Midway Holidays

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Top hotels in Midway

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
S$153
29 Sept - 30 Sept
includes taxes & fees
Holiday Inn Express Lexington - Horse Park Area by IHG
Hyatt Regency Lexington

Hyatt Regency Lexington

401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
S$200
27 Sept - 28 Sept
includes taxes & fees
Hyatt Regency Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
S$209
28 Sept - 29 Sept
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"We really enjoyed our stay at 21cMuseum Hotel. The location couldn't be beat. We were able to walk to great bars and restaurants nearby. The valet parking was a very convenient feature. The room was spacious and had a comfortable bed. The staff were all very kind and readily available. The gallery ..."

Reviewed on 21 Sept, 2026

21c Museum Hotel Lexington
See all 1,112 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.
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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$57
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Makers Mark, Four Roses or Woodford Reserve or Bulleit or Others

Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others

S$279
per adult
Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour

Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour

S$363
per adult
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
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.

Explore a world of travel with Expedia

* 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.