Top Kid friendly vacation packages in Winston - Salem

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

Kimpton Cardinal Hotel by IHG

$705

per person

Jun 5 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Augusta (AGS) to Greensboro (GSO)

9/10 Wonderful! (1,000 reviews)

Room was spacious. Beds were super comfy! Really enjoyed our stay.

Reviewed on Apr 29, 2026

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3 Night Kid friendly vacations in Winston - Salem

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

Kimpton Cardinal Hotel by IHG

$813

per person

Jul 19 - Jul 22

found 11 hours ago

Roundtrip non-stop flight included

Memphis (MEM) to Greensboro (GSO)

9/10 Wonderful! (1,000 reviews)

Room was spacious. Beds were super comfy! Really enjoyed our stay.

Reviewed on Apr 29, 2026

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4 Night Kid friendly vacations in Winston - Salem

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Hawthorne Inn and Conference Center

$537

per person

Jun 17 - Jun 21

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Greensboro (GSO)

8.4/10 Very Good! (1,056 reviews)

We emjoyed our stay. Hotel was conveniently located, front desk staff was friendly and helpful, and the hotel is clean and well maintained. Our beds were comfortable and the sheets/pillows/towels were good quality, which sometimes isn’t the case in older hotels like this. Knocked off one star because of mildew on our shower walls which should have been addressed but otherwise our room and the hotel itself felt very clean.

Reviewed on Apr 26, 2026

Sleep Inn Kernersville I-40

$563

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Greensboro (GSO)

8.6/10 Excellent! (948 reviews)

The location was accessible. The room was clean and the staff were friendly. Breakfast was good as well.

Reviewed on Apr 9, 2026

Best Western Kernersville

$566

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Greensboro (GSO)

8.6/10 Excellent! (750 reviews)

I needed two rooms at the last minute and this place was budget-friendly, clean, and the staff was great. They also had great options for breakfast and it was in a good l9cation.

Reviewed on Apr 26, 2026

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How can I find the best family vacation packages in Winston - Salem?

For fam-tastic vacation packages in Winston - Salem, 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 Winston - Salem 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 Winston - Salem cost?

You could book your amazing family trip to Winston - Salem just $537. 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 Winston - Salem 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 Winston - Salem?

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 Winston - Salem 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 Winston - Salem landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Winston - Salem 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 Winston - Salem 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 Winston - Salem Hotels

Best Western Plus Hanes Mall Hotel

3330 Silas Creek Pkwy Winston-Salem NC

10 min drive from Wake Forest University

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

7.6/10 Good! (1,003 reviews)

Front desk was wonderful and professional. I had a very late check in about 2:30am they stayed in communication with me and the process was smooth and they were very polite helping in the morning thank you would definitely stay again

Reviewed on Apr 28, 2026

Springhill Suites by Marriott Winston-Salem Hanes Mall

1015 Marriott Crossing Way Winston-Salem NC

11 min drive from Wake Forest University

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

8.8/10 Excellent! (1,000 reviews)

Friendly staff and clean rooms

Reviewed on Apr 13, 2026

Quality Inn & Suites Hanes Mall

2008 S Hawthorne Rd Winston-Salem NC

9 min drive from Wake Forest University

Book a stay at this business-friendly hotel in Winston-Salem. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our ...

6.8/10 (1,007 reviews)

Price of room should reflect property. At least you know what you get with cheap prices..I was afraid to sleep in bed in fear of getting lice,bed bugs, or scabes from unclean sheets, blankets, and pillows.

Reviewed on Apr 28, 2026

See all 614 properties in Winston - Salem

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.