Great Barrington holiday homes

Why visit Great Barrington

• Stunning landscapes: Enjoy the breathtaking natural beauty of the Berkshires, perfect for outdoor adventures.
• Historic charm: Explore fascinating historic houses and charming architecture that reflect New England's rich heritage.
• Skiing and outdoor activities: Experience thrilling skiing and a variety of outdoor sports in a picturesque setting.
• Delightful Main Street: Stroll along Main Street, filled with unique shops, eateries, and a friendly local atmosphere.
• Cultural experiences: Immerse yourself in the local culture through libraries, art, and community events.

Top attractions near Great Barrington

Great Barrington offers a fantastic blend of skiing, adventure, and sports activities, making it an ideal destination for thrill-seekers. Visitors can explore historic houses, national parks, and nature reserves while soaking up the local culture. As the largest town in the area, Great Barrington also boasts charming libraries and the scenic beauty of Berkshire County, ensuring a memorable experience for every traveller.

• National Shrine of the Divine Mercy: A serene spiritual haven located 11.3km from Great Barrington, this shrine offers a unique blend of culture and tranquility, ideal for reflection and prayer.
• Bash Bish Falls State Park: Situated 14.5km away, this stunning national park features breathtaking waterfalls, scenic trails, and opportunities for outdoor adventure, perfect for nature lovers.
• The Mount: Just 16.1km from the town, this historic house embodies rich cultural heritage and stunning architecture, providing insight into the life of a renowned author.

Things to do recommended for couples

Planning a romantic getaway in Great Barrington? Hit the slopes at Catamount Ski Area or Ski Butternut for some exhilarating skiing. Afterwards, unwind at Les Trois Emme Winery, where you can savour fine wines in a charming, intimate setting. Perfect for couples seeking adventure and relaxation.

Things to do recommended for families

Your family will love exploring Lake Mansfield Park, where you can unwind in nature. For a bit of adventure, head to Tyringham Cobble, just 12.9km away, or visit Goose Pond Reservation, 17.7km from Great Barrington, both offering fantastic spots for relaxation and fun.

Things to do recommended for groups

Explore the stunning Housatonic River Walk for a scenic hike, enjoy a performance at the Mahaiwe Performing Arts Center for a taste of local culture, and challenge yourselves at the Catamount Aerial Adventure Park, just a short drive away for some thrilling ziplining fun.

What do I need to keep in mind when booking a vacation in Great Barrington

If you're planning a trip with a group, family, or pets, or if you're interested in longer stays, it's important to apply the right filters to meet your needs. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Great Barrington with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group get-togethers. Luckily, you can easily sort for all of these options and more on Vrbo.
• Traveling to Great Barrington with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with having suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Great Barrington: For many, a family holiday isn't truly enjoyable without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Great Barrington: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the right filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Great Barrington

Great Barrington is a charming town nestled in the beautiful Berkshires, perfect for an adventure-filled holiday. Stroll down Main Street to discover delightful shops and eateries, or explore the scenic side streets that offer a relaxing atmosphere for families and couples alike. With its friendly locals and stunning landscapes, this destination promises a unique experience that captures the essence of New England charm. Don't miss the chance to enjoy skiing and outdoor activities in this picturesque region.

• Lenox: Lenox, located 19.3km from Great Barrington, is a delightful town that offers a blend of entertainment and cultural experiences. Known for its romantic ambiance, it attracts families and couples alike. Visitors can enjoy music concerts, theatrical performances, and winter sports at nearby ski resorts. The picturesque landscape features serene lakes and majestic mountains, making it a perfect spot for outdoor activities. Additionally, Lenox is home to event venues that host various conferences and gatherings, ensuring a vibrant community spirit.
• The Berkshires: Situated 17.7km from Great Barrington, The Berkshires is a stunning region renowned for its outdoor adventures and breathtaking scenery. This area is a haven for nature lovers, with ample opportunities for skiing, hiking, and exploring ski fields and resorts. The Berkshires boasts beautiful lakes and mountains that provide a scenic backdrop for both relaxation and exploration. Whether you’re seeking thrilling adventures or tranquil moments in nature, this region has something for every outdoor enthusiast.
• Stockbridge: Just 11.3km from Great Barrington, Stockbridge captivates visitors with its rich cultural heritage and romantic charm. This quaint town is famous for its music concerts and theatrical shows, providing an entertaining experience for all. Outdoor enthusiasts can enjoy skiing at local ski fields, while the town’s landmarks, including serene lakes, monuments, and shrines, enrich the cultural experience. Stockbridge is a perfect blend of history, culture, and natural beauty, making it a must-visit destination.

Best time to go to Great Barrington

If you're planning a trip to Great Barrington, it's a good idea to check both the weather and property rates. The warmest month is July.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	23.2°F (-4.9°C)	Light Rain	Mostly Cloudy	Average
February	24.8°F (-4.0°C)	Light Rain	Mostly Cloudy	Average
March	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Average
April	44.2°F (6.8°C)	Light Rain	Mostly Cloudy	Average
May	55.9°F (13.3°C)	Light Rain	Mostly Sunny	Average
June	63.7°F (17.6°C)	Light Rain	Mostly Sunny	Slightly High
July	69.8°F (21.0°C)	Light Rain	Mostly Sunny	Slightly High
August	67.8°F (19.9°C)	Light Rain	Mostly Sunny	Slightly High
September	60.8°F (16.0°C)	Light Rain	Mostly Sunny	Average
October	49.8°F (9.9°C)	Light Rain	Mostly Sunny	Slightly Low
November	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Slightly Low
December	29.7°F (-1.3°C)	Light Rain	Mostly Cloudy	Slightly Low

Booking with Vrbo is a breeze

Planning your next adventure and hoping to keep costs down? Being flexible with your travel dates can make a real difference, as prices often fluctuate. You can also enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental. We’re here to help you find the perfect spot for your getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your journeys, pick up from where you last paused, or manage and view your travel arrangements. You can easily access properties you've saved or booked, now categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.bookabach.co.nz/trips.