Midway Holidays

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Top hotels in Midway

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$100 per night from 3 Aug to 4 Aug
S$100
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (67 reviews)
"It was a pleasant stay. Thank you"

Reviewed on 19 Jul, 2025

Spark by Hilton Lexington Hamburg
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$208 per night from 15 Aug to 16 Aug
S$208
15 Aug - 16 Aug
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"Parking garage was crowded and paying for parking when i have to drive around 5 to 15 minutes to get a parking spot, or go all the way to the top floor ."

Reviewed on 18 Jul, 2025

Hilton Lexington/Downtown
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$97 per night from 3 Aug to 4 Aug
S$97
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (1,262 reviews)
"Hotel was a little outdated with the sink area but bed was comfortable and room was very clean. It is quiet and slept well. Lots of food options close by."

Reviewed on 16 Jul, 2025

GuestHouse Lexington
See all 1,030 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.

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$38
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

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.

* 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.