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
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
8.2/10 Very Good! (1,005 reviews)
Courteous, professional staff

Reviewed on Jul. 5, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
9.8/10 Exceptional! (92 reviews)
Everything was perfect!

Reviewed on Jul. 2, 2025

Hotel Denim

Hotel Denim

3.5 out of 5
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
9/10 Wonderful! (941 reviews)
The hard floor is very nice.

Reviewed on Jun. 30, 2025

Courtyard by Marriott Burlington

Courtyard by Marriott Burlington

3 out of 5
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
8.6/10 Excellent! (452 reviews)
Great staff and clean hotel

Reviewed on Jun. 21, 2025

Hampton Inn & Suites Winston-Salem/University Area, NC

Hampton Inn & Suites Winston-Salem/University Area, NC

2.5 out of 5
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
9/10 Wonderful! (1,005 reviews)
I liked the fitness center which I used around 7am, free breakfast was great. My family liked the bed and pillows but I didn’t care for the pillows. I like a flatter pillow. Overall I was very happy. I have stayed at this Hampton Inn at least four prior times.

Reviewed on Jul. 5, 2025

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Winston - Salem Hotel Deals

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 $98 per night from Jul 27 to Jul 28
CA $98
CA $111 total
Jul 27 - Jul 28
includes taxes & fees
7.2/10 Good! (1,001 reviews)
Excellent service/. Clean
"From the moment we arrived, the staff provided excellent and welcoming service. They were incredibly understanding of our situation and went above and beyond by allowing us to check in early, which made a huge difference for us—especially after having a bad experience at another hotel. The room and ..."

Reviewed on Jun. 29, 2025

Best Western Plus University Inn
The Historic Brookstown Inn, Trademark Collection by Wyndham
The Historic Brookstown Inn, Trademark Collection by Wyndham
3.5 out of 5
200 Brookstown Ave, Winston-Salem, NC
The price is CA $173 per night from Jul 7 to Jul 8
CA $173
CA $195 total
Jul 7 - Jul 8
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"The building's history was interesting. We enjoyed sitting outside on the patio relaxing with family. Having breakfast there was nice. And we enjoyed the cookies in the evening. We were able to walk to Old Salem for a great adventure. The staff were all very friendly and helpful."

Reviewed on Jun. 28, 2025

The Historic Brookstown Inn, Trademark Collection by Wyndham
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 $94 per night from Aug 3 to Aug 4
CA $94
CA $107 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"elavaters"

Reviewed on Jul. 1, 2025

Hawthorne Inn and Conference Center
See all 561 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

Beach Vacations

Family Vacations

Family Vacations

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 $804, 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.