Shenandoah Valley Kid friendly Vacations 2026

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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

$644

per person

Oct 2 - Oct 5

found 20 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Charlottesville (CHO)

8.4/10 Very Good! (1,000 reviews)

Everything was perfect! Beautiful room and spacious lobby. Great breakfast! Staff was very nice.

Reviewed on Aug 31, 2026

The Omni Homestead Resort & Spa

$1,338

per person

Nov 12 - Nov 15

found 15 hours ago

Roundtrip flight included

Birmingham (BHM) to Roanoke (ROA)

8.6/10 Excellent! (1,009 reviews)

There was constant flooding in the hall between our wing to the main hall due to rolling thunderstorms. The gorge hike is disappointing - it’s only 0.68 miles because a stair bridge is broken so the guide stalls with nature talks because if you were to actually hike it, it would take less than 20 minutes to reach the broken stair bridge. The experiences such as axe throwing and zip line are over priced / not worth it. The archery was fun as they have animal targets. Bingo is fun and you can win prizes. The pool is nice but rolling thunderstorms limit your access in the afternoon (we went in August). We had connecting rooms and they were decent.

Reviewed on Aug 30, 2026

Hotel Roanoke & Conference Ctr, Curio Collection by Hilton

Gainsboro

$887

per person

Nov 2 - Nov 6

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Roanoke (ROA)

9.4/10 Exceptional! (1,019 reviews)

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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

$523

per person

Nov 24 - Nov 27

found 13 hours ago

Roundtrip flight included

Atlanta (ATL) to Charlottesville (CHO)

8.4/10 Very Good! (1,000 reviews)

Everything was perfect! Beautiful room and spacious lobby. Great breakfast! Staff was very nice.

Reviewed on Aug 31, 2026

The Omni Homestead Resort & Spa

$1,338

per person

Nov 12 - Nov 15

found 15 hours ago

Roundtrip flight included

Birmingham (BHM) to Roanoke (ROA)

8.6/10 Excellent! (1,009 reviews)

Reviewed on Aug 30, 2026

Hotel Roanoke & Conference Ctr, Curio Collection by Hilton

Gainsboro

$1,127

per person

Nov 27 - Nov 30

found 16 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Roanoke (ROA)

9.4/10 Exceptional! (1,019 reviews)

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4 Night Kid friendly vacations in Shenandoah Valley

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

DoubleTree by Hilton Hotel Charlottesville

Rio

$754

per person

Oct 7 - Oct 11

found 21 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Charlottesville (CHO)

8.4/10 Very Good! (1,000 reviews)

Everything was perfect! Beautiful room and spacious lobby. Great breakfast! Staff was very nice.

Reviewed on Aug 31, 2026

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

The Meadows

$774

per person

Oct 7 - Oct 11

found 21 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Charlottesville (CHO)

9.2/10 Wonderful! (1,241 reviews)

clean room and secure parking while traveling in the middle of a move. great customer service

Reviewed on Sep 1, 2026

English Inn of Charlottesville

The Meadows

$773

per person

Oct 7 - Oct 11

found 21 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Charlottesville (CHO)

9.2/10 Wonderful! (3,061 reviews)

We had good experience

Reviewed on Sep 2, 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 $523. 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 ...

10/10 Exceptional! (226 reviews)

Families like: Kitchen, game room, skiing nearby, games and toys

Travelers say...

"We had a fantastic stay at aWhipporwhill as always! We had a great time enjoying everything the property had to offer- hiking, games, sauna, relaxing on the overlook, and grilling. This is the best equipped (and labeled) rental with everything you need to enjoy the property. We have stayed here 5 ..."

Reviewed on Aug 17, 2026

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 5,910 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.