Midway Vacations from $421
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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.
Dailey Renewal Retreat Bed & Breakfast
Lindley Park
Price was $546, price is now $421 per person
$421
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9/10 Wonderful! (209 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
Hampton Inn Greensboro-Airport
Price was $1,037, price is now $769 per person
$769
per person
May 28 - Jun 2
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
8.8/10 Excellent! (780 reviews)
Friendly staff. Good breakfast and coffee available all day and night.
Reviewed on Apr 2, 2026
Proximity Hotel
Price was $1,274, price is now $989 per person
$989
per person
May 28 - Jun 2
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
9.8/10 Exceptional! (975 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
O.Henry Hotel
Price was $1,301, price is now $1,014 per person
$1,014
per person
May 28 - Jun 2
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
9.8/10 Exceptional! (776 reviews)
Our favorite hotel - always wonderful and always consistent - the friendliest, most accommodating staff and lots of places to relax
Reviewed on Apr 5, 2026
Country Inn & Suites by Radisson, Burlington (Elon), NC
Price was $808, price is now $636 per person
$636
per person
May 28 - Jun 2
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Greensboro (GSO)
9.2/10 Wonderful! (1,003 reviews)
My AC was not working entire time my stay. Talked to clerk next morning no adjustment was given.the room was very warm. The beds were very hard and I found these beds were to hard to sleep.
The bathroom needs updating. The tub has large knicks of porcelain were missing,
Breakfast was lousy power eggs were runny cold
Reviewed on Apr 5, 2026
Discover the most popular places to visit in Midway
Wake Forest University
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
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
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
DoubleTree by Hilton Greensboro Airport
6426 Burnt Poplar Road Greensboro NC
$93 nightly
The price is $105 total per night from May 11 to May 12
$105 total
May 11 - May 12
Total with taxes and fees
8.8/10 Excellent! (1,117 reviews)
I didnt get breakfast
Reviewed on Apr 11, 2026
DoubleTree by Hilton Winston Salem - University
5790 University Pkwy Winston-Salem NC
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from May 3 to May 4
$110 total
May 3 - May 4
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
The staff that I encountered were all very welcoming and professional. My junior king suite was spacious, clean and the bed was complete.
Reviewed on Apr 6, 2026
Grandover Resort & Spa, a Wyndham Grand Hotel
1000 Club Rd Greensboro NC
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $255 total per night from Apr 12 to Apr 13
$255 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
Everything was great!!
Reviewed on Apr 8, 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.
