
Winston - Salem Vacations from $352
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The Latest Winston - Salem vacation packages
Price found within the past 48 hours. Click for updated prices.

Quality Inn Jonesville I-77
Price was $426, price is now $352 per person
$352
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
8.4/10 Very Good! (1,000 reviews)
The bed was very comfortable! The woman at check in was very friendly.
Reviewed on Aug 18, 2025

Julian Price House
Fisher Park
Price was $1,786, price is now $620 per person
$620
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
10/10 Exceptional! (102 reviews)
The staff was very detailed and organized with my arrival being that I flew in from KY at midnight. The interior and exterior design is EXQUISITE! My communication with the staff was always very pleasant and professional via text. I will be booking another stay the next time I’m in NC.
Reviewed on Aug 15, 2025

Hawthorne Inn and Conference Center
Price was $624, price is now $489 per person
$489
per person
Sep 25 - Sep 28
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
8.2/10 Very Good! (1,000 reviews)
Very nice clean property with great rooms. Best value in town
Reviewed on Aug 21, 2025

O.Henry Hotel
Price was $825, price is now $683 per person
$683
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
9.8/10 Exceptional! (687 reviews)
The design of the hotel and the special events like Jazz night and Tea in the afternoon were a delight.
Reviewed on Jul 21, 2025

OYO Inn Kernersville
Price was $461, price is now $392 per person
$392
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
7/10 Good! (356 reviews)
Pam and Kristin are dedicated to guests feeling comfortable and keep the establishment clean and tidy. Thank you again!!
Reviewed on Aug 18, 2025
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See all available trips from Singapore to Winston - Salem
View all tripsDiscover the most popular places to visit in Winston - Salem

Old Salem
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
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.

Reynolda Gardens
Reynolda Gardens is just one of the places to see in Winston-Salem, so why not enjoy the other things to explore during your travels? Amble around the 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
$79 nightly
The price is $89 total per night from Aug 27 to Aug 28
$89 total
Aug 27 - Aug 28
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
"Very nice clean property with great rooms. Best value in town"
Reviewed on Aug 21, 2025

DoubleTree by Hilton Winston Salem - University
5790 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $116 total per night from Sep 1 to Sep 2
$116 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"The water feature was not in operation. The staff was kind the bed was comfortable. The room was clean and so were most of the common areas but the pool needed a little upkeep. There were cigerett"
Reviewed on Aug 6, 2025

Courtyard by Marriott Winston-Salem University
3111 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Sep 1 to Sep 2
$112 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (723 reviews)
"Easy and polite reception. Perfect location to Wake."
Reviewed on Aug 24, 2025
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.
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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.