Midway Vacation Packages 2025 from $404

Midway flight + hotel vacation packages

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

2 BD 1 BA Sleeps 5-6 Near RRG-Nice Sunrise-Quiet

per person

Aug 8 - Aug 10

found 12 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Lexington (LEX)

This cabin includes a computer station and laundry facilities. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Take advantage of the free self parking.

Montgomery Inn BnB

per person

Aug 7 - Aug 10

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to Lexington (LEX)

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

per person

Aug 7 - Aug 10

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to Lexington (LEX)

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

Embassy Suites by Hilton Lexington/UK Coldstream

per person

Jul 13 - Jul 18

found 17 hours ago

Roundtrip non-stop flight included

Palm Springs (PSP) to Lexington (LEX)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free full breakfast each morning.

Home2 Suites by Hilton Georgetown

per person

Aug 7 - Aug 10

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to Lexington (LEX)

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

Top Midway hotels deals

DoubleTree Suites by Hilton Hotel Lexington

2601 Richmond Rd, Lexington, KY

Free Cancellation

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This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a coffee shop are also offered.

Pool

Free airport shuttle

The Manchester

941 Manchester St, Lexington, KY

Free Cancellation

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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

Embassy Suites by Hilton Lexington/UK Coldstream

1801 Newtown Pike, Lexington, KY

Free Cancellation

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This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free full breakfast each morning.

Pool

Breakfast included

Elwood Hotel & Suites

444 Parkway Drive, Lexington, KY

Free Cancellation

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.

GuestHouse Lexington

2261 Elkhorn Road, Lexington, KY

Free Cancellation

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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.

Quality Inn Lexington -Horse Park

1938 Stanton Way, Bldg A, Lexington, KY

Free Cancellation

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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

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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

Explore Kentucky Horse Park, a favorite green space in Lexington, and also enjoy the area's horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky

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.

The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Frequently asked questions

How much are vacation packages to Midway?

Prepare to be pleasantly surprised — you can unwind in Midway for as little as $404. 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.