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
Hampton Inn Greensboro-Airport
Proximity Hotel
O.Henry Hotel
Country Inn & Suites by Radisson, Burlington (Elon), NC
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Discover the most popular places to visit in Midway

What to do in Midway

Midway Hotel Deals

DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
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 Greensboro Airport
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
$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

DoubleTree by Hilton Winston Salem - University
Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

4 out of 5
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

Grandover Resort & Spa, a Wyndham Grand Hotel
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

How much does a Midway vacation package cost?
You can snap up a vacation package to this popular destination from $421 on Expedia. However, how much your vacation to Midway costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Midway?
If you'd like to score a cheap Midway vacation package, consider traveling in September, November and December. You'll generally find better prices on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Midway?
Typically, a handful of days is enough to explore the top attractions during your Midway vacation. But if you'd like to have some time to relax or go on day trips, consider extending your trip.
How to find the best Midway package deals?
Use Expedia's filters to help you find some fabulous Midway package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Midway package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Midway vacation as a package?
You can enjoy significant savings on your next Midway retreat by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Midway?
Secure incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Midway adventure.
Does Expedia offer Book Now, Pay Later Midway vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Midway vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.