Skip to main content
A river winding through a lush green landscape with fields and trees.

Midway Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    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

Top Midway vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Interior
    Aug 25 - Aug 27

    21c Museum Hotel Lexington + Flight

    Downtown Lexington
    2 nights
    4.0 star property
    8.8/10 - Excellent (1,003 reviews)
    "We love the 21C properties normally and stayed at this location in 2019. It was lovely, a great location in the middle of downtown Lexington, and close to shopping and restaurants. Sadly, the hotel feels worn now. Our first room had a toilet that was leaking on the floor, needing to be pulled and resealed. We were then upgraded to a corner room on the 14th floor which was amazing with great views from two sides of downtown and beyond. However, some of the paint on trim was peeled or nicked, the..."
    Reviewed July 24, 2026
    Roundtrip • Philadelphia (PHL) - Lexington (LEX)
    PHL - LEX • Nonstop LEX - PHL • Nonstop
    CA $966
    CA $899
    per traveller
    found 13 hours ago
    21c Museum Hotel Lexington
  • Suite, Balcony, Pool View | Living area
    Aug 25 - Aug 27

    The Kentucky Castle + Flight

    Versailles
    2 nights
    2.0 star property
    8.0/10 - Very good (26 reviews)
    "The property and building were clean inside and out, the only thing I didn’t like was our room was on the small side"
    Reviewed July 23, 2026
    Roundtrip • Philadelphia (PHL) - Lexington (LEX)
    PHL - LEX • Nonstop LEX - PHL • Nonstop
    CA $1,198
    CA $1,141
    per traveller
    found 13 hours ago
    The Kentucky Castle
  • Lobby sitting area
    Aug 25 - Aug 27

    Capital Plaza Hotel + Flight

    Frankfort
    2 nights
    3.0 star property
    8.0/10 - Very good (1,055 reviews)
    "If you have literally any other option, take it. You can remodel a building, but you can’t renovate laziness. This place is filthy, the rooms smell like neglect, and the cigarette-infused pillows are a special kind of hospitality. At this point, the “free breakfast” feels less like a perk and more like a dare. I’m half expecting it to be leftovers from last week. Save yourself the disappointment and stay somewhere else."
    Reviewed July 24, 2026
    Roundtrip • Philadelphia (PHL) - Lexington (LEX)
    PHL - LEX • Nonstop LEX - PHL • Nonstop
    CA $964
    CA $919
    per traveller
    found 13 hours ago
    Capital Plaza Hotel
  • Daily cooked-to-order breakfast for a fee
    Aug 25 - Aug 27

    Origin Lexington a Wyndham Hotel + Flight

    Lexington
    2 nights
    3.5 star property
    9.4/10 - Exceptional (1,021 reviews)
    "LOVED my stay at the Origin so much, I’ll be returning to stay again for my annual trip to Lex next year. so quiet, clean, and the food downstairs was great :) I also felt very safe in the area."
    Reviewed July 26, 2026
    Roundtrip • Philadelphia (PHL) - Lexington (LEX)
    PHL - LEX • Nonstop LEX - PHL • Nonstop
    CA $937
    CA $901
    per traveller
    found 13 hours ago
    Origin Lexington a Wyndham Hotel
  • Exterior detail
    Aug 25 - Aug 27

    Elwood Hotel & Suites + Flight

    Lexington
    2 nights
    4.0 star property
    9.4/10 - Exceptional (1,125 reviews)
    "The staff were very kind and went out of their way to make guests more comfortable. I have a good allergy, which they took seriously and were very accommodating. The meals were delicious! The rooms are large and very clean. I would definitely come back and recommend it to others."
    Reviewed July 26, 2026
    Roundtrip • Philadelphia (PHL) - Lexington (LEX)
    PHL - LEX • Nonstop LEX - PHL • Nonstop
    CA $934
    CA $903
    per traveller
    found 13 hours ago
    Elwood Hotel & Suites

What to do in Midway

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $84
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
See all activities in Midway

Midway Hotel Deals

Exterior

Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Express & Suites Lexington W - Versailles by IHG
2.5 star property
11.1 km from Midway
9.4 out of 10, Exceptional, (904 reviews)
The price is CA $136
CA $149 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Express & Suites Lexington W - Versailles by IHG
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.
See all properties in Midway

Frequently Asked Questions

How much does a Midway vacation package cost?

You'll find cheap prices from CA $899 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 many days is enough for Midway?

Generally, a handful of days is enough to tick off the top attractions during your Midway vacation. But if you want to have some time to rest or take day tours, think about extending your itinerary.

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.

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