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
Oct 23 - Oct 27
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
8.2/10 Very Good! (1,001 reviews)
I liked there is a small area by the front desk where they sell water, mints, etc. Bed was ok. The place had a bad odor and didn't appear to be completely clean in the lobby. Needs updating.

Reviewed on Aug. 12, 2025

Dailey Renewal Retreat Bed & Breakfast

Dailey Renewal Retreat Bed & Breakfast

3 out of 5
Lindley Park
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) 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

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Greensboro (GSO)
6/10 (2 reviews)
Courtyard by Marriott Burlington

Courtyard by Marriott Burlington

3 out of 5
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Greensboro (GSO)
8.6/10 Excellent! (461 reviews)
Good for a night while traveling through

Reviewed on Aug. 10, 2025

DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Greensboro (GSO)
9/10 Wonderful! (570 reviews)
As with most stays you get what you pay for and this was no exception. The beds were the best I had my whole two week vacation. There was plenty of hot water and the room was properly clean. What tickled my partner the most was the well thought out furnishings. Every time we went to look for something from coffee maker to charging outlets for our devices they were there right in the most logical and useful spot. What got us most was the alarm clock that doubled as a magnetic charger on top. We will definitely be back.

Reviewed on Aug. 12, 2025

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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 $109 per night from Aug 17 to Aug 18
CA $109
CA $123 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"It was clean, comfortable, quiet in a great location. A little dated but great price- would totally stay again!"

Reviewed on Aug. 12, 2025

Hawthorne Inn and Conference Center
Comfort Suites Hanes Mall

Comfort Suites Hanes Mall

2.5 out of 5
200 Capitol Lodging Ct, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Sep 7 to Sep 8
CA $127
CA $146 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"The property was nice and in good condition. The free breakfasts were great. The pool and pool area was nice and clean as well. The hotel was located just off the highway so you don't have to drive through congested city streets to get to it. It is also near a shopping mall and a number of ..."

Reviewed on Aug. 11, 2025

Comfort Suites Hanes Mall
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 $105 per night from Sep 3 to Sep 4
CA $105
CA $119 total
Sep 3 - Sep 4
includes taxes & fees
6.8/10 (1,000 reviews)
"Breakfast buffet was average until the waffle machine- waffle machine was great- kids loved it - beds were comfortable"

Reviewed on Aug. 12, 2025

La Quinta Inn & Suites by Wyndham Winston-Salem
See all 560 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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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 $997, 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.