Midway Vacations from $460
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Your Midway Vacation
From its highlights to its hidden gems, this city is best experienced with a Midway vacation package. Find a place to stay in Winston-Salem, which is good for nature, culture and history. Eager to do a little sightseeing? Spend your days exploring leading attractions like Olde Homeplace Golf Club during your trip to Midway. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and finally put your Midway vacation plans in motion!
The Latest Midway vacation packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Greensboro
Price was $589, price is now $460 per person
$460
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
7.8/10 Good! (1,035 reviews)
Very clean hotel and I loved the breakfast amenities they offered on our stay.
Reviewed on May 24, 2026
Julian Price House
Fisher Park
Price was $908, price is now $661 per person
$661
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
10/10 Exceptional! (133 reviews)
Beautiful home! Not just a place to stay, but an immersive experience! We enjoyed learning about the history of this home and truly had a wonderful weekend soaking it all in. Extremely clean and expertly restored, the gardens are beautiful and the rooms take you back in time. We had everything we needed for a fabulous stay! We absolutely loved it and would stay again- this exceeded our expectations!
Reviewed on May 2, 2026
Proximity Hotel
Save 100% on your flight
Price was $1,144, price is now $852 per person
$852
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.8/10 Exceptional! (1,000 reviews)
This establishment is the best in the city. Me and my family enjoy it so much, it’s our third time staying there. I hope to soon do a honeymoon weekend that they offer.
Reviewed on Apr 5, 2026
Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG
Price was $797, price is now $618 per person
$618
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.4/10 Exceptional! (521 reviews)
It was a pleasure staying at the Clemmons NC Holiday Inn. Looks very modern and updated. Staff were great
Reviewed on May 24, 2026
Home2 Suites by Hilton Winston-Salem Hanes Mall
Price was $802, price is now $623 per person
$623
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.2/10 Wonderful! (510 reviews)
The room was clean. That staff was super nice and courteous. Kendria was the best
Reviewed on May 24, 2026
Discover the most popular places to visit in Midway
Wake Forest University
4.5/5(280 reviews)
Take a campus tour or just explore the area of Wake Forest University, during your travels in Winston-Salem. Amble around the area's lush forest or attend a sporting event.
Old Salem
4.5/5(264 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.
Bowman Gray Stadium
4.5/5(6 reviews)
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.
What to do in Midway
Carolina History & Haunts Winston-Salem Historical Ghost Tour
$26
per adult
100% of travellers recommend
Midway Hotel Deals
Fairview Inn Airport
6452 Burnt Poplar Rd Greensboro NC
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $67 total per night from Jun 25 to Jun 26
$67 total
Jun 25 - Jun 26
Total with taxes and fees
7.4/10 Good! (274 reviews)
"Couldn't find any better"
Reviewed on May 27, 2026
DoubleTree by Hilton Greensboro Airport
6426 Burnt Poplar Road Greensboro NC
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Jun 4 to Jun 5
$110 total
Jun 4 - Jun 5
Total with taxes and fees
8.8/10 Excellent! (1,216 reviews)
"I enjoyed my stay per usual! Unfortunately the ac was not working properly in the room I was staying in this time and the water temperature in the shower wasn’t as hot when I first checked in. However, I’ve stayed her before and never had problems before"
Reviewed on May 24, 2026
Hawthorne Inn and Conference Center
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $102 total per night from May 31 to Jun 1
$102 total
May 31 - Jun 1
Total with taxes and fees
8.6/10 Excellent! (1,095 reviews)
"This is less a commentary on the hotel and more on the lack of effectiveness of the communication between myself, Expedia, and the property. I had a reservation for two nights this past weekend, and my flight was delayed and ultimately cancelled. I used the Expedia app to contact the property to ..."
Reviewed on May 26, 2026
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.
Find the Best Midway Vacation Packages
Midway Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Piedmont Triad Intl. Airport (GSO) |
Population | 4,700 |
Top Sights | Reynolda House Museum of American Art, Southeastern Center for Contemporary Art and Theatre Alliance |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
