Top Adventure vacation packages in Winston - Salem

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

Kimpton Cardinal Hotel by IHG

$497

per person

Nov 21 - Nov 24

found 15 hours ago

Roundtrip flight included

Chicago (CHI) to Greensboro (GSO)

9/10 Wonderful! (1,002 reviews)

The area was unique

Reviewed on Sep 7, 2025

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3 Night Adventure vacations in Winston - Salem

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

Kimpton Cardinal Hotel by IHG

$497

per person

Nov 21 - Nov 24

found 15 hours ago

Roundtrip flight included

Chicago (CHI) to Greensboro (GSO)

9/10 Wonderful! (1,002 reviews)

The area was unique

Reviewed on Sep 7, 2025

Don't see what you're looking for?

See all available trips from Columbus to Winston - Salem

View all trips

4 Night Adventure vacations in Winston - Salem

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

La Quinta Inn & Suites by Wyndham Winston-Salem

$438

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip non-stop flight included

Madison (MSN) to Greensboro (GSO)

7/10 Good! (1,007 reviews)

Clean room but decor needs updating

Reviewed on Oct 12, 2025

Village Inn Clemmons/Winston Salem, Trademark by Wyndham

$572

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip non-stop flight included

Madison (MSN) to Greensboro (GSO)

8.4/10 Very Good! (1,003 reviews)

Looks like a large older hotel with some renovation. Room clean.Linens clean. Had dehumidifier in room that cut on and off through night. Temperature regulation was difficult and heat/ air conditioning cut on and off frequently and it’s loud. A/C fanned air directly toward bed. Thus alternating between too warm and too cold. Pack breakfast was a joke. Oatmeal to warm up with hot water in room. Tiny packet of peach’s and a cracker. Didn’t eat any of it. Wish I had stayed elsewhere.

Reviewed on Sep 8, 2025

The Historic Brookstown Inn, Trademark Collection by Wyndham

$677

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip non-stop flight included

Madison (MSN) to Greensboro (GSO)

9.6/10 Exceptional! (1,005 reviews)

Loved the large rooms and all the hospitality and history of the place.

Reviewed on Oct 14, 2025

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How can I book the best Winston - Salem adventure trips?

Choose your own adventure in Winston - Salem, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Winston - Salem family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Winston - Salem. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Winston - Salem adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Winston - Salem adventure vacation for couples?

Book a Winston - Salem couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Winston - Salem?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Winston - Salem with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Winston - Salem adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Winston - Salem Hotels

Kimpton Cardinal Hotel by IHG

51 East 4th St, Winston-Salem, NC

6 min drive from Wake Forest University

Stay at this 4.5-star luxury hotel in Winston-Salem. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff ...

9/10 Wonderful! (1,001 reviews)

"This place is awesome"

Reviewed on Sep 17, 2025

The Historic Brookstown Inn, Trademark Collection by Wyndham

200 Brookstown Ave, Winston-Salem, NC

7 min drive from Wake Forest University

Stay at this 3.5-star business-friendly hotel in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

9.4/10 Exceptional! (1,007 reviews)

"Excellent breakfast, wonderfully clean space and very helpful staff"

Reviewed on Oct 12, 2025

Sleep Inn Hanes Mall

1985 Hampton Inn Ct, Winston-Salem, NC

12 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 ...

7.8/10 Good! (1,002 reviews)

"Beautiful place"

Reviewed on Oct 3, 2025

See all 564 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.