Winston - Salem Vacations from $502
Book a Hotel + Flight or Car together to unlock savings
Photo by Visit Winston Salem
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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 $662, price is now $502 per person
$502
per person
Oct 24 - Oct 27
found 23 hours ago
Roundtrip non-stop flight included
New York (LGA) 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 $1,831, price is now $526 per person
$526
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $877, price is now $639 per person
$639
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.8/10 Exceptional! (685 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
Don't see what you're looking for?
See all available trips from Columbus to Winston - Salem
View all tripsDiscover the most popular places to visit in Winston - Salem
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 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.
Reynolda Gardens
5/5(43 reviews)
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 $90 total per night from Aug 20 to Aug 21
$90 total
Aug 20 - Aug 21
Total includes taxes and fees
8.2/10 Very Good! (1,016 reviews)
"Very nice and affordable. The only issue I had was the power kept going in and out"
Reviewed on Aug 18, 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 Aug 26 to Aug 27
$116 total
Aug 26 - Aug 27
Total includes 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
$95 nightly
The price is $107 total per night from Aug 26 to Aug 27
$107 total
Aug 26 - Aug 27
Total includes taxes and fees
8.4/10 Very Good! (719 reviews)
"I already wrote them a 5 star review on yelp but this was hands down the best chain hotel experience we have had. It started as soon as we checked in. Every single employee that we encountered at this hotel was genuinely kind and went out of their way to greet us or start a conversation with us. ..."
Reviewed on Aug 14, 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.
More vacations you might like
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Extended Stay Hotels in Winston-Salem
- Winston-Salem Hotels
- Apartments in Winston-Salem
- Cheap Hotels in Winston-Salem
- Hotels with Hot Tubs in Winston-Salem
- 5 Star Hotels in Winston-Salem
- Luxury Hotels in Winston-Salem
- B&B in Winston-Salem
- Hotel Wedding Venues Hotels in Winston-Salem
- Hotels with smoking rooms in Winston-Salem
- Hotels with Free Breakfast in Winston-Salem
- Hotels with Early Check-in in Winston-Salem
- Pet-friendly Hotels in Winston-Salem
- Hotels with an Indoor Pool in Winston-Salem
- Guest Houses in Winston-Salem
- Historic Hotels in Winston-Salem
- Condo Rentals in Winston-Salem
- Aparthotels in Winston-Salem
- Hotels on the Lake in Winston-Salem
- Hotels with Connecting Rooms in Winston-Salem
- Golf Hotels in Winston-Salem
- Beach Hotels in Winston-Salem
- Adults Only Resorts & in Winston-Salem
- Hotels with Kitchenettes in Winston-Salem
- Hotels with a View in Winston-Salem
- Resorts & Hotels with Spas in Winston-Salem
- Family Hotels in Winston-Salem
- Hotels with Balconies in Winston-Salem
- Resorts in Winston-Salem
- Vacation Homes in Winston-Salem
- Motels in Winston-Salem
- Hotels with Suites in Winston-Salem
- Castles in Winston-Salem
- Romantic Hotels in Winston-Salem
- Hotels with a Gym in Winston-Salem
- Cottages in Winston-Salem
- Wyndham Hotels in Winston-Salem
- Hostels in Winston-Salem
- Cabin Rentals in Winston-Salem
- 4 Star Hotels in Winston-Salem
- Casino Hotels in Winston-Salem
- Red Roof Inn Hotels in Winston-Salem
- La Quinta Inn & Suites Hotels in Winston-Salem
- Safari Tentalow in Winston-Salem
- Flights to Winston-Salem
- Flights from Winston-Salem
- Flights from Greenville to Winston-Salem
- Flights from Sanford to Winston-Salem
- Flights from New York to Winston-Salem
- Flights from Charlotte to Winston-Salem
- Flights from San Francisco to Winston-Salem
- Flights from Lynchburg to Winston-Salem
- Flights from Gainesville to Winston-Salem
- Flights from Newport News to Winston-Salem
- Flights from Oklahoma City to Winston-Salem
- Flights from Punta Gorda to Winston-Salem
- Flights from Augusta to Winston-Salem
- Flights from Jackson to Winston-Salem
- Flights from Tallahassee to Winston-Salem
- Flights from Fargo to Winston-Salem
- Flights from Tulsa to Winston-Salem
- Flights from Sacramento to Winston-Salem
- Flights from Cleveland to Winston-Salem
- Flights from Albany to Winston-Salem
- Flights from Pittsburgh to Winston-Salem
- Flights from Sanford to Winston-Salem
- Flights from Hilton Head Island to Winston-Salem
- Flights from State College to Winston-Salem
- Flights from San Jose to Winston-Salem
- Flights from Muscle Shoals to Winston-Salem
- Flights from Des Moines to Winston-Salem
- Flights from San Antonio to Winston-Salem
- Flights from Nashville to Winston-Salem
- Flights from Houston to Winston-Salem
- Flights from Naples to Winston-Salem
- Flights from Fort Wayne to Winston-Salem
- Flights from Philadelphia to Winston-Salem
- Flights from Mitzic to Winston-Salem
- Flights from Colorado Springs to Winston-Salem
- Flights from Montgomery to Winston-Salem
- Flights from Helsinki to Winston-Salem
- Flights from Rochester to Winston-Salem
- Hertz Rental Cars in Winston-Salem
- Rent A Wreck Rental Cars in Winston-Salem
- Car rentals near Winston-Salem
- Van Car Rentals in Winston-Salem
- Sixt Rental Cars in Winston-Salem
- Budget Rental Cars in Winston-Salem
- Enterprise Rental Cars in Winston-Salem
- Avis Rental Cars in Winston-Salem
- Dollar Rent A Car Rental Cars in Winston-Salem
- Priceless Car Rental Rental Cars in Winston-Salem
- Alamo Rent A Car Rental Cars in Winston-Salem
- Car rentals in Hertz 40 Rue De L'Allemagne
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.