Williamsburg Square Vacation Packages

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Top Holiday Package Deals in Williamsburg Square

Price found within the past 48 hours. Click for updated prices.
OYO Inn Kernersville

OYO Inn Kernersville

2.5 out of 5
Price was CA $822, price is now CA $756 per person
CA $756
per person
Mar 20 - Mar 22
found 16 hours ago
Roundtrip flight included
Calgary (YYC) to Greensboro (GSO)
7/10 Good! (369 reviews)
Room was fine for price the price they asked at hotel was too high but water was very hot and was great for shower...book online for a decent rate

Reviewed on Jan 6, 2026

Quality Inn And Suites

Quality Inn And Suites

2.5 out of 5
Price was CA $818, price is now CA $758 per person
CA $758
per person
Mar 20 - Mar 22
found 16 hours ago
Roundtrip flight included
Calgary (YYC) to Greensboro (GSO)
6.2/10 (77 reviews)
Clean rooms and friendly staff

Reviewed on Dec 25, 2025

Proximity Hotel

Proximity Hotel

4 out of 5
Price was CA $1,116, price is now CA $1,042 per person
CA $1,042
per person
Mar 27 - Mar 29
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Greensboro (GSO)
9.6/10 Exceptional! (879 reviews)
Clean room, amenities, good food

Reviewed on Jan 31, 2026

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was CA $1,093, price is now CA $1,025 per person
CA $1,025
per person
Mar 27 - Mar 29
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Greensboro (GSO)
6/10 (2 reviews)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was CA $1,211, price is now CA $1,139 per person
CA $1,139
per person
Mar 27 - Mar 29
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Greensboro (GSO)
9.8/10 Exceptional! (724 reviews)
Green Valley Grill is fantastic, the hotel has charm, love it!

Reviewed on Jan 18, 2026

Williamsburg Square Hotel Deals

Sleep Inn Hanes Mall

Sleep Inn Hanes Mall

2.5 out of 5
1985 Hampton Inn Ct Winston-Salem NC
Fully refundable
The price is CA $94 per night from Feb 24 to Feb 25
CA $94
CA $109 total
Feb 24 - Feb 25
includes taxes & fees
7.8/10 Good! (1,002 reviews)
Clean room. Excellent staff

Reviewed on Jan 27, 2026

Sleep Inn Hanes Mall
Suburban Studios Winston-Salem near Hanes Mall

Suburban Studios Winston-Salem near Hanes Mall

2 out of 5
1995 Hampton Inn Court Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $78 per night from Feb 9 to Feb 10
CA $78
CA $88 total
Feb 9 - Feb 10
includes taxes & fees
6.8/10 (285 reviews)
clean room, staff, allowed me to check is early.

Reviewed on Dec 17, 2025

Suburban Studios Winston-Salem near Hanes Mall
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 $133 per night from Feb 15 to Feb 16
CA $133
CA $151 total
Feb 15 - Feb 16
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Spotless, spacious, and super comfortable (Junior Suite).

Reviewed on Dec 1, 2025

DoubleTree by Hilton Winston Salem - University
See all 770 properties in Williamsburg Square
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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Frequently asked questions

How much does a Williamsburg Square vacation package cost?
Get ready to book, because a trip to Williamsburg Square starts from an enticing CA $756. When you bundle your flights, hotels and car rentals into a travel package, you'll land the biggest bargains.
How do I get a cheap travel package to Williamsburg Square?
Our Williamsburg Square vacation packages promise plenty of savings for the savvy wanderer. For the best deals, simply bundle your flights, hotels and tours into an affordable package. But cheap prices are only the start of your next memorable adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotel options throughout the world to choose from. Whatever your budget, there's a package with your name on it.
Where should I stay in Williamsburg Square?
Cross Wake Forest University off your must-see list and then stay moments from it. Experience the exciting vibe around this big attraction and head there whenever you like!
What are the top hotels in Williamsburg Square?
Sleep Inn Hanes Mall and Suburban Studios are a couple of the most well-known properties in Williamsburg Square. Why not look up the amenities and rates at each and then make a decision?
How far in advance should I book my Williamsburg Square vacation?
Browse Expedia to compare international fares as early as possible. You can generally purchase a ticket up to a year prior to departure. If you can't find your preferred air carrier, or you have to book last minute, don't despair. Cheap fares to Williamsburg Square occasionally appear a few weeks before departure.
What does an Expedia Williamsburg Square travel package include?
Car rentals, hotels and flights — we bring you the best deals. All you have to do is pick your preferred combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to create an awesome Williamsburg Square escape.
What should I know before booking a Williamsburg Square travel package?
You'll score great savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything in one spot makes trip planning easier. So why waste money or time? Whether you're organizing a luxury city stay with your love or a low-cost family road trip, explore our vacation packages today.
Can I choose my airline with a Williamsburg Square Expedia vacation package?
Most definitely. Expedia has more than 550 airline partners to select from across the world. With such a big range of choice, finding the right carrier to take you to Williamsburg Square shouldn't be hard.
If I'm not able to travel, can I cancel my Williamsburg Square vacation package?
You can. We totally understand that even the best-laid plans can fail, so we're happy to help if you have to make changes to your Williamsburg Square vacation package. You may be able to cancel or amend your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Williamsburg Square

Awesome racing!

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.