Midway Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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    Plan, book, and manage your trip all in one place

Top hotels in Midway

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 S$170 per night from 7 Jul to 8 Jul
S$170
7 Jul - 8 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Enjoyed my stay."

Reviewed on 19 Jun, 2025

DoubleTree Suites by Hilton Hotel Lexington
Embassy Suites by Hilton Lexington/UK Coldstream
Embassy Suites by Hilton Lexington/UK Coldstream
3.5 out of 5
1801 Newtown Pike, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 29 Jun to 30 Jun
S$151
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
"Great service, clean comfi room. parking was a bit over priced, but will stay again"

Reviewed on 17 Jun, 2025

Embassy Suites by Hilton Lexington/UK Coldstream
Elwood Hotel & Suites
Elwood Hotel & Suites
4 out of 5
444 Parkway Drive, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 24 Jun to 25 Jun
S$147
24 Jun - 25 Jun
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"We loved the hotel and that it is pet-friendly, clean, and conveniently located. The staff is excellent and the service exemplary. Good food too!"

Reviewed on 21 Jun, 2025

Elwood Hotel & Suites
See all 1,029 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.

Frequently asked questions

How much does a Midway holiday 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 holiday 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 holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Midway?
With a well-organised 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 holiday 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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Midway holiday as a package?
You can enjoy significant savings on your Midway escape by booking a tailored holiday 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 holiday 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?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the type of activities available will also help you decide when to escape to Midway.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodation will probably be the largest expense during your trip to Midway.
  3. 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.
  4. Combine your airfare and accommodation: Once you've settled on your trip dates and duration, book the ideal Midway holiday package for you.

Popular places to visit

Keeneland Racing Course

4.5/5(3 reviews)

Enjoy a trip to Keeneland Racing Course and popular activities such as horse riding in Lexington. You can attend a sporting event while in the area.

Keeneland Racing Course

Rupp Arena

4/5(1 review)

Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.

Rupp Arena

What to do in Midway

Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$54
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

S$39
per traveller
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

S$13
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
See all activities in Midway

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.