Winston - Salem Vacation Packages

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Top Winston - Salem Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Greensboro (GSO)
8.2/10 Very Good! (1,004 reviews)
Could use more towels and pillows. I understand what others are saying about the stairs. They are very narrow

Reviewed on Jul. 30, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
per person
Sep 16 - Sep 23
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
10/10 Exceptional! (101 reviews)
This place is absolutely beautiful, everything was perfect

Reviewed on Jul. 26, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Greensboro (GSO)
9.8/10 Exceptional! (683 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

Proximity Hotel

Proximity Hotel

4 out of 5
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Greensboro (GSO)
9.6/10 Exceptional! (816 reviews)
Beautiful hotel and dining

Reviewed on Jul. 29, 2025

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

3 out of 5
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Greensboro (GSO)
8.8/10 Excellent! (1,002 reviews)
I didn’t care for their breakfast

Reviewed on Aug. 1, 2025

Ready to book your vacation to Winston - Salem?

 

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Winston - Salem Hotel Deals

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
420 High St, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Aug 3 to Aug 4
CA $96
CA $109 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Pleasant stay
"Friendly staff, clean room and comfortable bed."

Reviewed on Jul. 28, 2025

Hawthorne Inn and Conference Center
Best Western Plus University Inn

Best Western Plus University Inn

3.5 out of 5
3050 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Aug 4 to Aug 5
CA $112
CA $127 total
Aug 4 - Aug 5
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"Staff was excellent"

Reviewed on Jul. 29, 2025

Best Western Plus University Inn
DoubleTree by Hilton Winston Salem - University

DoubleTree by Hilton Winston Salem - University

4 out of 5
5790 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Aug 10 to Aug 11
CA $137
CA $155 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Carlton the bartender in the lobby bar was extremely nice, knowledgeable about the area and gave us a great bbq restaurant recommendation."

Reviewed on Jul. 28, 2025

DoubleTree by Hilton Winston Salem - University
See all 556 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Discover the most popular places to visit in Winston - Salem

Bowman Gray Stadium

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.

Bowman Gray Stadium

Wake Forest University Baptist Medical Center

Though Wake Forest University Baptist Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winston-Salem while you are here.

Wake Forest University Baptist Medical Center

Tanglewood Park

Explore the great outdoors at Tanglewood Park, a lovely green space in Clemmons. Attend a sporting event or simply enjoy the local cheese shops while you're in the area.

Tanglewood Park

What to do in Winston - Salem

Lantern Light and Spooky Stories

Carolina History & Haunts Winston-Salem Historical Ghost Tour

CA $36
per adult
100% of travellers recommend
Carolina History & Haunts Winston-Salem Historical Ghost Tour
See all activities in Winston - Salem

Frequently asked questions

How much does a Winston - Salem vacation package cost?
Maybe less than you might think — from a low CA $1,042, actually! By bundling flights, hotels and car rentals into your own customized vacation package, your Winston - Salem escape is only clicks away.
How do I get a cheap travel package to Winston - Salem?
Think of all the fun things you could do in Winston - Salem with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and other bookings into a Winston - Salem vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 hotel options around the world. Whether you're enjoying a break with the entire family or going it alone, planning a trip to Winston - Salem is better with a package.
Where should I stay in Winston - Salem?
If it's your first visit to Winston - Salem, head for Winston-Salem. This top neighborhood boasts some fantastic sights, like Wake Forest University.
What are the top hotels in Winston - Salem?
Best Western Plus Hanes Mall Hotel in the Winston-Salem neighborhood is a terrific choice for a Winston - Salem getaway. Reserve a room here and you'll be well-placed to get out and explore all that this colorful city has to offer.
How far in advance should I book my Winston - Salem vacation?
It can be difficult to know when is the perfect time to book your vacation to Winston - Salem. But usually the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels up to a year prior to departure. If you're considering a last-minute getaway, no need to panic! There are fantastic bargains advertised on Expedia every day.
What does an Expedia Winston - Salem travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply choose your favorite bundle and gain access to great discounts. Once you've made your booking, add on a couple of sightseeing tours and watch your savings pile up. When it comes to creating your Winston - Salem getaway, the choice is all yours!
What should I know before booking a Winston - Salem travel package?
So many places to venture to, so many things to see. With a package, you can cross more of them off your list. Combine your flights, hotels and rental cars and make big savings.
Can I choose my airline with a Winston - Salem Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to choose from globally. With such a big range of choice, finding the ideal carrier to whisk you away to Winston - Salem will be a breeze.
If I'm not able to travel, can I cancel my Winston - Salem vacation package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Locked in your Winston - Salem vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may incur a fee from your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We're here to help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.