The Berkshires holiday homes

Why visit The Berkshires

• Scenic Nature Reserves: Explore a variety of outdoor escapes, from tranquil lakes to lush mountain trails perfect for hiking and picnics.
• Rich Cultural Heritage: Immerse yourself in history with visits to local museums and historic houses reflecting the region’s past.
• Family-Friendly Adventures: Enjoy activities suitable for all ages, including nature walks and interactive exhibits.
• Romantic Escapes: Discover serene spots ideal for couples seeking a peaceful retreat amid stunning landscapes.
• Active Outdoor Experiences: Engage in adventure sports and leisurely strolls through picturesque Berkshire County.

Top attractions near The Berkshires

The Berkshires in Massachusetts offer a blend of outdoor adventures, cultural experiences, and stunning scenery. Visitors can explore historic houses, nature reserves, and lakes, making it ideal for those seeking an active yet relaxing holiday. The region also features local attractions such as museums and adventure experiences that capture the spirit of the Berkshires, ensuring an engaging and memorable visit.

• National Shrine of the Divine Mercy: A culturally rich shrine set 19km from The Berkshires, offering a serene spiritual retreat with unique architectural beauty.
• The Mount: A historic house 23km from The Berkshires, renowned for its cultural ambience and storied past, perfect for history enthusiasts.
• Bidwell House Museum: A historic house 6km from The Berkshires, showcasing a wealth of local history and culture in an intimate setting.

Things to do recommended for couples

Discover the magic of The Berkshires with leisurely strolls along scenic trails, cosy wine tasting sessions, and intimate candlelit dinners. Enjoy a memorable escape with your partner in this charming corner of Massachusetts.

Things to do recommended for families

Families can explore the Berkshire Museum's interactive exhibits and stroll through the scenic trails of the Berkshire Botanical Garden, offering an immersive local experience for children and adults alike.

Things to do recommended for groups

Experience the thrill of ziplining at Catamount Aerial Adventure Park, located 27km from The Berkshires, perfect for group adventures and outdoor fun.

What do I need to keep in mind when booking a vacation around The Berkshires

When planning your trip, whether you're travelling with a group, as a family, bringing your pets, or looking for extended stays, be sure to choose the right filters to suit your needs. Here are some helpful booking tips for using Vrbo.

• Traveling to The Berkshires with a group: Consider how many bedrooms you require along with extras like a full kitchen or an outdoor area for group get-togethers. Luckily, you can use filters on Vrbo to find all these features and more.
• Traveling to The Berkshires with young kids: Travelling with young kids can be quite demanding. It's important to prioritise their comfort and safety, along with 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 The Berkshires: For many, a family holiday isn’t complete without their furry companion. If that sounds like you, take a look at Vrbo properties that welcome pets. Most pet-friendly places offer feeding bowls and beds to ensure everyone feels right at home.
• Planning for a long term stay visiting The Berkshires: If you're searching for holiday rentals with great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near The Berkshires

Discover the enchanting Berkshires in Massachusetts, where breathtaking landscapes and vibrant history create the perfect backdrop for outdoor adventures. Wander through scenic Berkshire County, explore beautiful Berkshire Mountains, and immerse yourself in a rich tapestry of family-friendly, historic, and romantic vibes. This region offers a unique blend of natural splendour and cultural heritage for travellers seeking both relaxation and excitement.

• Great Barrington: Nestled 18km from The Berkshires, Great Barrington offers an exciting mix of ski and adventure activities. The city is a hub for winter sports enthusiasts, with plenty of ski fields and resorts to explore. Beyond the slopes, visitors can enjoy the natural beauty of nearby lakes and mountains, as well as the vast expanses of national state parks, making it an ideal spot for sports and outdoor escapades.
• Stockbridge: Located 19km from The Berkshires, Stockbridge exudes a quaint, culture-rich charm. It is a perfect destination for those seeking a romantic and entertainment-themed getaway, with access to music concerts, theatres and even a ski field. The area is highlighted by picturesque lakes, historic monuments and revered places of worship, offering travellers a blend of art, history and scenic beauty.
• Monterey: A mere 5km from The Berkshires, Monterey is celebrated for its outdoor and scenic appeal. This city invites visitors to explore its ski fields and resorts, promising a mix of outdoor adventure and a romantic ambience. The local attractions, including lakes, mountains and parks, make Monterey a delightful destination for those who appreciate nature's splendor and a relaxed pace of life.

Best time to go to The Berkshires

If you're planning a trip to The Berkshires, 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	22.8°F (-5.1°C)	Light Rain	Mostly Cloudy	Slightly Low
February	24.6°F (-4.1°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	56.3°F (13.5°C)	Light Rain	Mostly Sunny	Average
June	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High
July	70.3°F (21.3°C)	Light Rain	Mostly Sunny	Slightly High
August	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Slightly High
September	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Average
October	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Average
November	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Slightly Low
December	29.5°F (-1.4°C)	Light Rain	Mostly Cloudy	Slightly Low

Booking with Vrbo is simple

Are you keen to save on your next adventure? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental. We’re here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or review your bookings. Your saved or booked properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Why people love visiting captivating The Berkshires

Take a holiday to The Berkshires and enjoy the area's entertainment, museums and opera. Well known for its baseball games, hiking and skiing, this scenic city won't disappoint. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around The Berkshires

Are you hoping to find attractions to visit during your stay? You'll be sure to enjoy The Berkshires for its hiking and skiing. Venture out of your cosy holiday rental and experience everything that makes The Berkshires a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

• Otis Ridge (3.2 mi / 5.1 km)
• Ski Butternut (8.8 mi / 14.2 km)
• Blandford Ski Area (12.1 mi / 19.5 km)
• Wyndhurst Golf & Club (13.6 mi / 21.9 km)
• Kennedy Park (16.1 mi / 25.9 km)
• Catamount Ski Area (16.8 mi / 27.1 km)

Exploring the natural features in The Berkshires

Whether you're an active traveller or just want to spend some time taking in the scenery, The Berkshires is a great place to get out in nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

• Lake Garfield (2.7 mi / 4.3 km)
• Otis Reservoir (5.7 mi / 9.1 km)
• Lake Buel (6.5 mi / 10.4 km)
• Goose Pond Reservation (8.2 mi / 13.3 km)
• Housatonic River (11 mi / 17.7 km)
• Housatonic River Walk (11 mi / 17.7 km)

Transport options to and around The Berkshires

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 19.3 mi (31 km) from the city centre.

If you're travelling by train, make your way to Pittsfield Station or Pittsfield Intermodal Transportation Center and explore the city from there.