Midway Vacation Packages

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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!

Top Midway 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 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
8.2/10 Very Good! (1,004 reviews)
Location of this hotel is close to old Salem (walkable). The check in was easy but we had to drive around the hotel to bring our luggage in. The rate was good.

Reviewed on Aug. 3, 2025

Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
7.8/10 Good! (1,014 reviews)
Hotel had a light musty odor and a pool party going on with the music so loud that we could not rest in our room until it was over.

Reviewed on Jul. 23, 2025

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

3 out of 5
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
8.8/10 Excellent! (1,001 reviews)
I didn’t care for their breakfast

Reviewed on Aug. 1, 2025

La Quinta Inn & Suites by Wyndham Greensboro NC

La Quinta Inn & Suites by Wyndham Greensboro NC

3 out of 5
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
8/10 Very Good! (1,001 reviews)
The location was amazing and the staff was friendly and helpful. An excellent location for our family reunion.

Reviewed on Jul. 22, 2025

Dailey Renewal Retreat Bed & Breakfast

Dailey Renewal Retreat Bed & Breakfast

3 out of 5
Lindley Park
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Greensboro (GSO)
9/10 Wonderful! (203 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

Ready to book your vacation to Midway?

 

Choose your dates

Midway Hotel Deals

DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
6426 Burnt Poplar Road, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Aug 12 to Aug 13
CA $142
CA $160 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (569 reviews)
"Staff was professional and provided excellent customer service"

Reviewed on Aug. 4, 2025

DoubleTree by Hilton Greensboro Airport
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 $97 per night from Aug 7 to Aug 8
CA $97
CA $110 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (1,013 reviews)
"Location of this hotel is close to old Salem (walkable). The check in was easy but we had to drive around the hotel to bring our luggage in. The rate was good."

Reviewed on Aug. 3, 2025

Hawthorne Inn and Conference Center
Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

4 out of 5
1000 Club Rd, Greensboro, NC
The price is CA $231 per night from Aug 11 to Aug 12
CA $231
CA $279 total
Aug 11 - Aug 12
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"Wonderful hotel! Hope to come back here soon."

Reviewed on Aug. 5, 2025

Grandover Resort & Spa, a Wyndham Grand Hotel
See all 922 properties in Midway
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 Midway

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

What to do in Midway

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 Midway

Frequently asked questions

How much does a Midway vacation package cost?
Offering excellent value package deals from CA $1,153 on Expedia, you'll be surprised at how little a vacation to Midway costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Midway?
You can usually find lower prices and better availability in January, February and November. Check out our cheap Midway vacation packages and you could land some excellent off-season deals.
How many days is enough for Midway?
Usually, a handful of days is enough to go to the main sights during your Midway vacation. But if you want to have more time to rest or go on day tours, consider extending your itinerary.
How to find the best Midway package deals?
Use Expedia's filters to find some terrific Midway package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Midway package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Midway vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can tailor your Midway escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Midway?
If you've got your Midway travel dates finalized, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Midway?

  1. Choose when to go: Check your calendar and get packing. Your favourite time of year and the activities on offer will also help you decide when to escape to Midway.
  2. Set a budget: Factor in costs such as flights, meals and transportation when calculating how much to save for your trip to Midway. Then, pick a hotel that suits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about Midway, you can figure out the right length of your vacation. Put together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Midway vacation package that brings all your bookings together.

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