Midway Vacation Packages

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Your Midway Vacation

Reserve a Midway vacation package and get ready to experience everything this city has to offer. Consider basing yourself in the neighborhood of Northside District, which is great for bars and pubs, history and dining. If taking in sights is on the cards during your trip to Midway, look around leading attractions like Equus Run Vineyard & Winery, Headley-Whitney Museum and Damselfly Gallery. Stop daydreaming and start doing. Check out the wide range of options on Expedia today and put your Midway vacation plans into action!

Top Midway Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Lexington, KY - East I-75

Motel 6 Lexington, KY - East I-75

2 out of 5
Price was CA $966, price is now CA $825 per person
CA $825
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Lexington (LEX)
7/10 Good! (1,000 reviews)
I have always enjoyed staying at the Motel 6.

Reviewed on Aug. 18, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was CA $2,203, price is now CA $1,611 per person
CA $1,611
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Beautiful historic building. Big rooms, views. Fantastic shower and the robes are luxurious touch. Wonderful gallery. Extremely friendly staff.Stay here often.Live it!

Reviewed on Aug. 9, 2025

Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
Price was CA $1,279, price is now CA $1,080 per person
CA $1,080
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Lexington (LEX)
8.8/10 Excellent! (982 reviews)
Closeness to shopping and eateries

Reviewed on Aug. 19, 2025

Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham

3 out of 5
Price was CA $1,108, price is now CA $937 per person
CA $937
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Lexington (LEX)
8.4/10 Very Good! (458 reviews)
The property was nice, pretty clean. Bed was comfortable. Only con was a lot of ants in bathroom.

Reviewed on Aug. 18, 2025

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was CA $1,361, price is now CA $1,153 per person
CA $1,153
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Lexington (LEX)
8/10 Very Good! (1,004 reviews)
My bathroom sink wouldn’t drain and they said they didn’t have the tools to fix it. I had to repack my things up and move to another room.

Reviewed on Aug. 12, 2025

Ready to book your vacation to Midway?

 

Choose your dates

Midway Hotel Deals

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
The price is CA $87 per night from Sep 3 to Sep 4
CA $87
CA $101 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very Good! (1,654 reviews)
"People seemed to be living in back of building outside"

Reviewed on Aug. 17, 2025

Quality Inn Lexington -Horse Park
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Sep 14 to Sep 15
CA $157
CA $182 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Doubletree
"Towels were hard could have Ben soft fan in the room did not work as well but other than that it was clean and spacious"

Reviewed on Aug. 12, 2025

DoubleTree Suites by Hilton Hotel Lexington
The Manchester

The Manchester

4 out of 5
941 Manchester St, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Aug 24 to Aug 25
CA $253
CA $317 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (954 reviews)
"I loved the hotel over all and the bar and restaurant. Staff is great! I was in room 701, the penthouse. It was lovely, great moody feel, very thoughtfully curated decor. The whole hotel is like this. There's nothing else like it inLexington. My only complaint is this suite shares a common wall with ..."

Reviewed on Aug. 17, 2025

The Manchester
See all 1,012 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Midway

University of Kentucky

University of Kentucky

Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky
Fayette Mall

Fayette Mall

You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.

Fayette Mall
The Kentucky Castle

The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle

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 $67
per adult
88% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $136
per adult
Lexington: Downtown Walking Food & History Tour
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

CA $136
per adult
Distillery District Food & History Tour in Lexington
See all activities in Midway

Frequently asked questions

How much does a Midway vacation package cost?
You'll find cheap prices from CA $825 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.