
Winston - Salem Vacations from $629
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The Latest Winston - Salem vacation packages
Price found within the past 48 hours. Click for updated prices.

Proximity Hotel
Price was $831, price is now $629 per person
$629
per person
Jul 30 - Aug 2
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Greensboro (GSO)
9.8/10 Exceptional! (1,005 reviews)
Classy, clean , top notch customer service!
Attached restaurant was equally amazing!!
Very romantic for couples yet enjoyable for families too. In town for track Nationals from PA ( 6.5 hours away) I would drive down just to have a long weekend with the wife it was that amazing! Book it !!
Reviewed on Jun 23, 2026

Julian Price House
Fisher Park
Price was $1,091, price is now $793 per person
$793
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
10/10 Exceptional! (137 reviews)
Beautiful house, comfortable bed, everyone was friendly!
Reviewed on Jun 2, 2026


Heated Pool King Bed Jacuzzi Bath Arcade
Save 100% on your flight
Price was $2,014, price is now $1,571 per person
$1,571
per person
Aug 20 - Aug 23
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Greensboro (GSO)
8/10 Very Good! (1 review)
The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt uncomfortable at times, especially with my child playing and moving around. Overall, it’s a nice property, but keep in mind the extra costs and limited privacy.
Reviewed on Sep 30, 2025

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See all available trips from Columbus to Winston - Salem
View all tripsDiscover the most popular places to visit in Winston - Salem

Wake Forest University
4.5/5(280 reviews)
Take a campus tour or just explore the area of Wake Forest University, during your travels in Winston-Salem. Amble around the area's lush forest or attend a sporting event.

Old Salem
4.5/5(264 reviews)
You can spend time exploring the galleries in Old Salem during your trip to Winston-Salem. Amble around this family-friendly area's lush forest or attend a sporting event.

Bowman Gray Stadium
4.5/5(6 reviews)
Catch an event at Bowman Gray Stadium during your trip to Winston-Salem. Amble around this family-friendly area's lush forest or attend a sporting event.
What to do in Winston - Salem

Carolina History & Haunts Winston-Salem Historical Ghost Tour
$26
per adult
100% of travellers recommend
Winston - Salem Hotel Deals

Hawthorne Inn and Conference Center
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Jul 19 to Jul 20
$98 total
Jul 19 - Jul 20
Total with taxes and fees
8.6/10 Excellent! (1,136 reviews)
"."
Reviewed on Jun 24, 2026

Suburban Studios Winston Salem-University Parkway
7910 N Point Blvd Winston-Salem NC
Fully refundableReserve now, pay when you stay
$47 nightly
The price is $53 total per night from Jul 23 to Jul 24
$53 total
Jul 23 - Jul 24
Total with taxes and fees
5.8/10 (999 reviews)
"The rooms look like nothing in the pictures. The staff want the nicest. Tired to check out at 830 AM so we could get deposit back and was told it would be release and it still hasn’t. I would not stay here again"
Reviewed on Jun 23, 2026

Best Western Plus Hanes Mall Hotel
3330 Silas Creek Pkwy Winston-Salem NC
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Jul 1 to Jul 2
$85 total
Jul 1 - Jul 2
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
"The hotel was okay, the rooms was too small, poor lighting, my sheet was kind of dirty, we had to take loop warm showers, poor parking."
Reviewed on Jun 22, 2026
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.
Find the Best Winston - Salem Vacation Packages
Winston - Salem Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Piedmont Triad Intl. Airport (GSO) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















