Midway Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Midway
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
S$199
6 Sept - 7 Sept
includes taxes & fees
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
S$259
7 Sept - 8 Sept
includes taxes & fees
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
S$170
20 Aug - 21 Aug
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Great location"
Reviewed on 7 Aug, 2026
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.
What to do in Midway
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
S$58
per adult
98% of travellers recommend
Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour
S$354
per adult
Bourbon group: Makers Mark OR Buffalo Trace OR Woodford or Others
S$284
per adult
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?
- 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.
- 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.
- 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.
- 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
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* 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.
