in skiing at the local resorts. The stunning lakes and mountains not only provide the perfect setting for outdoor activities but also serve as venues for events and conferences, attracting a diverse array of visitors. The Berkshires is an excellent choice for those seeking both adventure and tranquillity.
  • Great Barrington: Just 11.3km from Stockbridge, Great Barrington is a lively city that draws sports and adventure lovers throughout the year. With a peak season from June to August, visitors flock to enjoy thrilling skiing experiences at nearby resorts. The town boasts beautiful lakes, majestic mountains, and inviting parks, making it a perfect spot for outdoor recreation. Whether you’re visiting for an adrenaline rush or a leisurely day in nature, Great Barrington promises an exciting and memorable vacation experience.

Things to do in and around Stockbridge

Stockbridge is an idyllic destination perfect for romantic getaways and cultural pursuits, offering a variety of entertainment options such as music concerts, theatre performances, and skiing. For those seeking adventure, the area provides exciting sports activities and access to tennis facilities, ensuring a well-rounded experience for visitors. Immerse yourself in this charming town, where delightful activities await to create unforgettable memories.

Shopping

For delightful shopping in Stockbridge, visit Berkshire Mountain Country Store, Hoffman's Pottery, and Charles H. Baldwin & Sons, all located 6.4km away. If you're up for a drive, explore nearby towns for more unique finds and charming local shops.

Recreation

At Tanglewood Music Center, immerse yourself in the soothing sounds of live concerts, just a short drive from Stockbridge. Wyndhurst Golf & Club offers outdoor sports amidst scenic views, while Lake Mansfield Park provides a tranquil setting for relaxation and wellness activities, perfect for rejuvenation.

Adventure

At Ski Butternut, located 11.3km from Stockbridge, experience exhilarating skiing and snowboarding amidst stunning alpine scenery. The Housatonic River Walk, also 11.3km away, offers picturesque hiking trails perfect for outdoor enthusiasts. For a thrilling aerial experience, visit Catamount Aerial Adventure Park, situated 17.7km from Stockbridge.

Nightlife

Experience enchanting evenings in Stockbridge with a visit to Shakespeare and Company, a mere 8.0km away, or enjoy the local charm at the Berkshire Theatre Festival. For a broader cultural experience, the Mahaiwe Performing Arts Center, located 11.3km from town, offers captivating performances.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Stockbridge

To save money on your visit to Stockbridge, plan your trip during the off-peak months of March to April or November, when accommodation prices are lower. Tuesdays are the cheapest days to stay, while Saturdays tend to be the most expensive. Use Expedia to filter hotel options by budget and preferences, and consider package deals that combine hotels with flights and activities for additional savings. Additionally, take advantage of 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: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Stockbridge hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Stockbridge

Stockbridge is an enchanting destination perfect for romantic getaways and cultural explorations. Visitors can immerse themselves in its rich history by visiting historic houses, enjoy the tranquil beauty of local reserves and preserves, or relax by the picturesque lakes. This charming town offers a diverse array of attractions that cater to culture enthusiasts, outdoor adventurers, and families alike, ensuring a delightful experience for all types of travellers.

  • Norman Rockwell Museum: Immerse yourself in the world of American illustration at this renowned museum, showcasing the iconic works of Norman Rockwell. The museum captures the rich cultural heritage of the United States through its art, making it a must-visit for art enthusiasts.
  • Berkshire Botanical Garden: Experience the beauty of nature in this enchanting garden. Perfect for families, couples, or anyone seeking a peaceful outdoor escape, the garden features diverse plant collections and stunning landscapes that invite leisurely strolls and picnics.
  • Hancock Shaker Village: Explore the unique history and culture of the Shaker community at this living museum. Situated 16.1km from Stockbridge, the village offers fascinating exhibits and well-preserved buildings that transport you back in time to a simpler way of life.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.8°F (-5.1°C)Light RainMostly CloudySlightly LowAverage
February24.6°F (-4.1°C)Light RainMostly CloudySlightly LowAverage
March32.5°F (0.3°C)Light RainMostly CloudySlightly LowSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnySlightly HighAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnyAverageSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Stockbridge

To reach Stockbridge, Massachusetts, consider flying into one of three major airports. ALBany International Airport (ALB) is approximately 64.4km away, with nearby hotels such as the 4-star Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Hudson, NY's Columbia County Airport (HCC) is about 32.2km away, with options like the 4-star Wick, Hudson, a mere 8.0km from HCC. Lastly, Bradley International Airport (BDL) in Hartford, CT is located 66.0km away, featuring hotels such as the 4-star DoubleTree by Hilton Hartford, just 1.6km from the airport, ensuring convenient access for travellers.

Frequently asked questions

Where is the best place for a stay in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a favourite with Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your trip based on traveller reviews is The Red Lion Inn. See all available top hotels, or vacation rentals in Stockbridge.
What are some of the best holiday rentals that Stockbridge has to offer?
Peace and quiet on the lake: This holiday home rental outside of Stockbridge is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Stockbridge.
If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?
Yes, the majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.
What's the best dog-friendly hotel in Stockbridge?
The Red Lion Inn is a top hotel for people travelling with their pets, and offers 3 restaurants and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Stockbridge.
What's the best high-end place to stay in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a luxury B&B with a seasonal outdoor pool and a terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.
What's the best hotel in Stockbridge to learn about local history?
Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Also, notable landmarks to visit include Naumkeag Museum, Mission House and Berkshire Theatre Festival. See more options for historical stays in Stockbridge.
What are some accommodation options with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Vacation Village in the Berkshires are two additional hotels that feature an on-site pool. View all hotels with pools in Stockbridge.
What is staying in Stockbridge like?
Visitors to Stockbridge will definitely enjoy the bars. Tourists can also enjoy the city's gardens, museums and architecture. In Stockbridge, there are 45 hotels and other accommodation options to choose from. Find out more about Stockbridge.
What should I do while I'm visiting Stockbridge?
Cultural venues include Norman Rockwell Museum, Mission House and Berkshire Theatre Festival. Landmarks like Naumkeag Museum, National Shrine of the Divine Mercy and Stockbridge Bowl might be worth a visit. The picturesque setting of Berkshire Botanical Garden and Housatonic River exemplify the area's natural beauty. Take a look at what more there is to see and do in Expedia's Stockbridge guide.
What's the weather like in Stockbridge?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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