
Winston - Salem Vacations from ¥275,944
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The Latest Winston - Salem Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Dailey Renewal Retreat Bed & Breakfast
Lindley Park
Price was ¥292,530, price is now ¥275,944 per person
¥275,944
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Greensboro (GSO)
9/10 Wonderful! (204 reviews)
This place will always be near and dear to my heart. The breakfast was absolutely delicious, the atmosphere was so cozy and loving I did not want to leave. It was a pleasure to meet Miss Jean Dailey and I hope to come back some time soon. Plus, the house is surrounded by some VERY delicious options for food. If you’re looking for a home-away-from-home getaway, that actually isn’t in the middle of nowhere, I highly recommend!
Reviewed on Aug 5, 2025

Julian Price House
Fisher Park
Price was ¥554,712, price is now ¥289,590 per person
¥289,590
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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

O.Henry Hotel
Price was ¥377,598, price is now ¥329,232 per person
¥329,232
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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

Find the Best Winston - Salem Vacation Packages
Winston - Salem Hotel Deals

Hawthorne Inn and Conference Center
420 High St, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is ¥11,700 per night from Aug 27 to Aug 28
¥11,700
¥13,220 total
Aug 27 - Aug 28
includes taxes & 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
The price is ¥15,119 per night from Sep 1 to Sep 2
¥15,119
¥17,085 total
Sep 1 - Sep 2
includes taxes & 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
The price is ¥14,574 per night from Sep 15 to Sep 16
¥14,574
¥16,469 total
Sep 15 - Sep 16
includes taxes & 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.
Discover 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.
Wake Forest University
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.
What to do in Winston - Salem

Carolina History & Haunts Winston-Salem Historical Ghost Tour
¥3,843
per adult
100% of travellers recommend
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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.