Midway Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Midway Vacation Packages

Midway Hotel Deals

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

2.5 out of 5
1938 Stanton Way Lexington KY
Fully refundableReserve now, pay when you stay
The price is AEDĀ 197 per night from Dec 6 to Dec 7
AEDĀ 197
AEDĀ 229 total
6 Dec - 7 Dec
includes taxes & fees
Quality Inn Lexington -Horse Park
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road Lexington KY
Fully refundable
The price is AEDĀ 247 per night from Nov 12 to Nov 13
AEDĀ 247
AEDĀ 286 total
12 Nov - 13 Nov
includes taxes & fees
8.4/10 Very Good! (1,736 reviews)
"Great Location Will stay again"

Reviewed on 11 November 2026

GuestHouse Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is AEDĀ 448 per night from Dec 6 to Dec 7
AEDĀ 448
AEDĀ 539 total
6 Dec - 7 Dec
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"was not told no restaurant, or would have stayed elsewhere. also, did not keep pantry area full of bottled water"

Reviewed on 11 November 2026

21c Museum Hotel Lexington
See all 1,096 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.

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.
See properties

Frequently asked questions

How much does a Midway vacation package cost?
You'll find cheap prices on Expedia for your Midway getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Midway costs.
What are the cheapest months to go to Midway?
To pick up cheap Midway vacation packages, plan your getaway outside of busy periods like public holidays and major festivals. You'll generally find lower prices and better availability for hotels and flights.
How to find the best Midway package deals?
Use Expedia's handy filters to help you find some great Midway package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Midway package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Midway vacation as a package?
You can enjoy significant savings on your Midway escape by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Midway?
If you've got your Midway vacation dates locked in, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Midway?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the available activities will also help you decide when to escape to Midway.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Midway.
  3. Determine how many days away: Start by making a list of all the attractions you want to experience in Midway. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodations: After you've nailed down your dates and duration, book the ideal Midway vacation package for you.