Berkshire Vacations from $394

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The Latest Berkshire Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 8 - Jan 11

    Cayuga Blu Hotel + Flight

    Ithaca
    3 nights
    2.0 star property
    8.0/10 - Very good (1,100 reviews)
    Roundtrip • New York (NYC) - Ithaca (ITH)
    JFK - ITH • Nonstop ITH - JFK • Nonstop
    $462
    $394
    per traveler
    found 13 hours ago
    Cayuga Blu Hotel
  • Jan 8 - Jan 11

    Inns of Aurora Resort & Spa + Flight

    Aurora
    3 nights
    4.5 star property
    9.8/10 - Exceptional (496 reviews)
    Roundtrip • New York (NYC) - Ithaca (ITH)
    JFK - ITH • Nonstop ITH - JFK • Nonstop
    $754
    $559
    per traveler
    found 13 hours ago
    Inns of Aurora Resort & Spa
  • Jan 8 - Jan 11

    Luxury Lakeview Estate w Indoor Pool Golf Sim + Flight

    Ithaca
    3 nights
    2.0 star property
    Roundtrip • New York (NYC) - Ithaca (ITH)
    JFK - ITH • Nonstop ITH - JFK • Nonstop
    $3,450
    $2,845
    per traveler
    found 13 hours ago
    Luxury Lakeview Estate w Indoor Pool Golf Sim
  • Jan 8 - Jan 11

    Colonial Inn & Creamery + Flight

    Watkins Glen
    3 nights
    2.5 star property
    7.6/10 - Good (726 reviews)
    "Clean, comfortable and convenient. Would stay again."
    Reviewed November 6, 2026
    Roundtrip • New York (NYC) - Ithaca (ITH)
    JFK - ITH • Nonstop ITH - JFK • Nonstop
    $996
    $824
    per traveler
    found 13 hours ago
    Colonial Inn & Creamery
  • Jan 8 - Jan 11

    Ithaca Marriott Downtown on the Commons + Flight

    Downtown Ithaca
    3 nights
    3.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • New York (NYC) - Ithaca (ITH)
    JFK - ITH • Nonstop ITH - JFK • Nonstop
    $631
    $525
    per traveler
    found 13 hours ago
    Ithaca Marriott Downtown on the Commons

Where to stay near Berkshire

Berkshire offers a perfect blend of outdoor adventures and romantic getaways. Explore scenic hiking trails, enjoy family-friendly excursions, and immerse yourself in the friendly atmosphere. Nearby regions promise stunning landscapes and endless opportunities for adventure, making it an ideal destination for all types of travelers.

Richford

Discover Richford, a charming destination perfect for families and nature enthusiasts who will appreciate its blend of outdoor adventure and budget-friendly options. With attractions like Cornell University, Griggs Gulf State Forest, and the local urban park, visitors can enjoy a variety of experiences year-round. Located about 4 miles by car from Berkshire, Richford offers easy access to these highlights, making it a smart choice for your next vacation.

Newark Valley

Experience the charm of Newark Valley, a delightful choice for families and nature lovers looking for a scenic getaway. This welcoming city offers a perfect mix of outdoor adventures, educational experiences, and recreational fun, with attractions like Binghamton University, the Apalachin Marsh Bird Sanctuary, and Glendale Park nearby. Located about 6 miles from Berkshire, Newark Valley provides a smart booking option for travelers seeking both affordability and access to beautiful landscapes throughout the year.

Harford

If you are a nature enthusiast or a family traveler, look no further than Harford, a charming city that offers a delightful mix of outdoor adventures and relaxation. Known for its proximity to Griggs Gulf State Forest and Hope Lake, Harford provides ample opportunities for hiking and enjoying picturesque views. Additionally, the vibrant atmosphere around Cornell University and local casinos adds a unique flair to your stay. Located about 9 miles from Berkshire, Harford is a smart choice for your getaway, ensuring a memorable vacation experience.

Candor

Candor stands out as a prime spot for families and nature lovers interested in exploring the beauty of New York. Visitors can enjoy a variety of outdoor activities at Buttermilk Falls State Park, immerse themselves in the educational atmosphere of Cornell University, and relax at Nichols Park. With moderate seasonal visitor numbers peaking in the summer, Candor is easily accessible, located about 9 miles by car from Berkshire. This makes Candor a smart choice for a memorable getaway.

Endicott

Travelers visiting the area often choose Endicott, particularly those with a passion for business, family, and outdoor activities. This vibrant city offers easy access to Binghamton University, Glendale Park, and the Floyd L. Maines Veterans Memorial Arena, providing a mix of educational, recreational, and sports experiences. With its steady flow of visitors year-round, Endicott is about 12 miles from Berkshire, making it a smart choice for your stay in the region. Enjoy a comfortable base to explore all that the area has to offer.

Berkshire Hotel Deals

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.

Frequently Asked Questions

How much does a Berkshire vacation package cost?

Offering great value package deals from $394 on Expedia, you'll be thrilled with how little a vacation to Berkshire costs! Expedia's packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Berkshire?

You're likely to find lower rates and greater availability in December, January and February. Check out our cheap Berkshire vacation packages and you could get some great off-season discounts.

How many days is enough for Berkshire?

Usually, a handful of days is enough to tick off the main attractions during your Berkshire vacation. However, if you want to have more time to kick back or take day tours, consider extending your itinerary.

How to find the best Berkshire package deals?

Use Expedia's handy filters to find some of the best Berkshire package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Berkshire package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.

Is it cheaper to book a Berkshire vacation as a package?

You can enjoy significant savings on your Berkshire break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Berkshire?

If you have your Berkshire vacation dates locked in, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for traveling on a whim.

Does Expedia offer Book Now, Pay Later Berkshire vacation packages?

Jet off on your dream getaway to Berkshire with our Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up travel deals before they disappear.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.