Find hotels in The Berkshires, MA from $68

These The Berkshires insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 28, 2026.

Top reasons to visit The Berkshires

• Outdoor Adventure: The Berkshires offers activities like skiing, hiking, and exploring serene nature reserves, perfect for outdoor enthusiasts.
• Scenic Beauty: Experience breathtaking mountain views and picturesque landscapes that invite relaxation and exploration.
• Cultural Experiences: Visit historic houses and class museums that showcase the region's rich history and artistic heritage.
• Charming Towns: Explore quaint neighborhoods with a family-friendly vibe, filled with charm and local character.
• Diverse Accommodation: Choose from cozy bed and breakfasts to unique agritourism properties for a memorable stay.

Find great hotels near The Berkshires

Discover the charm of The Berkshires, where a variety of lodging options await you, from cozy bed and breakfasts to unique agritourism properties. Whether you’re seeking adventure, a pet-friendly atmosphere, or a family vacation experience, you'll find it all here. Notable spots like the Chambery Inn and Miraval Berkshires offer excellent amenities, ensuring a comfortable stay with creature comforts that make your visit memorable.

• Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled 10 miles from The Berkshires, this 3.5-star resort boasts a guest rating of 9.0, making it an ideal choice for families and adventure seekers. The resort offers easy access to ski lifts and shuttles, perfect for winter sports enthusiasts. Onsite, guests can enjoy a variety of activities, including mini-golf, an arcade game room, and designated playgrounds for children. With amenities tailored for family fun, this resort provides a comprehensive experience that blends outdoor adventure with comfortable lodging.
• Quality Inn Great Barrington: Located 11 miles from The Berkshires, this budget-friendly hotel has a guest rating of 8.4, making it a practical choice for both adventure and business travelers. Guests can take advantage of nearby skiing lessons, downhill skiing, and snowboarding, ensuring an exhilarating stay. The Quality Inn offers essential amenities while maintaining a welcoming atmosphere, making it an excellent base for exploring the region’s adventures without breaking the bank.
• The Black Swan Lee - Lenox, an Ascend Collection Hotel: Situated 12 miles from The Berkshires, this charming 3-star hotel holds a remarkable guest rating of 9.2. Ideal for families and pet lovers, it offers a blend of comfort and adventure, featuring fishing and snow sports nearby. With amenities like free cribs and child safety features, families can relax while their pets enjoy the stay, subject to certain restrictions. The Black Swan promises a unique experience, allowing guests to immerse themselves in the natural beauty of the Berkshires with their furry companions.

Where to stay near The Berkshires

The Berkshires offer a perfect blend of outdoor adventure and scenic beauty, making it an ideal destination for relaxation and exploration. Discover charming towns and neighborhoods rich in history and family-friendly vibes. From breathtaking mountain views to romantic getaways, the Southern Berkshires and nearby New England areas invite you to hike, explore, and unwind in nature’s embrace. Whether you’re strolling through quaint streets or soaking in the picturesque landscapes, an unforgettable experience awaits you.

• Great Barrington: Nestled in the scenic Berkshires, Great Barrington is a charming city located 11 miles from the heart of the region. Visitors flock here year-round, particularly during the summer months, drawn by its reputation for outdoor adventures and sports. The city is a gateway to thrilling ski fields and resorts, making it a winter wonderland for enthusiasts. Additionally, the surrounding natural beauty features stunning lakes and mountains, offering ample opportunities for hiking and exploration. Experience a vibrant local culture with shops, restaurants, and art galleries that reflect the community's creative spirit.
• Lee: Lee, located 11 miles from The Berkshires, is a delightful city that offers a blend of romantic charm and family-friendly entertainment. The city sees a steady stream of visitors, especially in the summer and fall. Lee is known for its lively theater scene and music concerts, providing an enriching cultural experience for those who visit. The natural landmarks, including serene lakes and impressive mountains, set the stage for outdoor activities. Its inviting atmosphere and array of dining options make it a perfect spot for couples and families looking to create lasting memories.
• Stockbridge: Just 12 miles from The Berkshires, Stockbridge is a picturesque city that captivates visitors with its rich cultural offerings and romantic ambiance. Seasonal peaks occur in late summer and early fall, drawing art lovers and entertainment seekers alike. Stockbridge is home to a vibrant arts scene, including music concerts and theatrical performances, set against a backdrop of stunning landscapes featuring lakes and historic monuments. Whether you’re exploring local galleries or enjoying a peaceful moment in a place of worship, Stockbridge promises a blend of relaxation and cultural enrichment.

Things to do in The Berkshires

The Berkshires offers a perfect blend of outdoor adventure and scenic beauty, making it an ideal vacation spot. Visitors can enjoy skiing at local resorts, explore class museums, and take advantage of various recreational opportunities. Hiking trails abound, providing ample chances to immerse yourself in nature while taking in the stunning landscapes of this charming region.

Shopping

The Berkshires offer charming shopping experiences. Visit the Berkshire Mall for various retail options, or explore the quaint shops in Stockbridge, where you can find unique gifts and local artisan crafts. Don't miss the Great Barrington downtown area for boutique shopping and delightful souvenirs.

Recreation

Kripalu Center for Yoga & Health offers transformative retreats with yoga classes, wellness workshops, and nutritious meals in a stunning natural setting. Tanglewood, the summer home of the Boston Symphony Orchestra, provides a tranquil atmosphere for outdoor concerts and leisurely picnics, enhancing your relaxation experience in the Berkshires.

Adventure

The Berkshires offers thrilling outdoor adventures. Hike the scenic trails of Mount Greylock for breathtaking views, or explore the rapids of the Housatonic River through kayaking. For winter fun, hit the slopes at Jiminy Peak, where skiing and snowboarding await in a picturesque setting.

Nightlife

Experience the lively atmosphere at the Mahaiwe Performing Arts Center for live performances, then unwind at the Barrington Brewery for local craft beers. If you're in the mood for dancing, the Club Helsinki in Great Barrington offers a vibrant scene with great music and entertainment.

Booking tips and Expedia advantages for The Berkshires

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around The Berkshires 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 around The Berkshires is Tuesday. The most expensive day to stay around The Berkshires is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your options by setting your budget, preferred location, and the type of hotel you’re looking for. For instance, by selecting the Eco-certified filter, you'll be able to find sustainable and environmentally-friendly hotels currently available. To discover the best prices and deals, simply sort the price filter from low to high.
• Consider bundling your trip: You can save money by combining your hotel stay in The Berkshires with your flights and activities through an Expedia package deal.

Find the best attractions near The Berkshires

The Berkshires offers an ideal getaway for outdoor enthusiasts, featuring a mix of stunning scenery, adventure, and cultural experiences. Popular attractions include historic houses, serene nature reserves, and picturesque lakes, providing a variety of activities for travelers. Whether you're hiking through lush landscapes or exploring the region's rich history, The Berkshires promises an unforgettable vacation full of exploration and enjoyment.

• National Shrine of the Divine Mercy: Situated 12 miles from The Berkshires, this serene shrine offers a deeply spiritual experience, inviting visitors to reflect and connect with their faith in a peaceful environment surrounded by beautiful grounds.
• Norman Rockwell Museum: Located 13 miles away, this art museum showcases the iconic works of Norman Rockwell, capturing the essence of American life through his illustrations. Engage with art that tells captivating stories and explore exhibitions that celebrate his legacy.
• The Mount: About 14 miles from The Berkshires, The Mount is the former home of author Edith Wharton. This historic house offers guided tours through beautifully landscaped gardens and rooms filled with Wharton's literary history, providing a glimpse into her life and inspiration.

Best time to go to The Berkshires

The best time to visit The Berkshires can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around The Berkshires falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around The Berkshires 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	Average	Average
March	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Average	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	Slightly High	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	Average	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	Slightly Low	Slightly Low
December	29.5°F (-1.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

The nearest major airports for your trip to The Berkshires

The Berkshires can be accessed conveniently from several major airports. New York's JFK Airport is approximately 110 miles away, with nearby hotels like the 5-star Arlo Williamsburg and The William Vale, both located 11 miles from the airport. BOSton's Logan International Airport, also 110 miles from The Berkshires, offers excellent accommodations such as the 5-star Encore Boston Harbor and InterContinental Boston, both just 2 miles away. Lastly, LaGuardia Airport, located 103 miles from The Berkshires, features luxurious options like The Plaza and The Pierre, both within 5 miles, providing various transportation services to facilitate your travel.