Midway Vacation Packages 2025/2026 from $387

Midway flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Candlewood Suites Lexington Medical District by IHG

South Broadway Park

$387

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Lexington (LEX)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a communal living room are also provided.

Homewood Suites by Hilton Lexington Fayette Mall

$513

per person

Nov 7 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Lexington (LEX)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a complimentary grocery shopping service are also provided.

Staybridge Suites Lexington S Medical Ctr Area by IHG

$400

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Lexington (LEX)

This hotel features an indoor pool and a gym. Business travelers can take advantage of the 24-hour business center. Guests will appreciate freebies like buffet breakfast and free self parking.

21c Museum Hotel Lexington

Downtown Lexington

$414

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Lexington (LEX)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a snack bar/deli are also offered.

Holiday Inn Express & Suites Lexington W - Versailles by IHG

$392

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Lexington (LEX)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Top Midway hotels deals

Spark by Hilton Lexington Hamburg

2381 Buena Vista Rd, Lexington, KY

$69 nightly

$80 total

Oct 28 - Oct 29

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

GuestHouse Lexington

2261 Elkhorn Road, Lexington, KY

$71 nightly

$83 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Quality Inn Lexington -Horse Park

1938 Stanton Way, Bldg A, Lexington, KY

$77 nightly

$90 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Pet friendly

Hyatt Regency Lexington

401 W High St, Lexington, KY

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$181 total

Oct 27 - Oct 28

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Pool

Free airport shuttle

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

100 Canebrake Drive, Lexington, KY

$87 nightly

$101 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

The Manchester

941 Manchester St, Lexington, KY

$194 nightly

$225 total

Nov 2 - Nov 3

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, express check-in, and express check-out are also offered.

Pet friendly

Free WiFi

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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

Kentucky Horse Park

4.5/5(328 reviews)

Kentucky Horse Park is a favorite place to visit in Lexington and nearby activities include horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky

4.5/5(384 reviews)

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.

It's beginning to look a lot like Christmas.

Fayette Mall

4.5/5(321 reviews)

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.

Frequently asked questions

How much are vacation packages to Midway?

Prepare to be pleasantly surprised — you can unwind in Midway for as little as $387. Here at Travelocity, we save you money and time with our excellent vacation packages. With hotels, flights and tours all ready to go at our one-stop shop, why wait any longer?

Where can I get the best vacation package deals for Midway?

For the best Midway package deal, book with Travelocity. Take your pick of 400 airlines and 1,000,000 properties around the globe to create the ultimate trip — it couldn't be easier than that.

Why should I purchase my Midway vacation package with Travelocity?

Whether you're searching for the ultimate unplugged vacation or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, hassle and money. No need to comb through hundreds of websites for the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available 24/7 should you need anything at all.

Can I save money on my Midway car rental if I combine it with my hotel or flight?

You most certainly can — bundle your flight, hotel and car into a Midway vacation package and you'll save a ton. With so much to discover in Midway, having your own ride will more than come in handy. Once you're in the driver's seat, turn up the tunes and find your way to Churchill Downs, a well-known sight about 60 mi from Midway.

Which airport is best for Midway?

Midway has two main airports to select from — Louisville Intl. Airport (SDF) (60 mi away from the city center) and Blue Grass Airport (LEX) (9 mi away from central Midway).

What is there to do in Midway?

While venturing off the beaten track is rewarding, you shouldn't miss the well-known sights that make a destination famous. Equus Run Vineyard & Winery and Damselfly Gallery are just two of them in Midway.

Where should I stay when visiting Midway?

Many people opt to hit the hay at the Midway Home on 22 Acres Near Bourbon Trail!. It's sure to be a good base for your Midway escape.