Shenandoah Valley Kid friendly Vacations 2026

Top Kid friendly vacation packages in Shenandoah Valley

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

DoubleTree by Hilton Hotel Charlottesville

Rio

$929

per person

Nov 25 - Nov 28

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Charlottesville (CHO)

8.4/10 Very Good! (1,001 reviews)

In all honesty, the room seemed a little dusty, but it was quite well equipped. A vanity area just outside the bathroom had its own sink, which was convenient for us as a couple trying to get thru our morning ablutions & get out to tour about. The pool and the tiled outside seating area were rather elaborate, although (not being aa fan of chlorinated water) we did not avail ourselves of it. Parking was just a little distant, due to tenant volume, but the area seemed very quiet & safe, & ample room was available for loading & unloading at the front door. Minutes away from downtown Charlottesvilles.

Reviewed on Oct 26, 2026

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3 Night Kid friendly vacations in Shenandoah Valley

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

DoubleTree by Hilton Hotel Charlottesville

Rio

$929

per person

Nov 25 - Nov 28

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Charlottesville (CHO)

8.4/10 Very Good! (1,001 reviews)

Reviewed on Oct 26, 2026

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4 Night Kid friendly vacations in Shenandoah Valley

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

English Inn of Charlottesville

The Meadows

$450

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Charlottesville (CHO)

9.2/10 Wonderful! (3,150 reviews)

the English Inn was quiet and well maintained even though it was close to major highways! It was easy to locate and traveling to our concert at the UVA concert hall quite convenient.

Reviewed on Oct 26, 2026

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

The Meadows

$485

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Charlottesville (CHO)

9.2/10 Wonderful! (1,224 reviews)

Great stay in town for concert at Jones Arena. Very close and great stay!

Reviewed on Oct 25, 2026

Hyatt Place Charlottesville

Hydraulic

$480

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Charlottesville (CHO)

9.4/10 Exceptional! (1,000 reviews)

good breakfast

Reviewed on Oct 25, 2026

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How can I find the best family vacation packages in Shenandoah Valley?

For fam-tastic vacation packages in Shenandoah Valley, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in Shenandoah Valley on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to Shenandoah Valley cost?

You could book your amazing family trip to Shenandoah Valley just $450. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

Can I book an all-inclusive Shenandoah Valley family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in Shenandoah Valley?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find Shenandoah Valley family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Shenandoah Valley landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Shenandoah Valley family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my Shenandoah Valley family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.

Top Kid friendly Shenandoah Valley Hotels

Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Blvd Winchester VA

2 hours drive from Shenandoah National Park

Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home

Madison VA

22 min drive from Shenandoah National Park

Book a stay at this family-friendly vacation home in Madison. Enjoy a fitness center, a garden, and laundry facilities. Our guests praise the property condition ...

Country Inn & Suites by Radisson, Roanoke, VA

7860 Plantation Rd Roanoke VA

5 hours drive from Shenandoah National Park

Book a stay at this business-friendly hotel in Roanoke. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

See all 6,010 properties in Shenandoah Valley

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.