Winston - Salem Vacation Packages

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Top Winston - Salem Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
Price was CA $1,113, price is now CA $1,028 per person
CA $1,028
per person
Aug 22 - Aug 27
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
8.8/10 Excellent! (1,291 reviews)
Stayed for only a short time but the establishment was clean and the staff really pays attention when cleaning the rooms.

Reviewed on Jul 12, 2026

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was CA $1,717, price is now CA $1,272 per person
CA $1,272
per person
Aug 22 - Aug 27
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
10/10 Exceptional! (142 reviews)
If a traveler is one who can appreciate wonderful history of a given area within any town, who marvels at the architecture of the early 1900's, who respects the work to refurbish and maintain a nearly 100 year old home, is charmed by the landscape and relishes calm, civility and old luxury........this is the place to stay. Sans a few quirks, we thoroughly enjoyed our stay and felt transported back to the roaring '20's. The only think they we would have liked to have enjoyed, was a breakfast vs a continental menu. We met one of the owners and he was gracious with his time and key historical notes regarding the house and previous owners.

Reviewed on Jun 29, 2026

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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 $110 per night from Jul 19 to Jul 20
CA $110
CA $125 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (1,173 reviews)
"Our room smelled of smoke. The place is a little outdated. The beds were comfortable. The pool was used every day. The soap smelled good."

Reviewed on Jul 12, 2026

Hawthorne Inn and Conference Center
Suburban Studios Winston Salem-University Parkway

Suburban Studios Winston Salem-University Parkway

2 out of 5
7910 N Point Blvd Winston-Salem NC
The price is CA $66 per night from Aug 11 to Aug 12
CA $66
CA $75 total
Aug 11 - Aug 12
includes taxes & fees
6/10 (1,007 reviews)
"It’s very convenient when work out of town and need a place to stay and not spend a ton out of pocket is great."

Reviewed on Jul 11, 2026

Suburban Studios Winston Salem-University Parkway
La Quinta Inn & Suites by Wyndham Winston-Salem

La Quinta Inn & Suites by Wyndham Winston-Salem

3 out of 5
2020 Griffith Rd Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Aug 2 to Aug 3
CA $112
CA $127 total
Aug 2 - Aug 3
includes taxes & fees
7.4/10 Good! (173 reviews)
"Our floors, toilet and sink were not clean. Linens were clean and a sufficient amount were provided. The property smelled of Marijuana throughout. Our room had an unusual odor as well. The pool looked nice, we just weren't there long enough to use it."

Reviewed on Jul 11, 2026

La Quinta Inn & Suites by Wyndham Winston-Salem
See all 608 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.
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Stay near popular Winston - Salem attractions

An aerial view of a city with red-roofed buildings, green parks, and a distant city skyline.

Old Salem

8.6/10 (723 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.
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Frequently asked questions

How much does a Winston - Salem vacation package cost?
Maybe less than you might think — from a low CA $1,028, 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.

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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.