Name: Berkshires Untold
Price range: $87 total
Rating: 9

The Latest The Berkshires vacation packages

Price found within the past 48 hours. Click for updated prices.

The Cornell Inn, Lenox & The Berkshires

$680

per person

May 6 - May 11

found 4 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Albany (ALB)

9/10 Wonderful! (1,001 reviews)

The staff was friendly and the breakfast was great. The parking lots and grounds were unsafe. It's winter time and they should know better. Each time we went to our car we felt we were going to slip and fall. Same with the path from our room to the breakfast area. We came here for a relaxing baby moon and feared for our safety any time we left the room. When we arrived on a Thursday afternoon we were told the parking lots would soon be plowed. We left on a Sunday morning and neither had been touched the whole time we were there. The weather was rainy, then freezing, which makes for dangerous conditions if not treated properly. On one morning the parking lot was such a sheet of ice that we felt unsafe to drive and therefore had to abandon our planned morning activities. Throughout the stay we would see plenty of staff but they would not give an update on the plowing or even acknowledge the conditions of the lots or walkways.

Reviewed on Mar 11, 2026

Prospect Berkshires

Save 100% on your flight

$1,119

per person

May 6 - May 11

found 4 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Albany (ALB)

9.8/10 Exceptional! (21 reviews)

The cabins are brand new, the property is gorgeous, restaurant features local and quality product and the staff is very responsive via text message. The lakeside sauna is private and easy to reserve. Great place!

Reviewed on Feb 20, 2026

Secluded Estate Optional Guest House, Pond, Playroom, Gym & Theater Sunny Pond by Avantstay

Save 100% on your flight

$4,250

per person

May 6 - May 11

found 4 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Albany (ALB)

No reviews

The Ponds at Foxhollow

$738

per person

May 6 - May 11

found 4 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Albany (ALB)

8.6/10 Excellent! (141 reviews)

Expedia stated the front desk is open until midnight, but when I arrived at 8:05pm the door to the registration bldg was locked.i located a mailbox marked “late check ins” where I found a key card that was only good for one of my two nights. It snowed 2-3” during my 2-day stay, but the sidewalks to my building were never shoveled. Room was extremely clean but quite outdated. Bathroom tiles were cracked with pieces missing along the exterior wall, allowing very cold air in. Price was good for my short stay - unfortunately I didn’t have time to use the clubhouse amenities.

Reviewed on Jan 7, 2026

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

Save 100% on your flight

$2,296

per person

May 6 - May 11

found 4 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Albany (ALB)

No reviews

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The Berkshires Hotel Deals

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

Fully refundable

$135 nightly

$151 total

Apr 28 - Apr 29

Total with taxes and fees

8.8/10 Excellent! (1,001 reviews)

Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The ...

Reviewed on Mar 22, 2026

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

$108 nightly

$120 total

Apr 29 - Apr 30

Total with taxes and fees

9/10 Wonderful! (889 reviews)

very clean and friendly staff

Reviewed on Mar 24, 2026

Berkshires Untold

194 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

$78 nightly

$87 total

Mar 31 - Apr 1

Total with taxes and fees

9/10 Wonderful! (883 reviews)

I spent 2 lovely nights here on my way through the Berkshires. Everyone was so kind, helpful and professional. Flatbread was delicious and a cup of tea in the cozy fire nook was perfect.

Reviewed on Mar 28, 2026

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do near The Berkshires

The Berkshires offers a perfect blend of outdoor adventure and stunning scenery, making it an ideal vacation spot. Visitors can enjoy skiing at local resorts, explore scenic hiking trails, and take leisurely drives through picturesque landscapes. Additionally, there are various recreational opportunities and nearby attractions that enhance the experience, ensuring a memorable getaway in this beautiful region of Massachusetts.

Shopping

The Berkshires offer a delightful shopping experience. Visit Lee Premium Outlets, 10 miles away, for a variety of brands and family-friendly vibes. Explore the Berkshire Mountain Country Store, 11 miles distant, for unique gifts, and browse The Bookstore, 15 miles away, for a charming selection of literature.

Recreation

Experience the artistry of dance at Jacob's Pillow, where culture and romance flourish. Unwind at Goose Pond Reservation, a serene spot perfect for relaxation and rejuvenation. Enjoy family-friendly entertainment at the Mahaiwe Performing Arts Center, where captivating performances create lasting memories.

Adventure

Hit the slopes at Ski Butternut, located 9 miles from The Berkshires, offering thrilling runs and a vibrant ski atmosphere. For a scenic hike, explore the Housatonic River Walk, 11 miles away, immersing yourself in nature's beauty. Otis Ridge, only 3 miles distant, promises exciting skiing adventures.

Nightlife

The Berkshires offer a vibrant nightlife with venues like the Mahaiwe Performing Arts Center for live performances and the Barrington Stage Company for theater. Enjoy a cozy atmosphere at The Marketplace Café for drinks, or head to Club Helsinki for music and dancing, making for an unforgettable evening.

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

Find the best attractions near The Berkshires

The Berkshires in Massachusetts offers a perfect blend of outdoor adventure and cultural experiences, featuring historic houses, beautiful lakes, and inviting libraries. Visitors can explore attractions like the Berkshire Museum and the scenic Berkshire Mountains, catering to those seeking adventure and relaxation amid stunning landscapes. Whether you're interested in history or nature, The Berkshires promises a memorable getaway for every type of traveler.

National Shrine of the Divine Mercy: Located 12 miles from The Berkshires, this serene shrine offers a tranquil atmosphere for reflection and prayer. Its stunning architecture and beautiful grounds invite visitors to experience the spiritual ambiance and connect with the culture of devotion.
Otis Reservoir: Just 5 miles away, Otis Reservoir is a perfect spot for outdoor lovers. Enjoy the picturesque beach and breathtaking scenery, ideal for romantic picnics or adventurous water activities like kayaking and fishing, all set against a backdrop of natural beauty.
Ashintully Gardens: Situated 4 miles from The Berkshires, this enchanting botanical garden features lush landscapes and vibrant flora. It's a family-friendly destination where visitors can stroll through beautifully designed gardens, making it a perfect spot for relaxation and bonding.

Best time to go to The Berkshires

The best time to visit The Berkshires 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 (-5.1000000000000005°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
February	24.6°F (-4.1000000000000005°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 (6.800000000000001°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 (20.200000000000003°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

Tips to save on your trip to The Berkshires

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to The Berkshires during the low season (March to April and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.