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.
OYO Inn Kernersville

OYO Inn Kernersville

2.5 out of 5
Price was CA $1,039, price is now CA $912 per person
CA $912
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
7/10 Good! (354 reviews)
Pam and Kristin are dedicated to guests feeling comfortable and keep the establishment clean and tidy. Thank you again!!

Reviewed on Aug. 18, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was CA $4,243, price is now CA $1,352 per person
CA $1,352
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
10/10 Exceptional! (102 reviews)
The staff was very detailed and organized with my arrival being that I flew in from KY at midnight. The interior and exterior design is EXQUISITE! My communication with the staff was always very pleasant and professional via text. I will be booking another stay the next time I’m in NC.

Reviewed on Aug. 15, 2025

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
Price was CA $1,563, price is now CA $1,072 per person
CA $1,072
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Greensboro (GSO)
8.2/10 Very Good! (1,001 reviews)
I have never been to a hotel that had no one at the front desk. I waited several minutes before two people came from another part of the hotel. There was no signage to tell you to wait or give an explanation. There was no music or any indication there was anyone about. I was told they have to do periodic ‘rounds’. Ok. But. I was processed and given my key card. I did not feel welcome and I had to ask about the breakfast. The hallway was long and narrow. No one around. Creepy. I have traveled to Europe and never had this experience. I won’t go back.

Reviewed on Aug. 18, 2025

DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
Price was CA $2,003, price is now CA $1,593 per person
CA $1,593
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Greensboro (GSO)
9/10 Wonderful! (570 reviews)
I enjoyed my stay at this hotel.

Reviewed on Aug. 19, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was CA $2,105, price is now CA $1,700 per person
CA $1,700
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
9.8/10 Exceptional! (685 reviews)
The design of the hotel and the special events like Jazz night and Tea in the afternoon were a delight.

Reviewed on Jul. 21, 2025

Ready to book your vacation to Midway?

 

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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 $143 per night from Aug 26 to Aug 27
CA $143
CA $161 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (607 reviews)
"I enjoyed my stay at this hotel."

Reviewed on Aug. 19, 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 $110 per night from Aug 24 to Aug 25
CA $110
CA $124 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Very nice and affordable. The only issue I had was the power kept going in and out"

Reviewed on Aug. 18, 2025

Hawthorne Inn and Conference Center
Four Points by Sheraton Greensboro Airport

Four Points by Sheraton Greensboro Airport

3 out of 5
7619 Thorndike Rd, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Sep 1 to Sep 2
CA $114
CA $128 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,018 reviews)
"I spent the night at Four Seasons Sheraton hotel and feel very comfortable with the front desk and the bartender, great experience"

Reviewed on Aug. 19, 2025

Four Points by Sheraton Greensboro Airport
See all 935 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 $912 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.