Dale Enterprise Vacations from $495

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Your Dale Enterprise Vacation

When you book a Dale Enterprise vacation package, you can really enjoy your adventure to the fullest. Delve into the sights and sounds of this unique city knowing that all your travel arrangements have been taken care of in advance. You'll want to sightsee during your trip to Dale Enterprise. Carve out some time for famous attractions like James Madison University, Rockingham Fairgrounds and A Dream Come True Playground. Your ideal Dale Enterprise vacation is a couple of clicks away. Search flights, accommodations and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Dale Enterprise Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 5 - Jan 11

    Motel 6 Harrisonburg, VA - South + Flight

    Harrisonburg
    6 nights
    2.0 star property
    7.4/10 - Good (1,003 reviews)
    Roundtrip • Peoria (PIA) - Weyers Cave (SHD)
    PIA - SHD • 1 stop SHD - PIA • 1 stop
    $614
    $495
    per traveler
    found 1 day ago
    Motel 6 Harrisonburg, VA - South
  • Jan 5 - Jan 11

    Hotel Madison & Shenandoah Conference Ctr + Flight

    Harrisonburg
    6 nights
    3.5 star property
    9.4/10 - Exceptional (1,235 reviews)
    "Music in evenings"
    Reviewed November 3, 2026
    Roundtrip • Peoria (PIA) - Weyers Cave (SHD)
    PIA - SHD • 1 stop SHD - PIA • 1 stop
    $999
    $750
    per traveler
    found 1 day ago
    Hotel Madison & Shenandoah Conference Ctr
  • Jan 5 - Jan 11

    Cozy Retreat - Sauna Hot Tub Pool Pass Game Room + Flight

    McGaheysville
    6 nights
    2.0 star property
    Roundtrip • Peoria (PIA) - Weyers Cave (SHD)
    PIA - SHD • 1 stop SHD - PIA • 1 stop
    $2,483
    $1,943
    per traveler
    found 1 day ago
    Cozy Retreat - Sauna Hot Tub Pool Pass Game Room
  • Jan 5 - Jan 11

    Love Ridge Mountain Lodging + Flight

    Lyndhurst
    6 nights
    3.0 star property
    9.6/10 - Exceptional (29 reviews)
    "We had a great overnight stay. Loved exploring the wooded grounds, watched a beautiful sunset at 5 min drive overlook on the Blue Ridge parkway, had marshmallows toasted over a fire & did some stargazing from right outside our cabin, then hiked in the area the next morning. Loved meeting the sweet property kitty. Only wish we had more time to check out the game shed and try some disc golf there. Clean & comfy. Overall a perfect stay!"
    Reviewed November 3, 2026
    Roundtrip • Peoria (PIA) - Weyers Cave (SHD)
    PIA - SHD • 1 stop SHD - PIA • 1 stop
    $878
    $708
    per traveler
    found 1 day ago
    Love Ridge Mountain Lodging
  • Jan 15 - Jan 19

    Massanutten Resort + Flight

    McGaheysville
    4 nights
    2.5 star property
    8.0/10 - Very good (1,666 reviews)
    "It was a very wonderful place. The room that we had was very spacious for a family of 5. They have a lot of amenities. We truly enjoyed our stay and would love to be back."
    Reviewed November 3, 2026
    Roundtrip • New York (NYC) - Weyers Cave (SHD)
    JFK - SHD • 1 stop SHD - LGA • 1 stop
    $741
    $612
    per traveler
    found 5 hours ago
    Massanutten Resort

Dale Enterprise 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 Dale Enterprise vacation package cost?

Offering excellent value package deals from $495 on Expedia, you'll be surprised at how little a vacation to Dale Enterprise costs! Our packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Dale Enterprise?

If you're hoping to snag a cheap Dale Enterprise vacation package, consider planning a trip in May, June and October. You'll typically find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.

How many days is enough for Dale Enterprise?

With a well-organized schedule, you can easily tick off the most popular Dale Enterprise sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Dale Enterprise vacation for longer.

How to find the best Dale Enterprise package deals?

Start your search for a Dale Enterprise package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Dale Enterprise package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Dale Enterprise adventure underway.

Is it cheaper to book a Dale Enterprise vacation as a package?

You can enjoy significant savings on your Dale Enterprise escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Dale Enterprise?

If you're considering an impromptu Dale Enterprise adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.

Does Expedia offer Book Now, Pay Later Dale Enterprise vacation packages?

If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Dale Enterprise vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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