Midway Vacation Packages 2026 from $586

Midway flight + hotel vacation packages

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

21c Museum Hotel Lexington

Downtown Lexington

$586

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Hyatt Regency Lexington

Downtown Lexington

$978

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Lexington (LEX)

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. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Elwood Hotel & Suites

$1,018

per person

Oct 7 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Lexington (LEX)

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.

La Quinta Inn Lexington/Horse Park

$930

per person

Oct 29 - Nov 1

found 23 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Lexington (LEX)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Origin Lexington a Wyndham Hotel

Save 100% on your flight

$2,540

per person

Oct 29 - Nov 1

found 23 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Lexington (LEX)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Free self parking and a coffee shop are also offered on site.

Top Midway hotels deals

The Manchester

941 Manchester St Lexington KY

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$225 total

Sep 7 - Sep 8

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

Marriott Lexington Griffin Gate Golf Resort & Spa

1800 Newtown Pike Lexington KY

$133 nightly

$155 total

Sep 6 - Sep 7

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the indoor pool and perks like free self parking.

Pool

Hot Tub

DoubleTree Suites by Hilton Hotel Lexington

2601 Richmond Rd Lexington KY

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$123 total

Aug 30 - Aug 31

Total with taxes and fees

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

Holiday Inn Express Lexington - Horse Park Area by IHG

1935 Stanton Way, 1935 4 yes Lexington KY

Free Cancellation

$97 nightly

$113 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and express check-in are also on offer.

Pool

Breakfast included

Embassy Suites by Hilton Lexington/UK Coldstream

1801 Newtown Pike Lexington KY

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$123 total

Sep 6 - Sep 7

Total with taxes and fees

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

Origin Lexington a Wyndham Hotel

4174 Rowan Lexington KY

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$149 total

Aug 23 - Aug 24

Total with taxes and fees

Pet friendly

Parking included

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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.

Stay near popular Midway attractions

Equus Run Vineyard & Winery

8.0/10 (1 review)

You can enjoy a tasting or tour at Equus Run Vineyard & Winery during your travels to Midway. Attend a sporting event or simply enjoy the lively bars while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to Midway?

Prepare to be pleasantly surprised — you can unwind in Midway for as little as $586. 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.