Midway Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Midway Vacation Packages
Midway Hotel Deals
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
₩126,385
₩146,696 total
Sep 27 - Sep 28
includes taxes & fees
9.4/10 Exceptional! (2,236 reviews)
"Great room, probably the best room that I stayed in during a two week motorcycle tour. Excellent value too. I’d definitely stay here again if in the area"
Reviewed on Sep 23, 2026
Hyatt Regency Lexington
401 W High St Lexington KY
₩182,966
₩212,368 total
Sep 30 - Oct 1
includes taxes & fees
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
₩188,114
₩225,213 total
Sep 29 - Sep 30
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Would stay in Louisville next time."
Reviewed on Sep 22, 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.
Stay near popular Midway attractions
Equus Run Vineyard & Winery
8.0/10 (1 review)
Nestled in Kentucky's Bluegrass Region, Equus Run Vineyards blends viticulture with horse country charm. Sample award-winning wines while gazing across rolling vineyards and thoroughbred farms along South Elkhorn Creek.
Frequently asked questions
How much does a Midway vacation package cost?
You'll find cheap prices on Expedia for your Midway escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Midway costs.
What are the cheapest months to go to Midway?
The off-season is the best time to head to Midway if you're hoping to keep costs down. Another tip for finding cheap Midway vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Midway?
With a well-organized schedule, you can easily tick off the main Midway attractions in a handful of days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Midway vacation for longer.
How to find the best Midway package deals?
Bagging a cheap Midway package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Midway package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Midway vacation as a package?
You can enjoy significant savings on your Midway escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Midway?
If you've got your Midway travel dates finalized, book as early as you can to grab some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Midway?
- Choose when to travel: Check your calendar and pack your bags. Your favorite season and the type of activities available will also help you decide when to escape to Midway.
- Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Midway.
- Decide how many days away: Start by listing all the sights and activities you'd like to get to in Midway. Then, estimate how long you'll need at each, along with any travel time.
- Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the ideal Midway vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
