Name: Hilton Lexington/Downtown
Price range: CA $176
Rating: 8.4

Your Midway Vacation

Reserve a Midway vacation package and get ready to experience everything this city has to offer. Consider basing yourself in the neighborhood of Northside District, which is great for bars and pubs, history and dining. If taking in sights is on the cards during your trip to Midway, look around leading attractions like Equus Run Vineyard & Winery, Headley-Whitney Museum and Damselfly Gallery. Stop daydreaming and start doing. Check out the wide range of options on Expedia today and put your Midway vacation plans into action!

Top Midway Vacation Deals

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

Hotel Thoroughbred

CA $1,145

per person

Jun 28 - Jul 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

10/10 Exceptional! (4 reviews)

A beautiful hotel with great staff who were very welcoming! Loved the horse decor in our room and throughout the hotel. Wish we had stayed more than one night; we will definitely stay there again!

Reviewed on Apr 5, 2026

Montgomery Inn BnB

CA $1,396

per person

Jun 28 - Jul 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

9.4/10 Exceptional! (107 reviews)

We were doing a cross country trip in our airstream. We stayed one night at the BnB and absolutely loved the grounds, our room, and our host. She went above and beyond accommodating our airstream and our dogs.

Reviewed on May 11, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

CA $1,417

per person

Jun 28 - Jul 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

9.4/10 Exceptional! (885 reviews)

Really nice stay. Staff was very nice and helpful. Highly recommend

Reviewed on May 25, 2026

21c Museum Hotel Lexington

Downtown Lexington

CA $1,267

per person

Jun 28 - Jul 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

8.8/10 Excellent! (1,013 reviews)

Loved the restroom. So clean and roomy and comfortable. Room very clean.

Reviewed on May 26, 2026

Origin Lexington a Wyndham Hotel

CA $1,277

per person

Jun 28 - Jul 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

9.4/10 Exceptional! (1,003 reviews)

Very nice area. Staff were efficient and did t bother you at check in.

Reviewed on May 23, 2026

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Midway Hotel Deals

The Manchester

941 Manchester St Lexington KY

CA $248

CA $312 total

Jun 23 - Jun 24

includes taxes & fees

9.6/10 Exceptional! (1,295 reviews)

"The Manchester is a charming curated hotel with a refined but unpretentious aesthetic and vibe. The room was comfortable, considered, and full of character. The staff was warm, professional, and attentive without feeling overly formal. I’d say it has a distinctive southern charm that feels elevated ..."

Reviewed on May 25, 2026

Holiday Inn Express Lexington Horse Park Area by IHG

1935 Stanton Way, 1935 4 yes Lexington KY

CA $133

CA $154 total

May 31 - Jun 1

includes taxes & fees

9.4/10 Exceptional! (2,199 reviews)

"Management not helpful. Will never stay at this location."

Reviewed on May 26, 2026

Hilton Lexington/Downtown

369 West Vine Street Lexington KY

CA $176

CA $204 total

Jun 21 - Jun 22

includes taxes & fees

8.4/10 Very Good! (1,000 reviews)

"Bathroom could use a little updating"

Reviewed on May 26, 2026

See all 1,071 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.

Discover the most popular places to visit in Midway

Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky

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.

Fayette Mall

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.

What to do in Midway

Unique Horse Farm Tours with Insider Access to Private Farms

CA $81

per adult

90% of travellers recommend

Lexington's Art Walk Tour

CA $55

per adult

Lexington: Downtown Walking Food & History Tour

CA $135

per adult

See all activities in Midway

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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.

Midway Vacation Packages

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Your Midway Vacation

Top Midway Vacation Deals

Hotel Thoroughbred

Montgomery Inn BnB

The Sire Hotel Lexington, Tapestry Collection by Hilton

21c Museum Hotel Lexington

Origin Lexington a Wyndham Hotel

Ready to book your vacation to Midway?

Midway Hotel Deals

The Manchester

Holiday Inn Express Lexington Horse Park Area by IHG

Hilton Lexington/Downtown

Discover the most popular places to visit in Midway

University of Kentucky

The Kentucky Castle

Fayette Mall

What to do in Midway

Unique Horse Farm Tours with Insider Access to Private Farms

Lexington's Art Walk Tour

Lexington: Downtown Walking Food & History Tour

Explore a world of travel with Expedia

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