Midway Vacation Packages
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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.
Mountain View Inn Irvine Near Richmond KY
Price was CA $910, price is now CA $848 per person
CA $848
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
6/10 (30 reviews)
Window curtains too sheer, too many bird feces on railing/stairs
Reviewed on Mar 28, 2026
21c Museum Hotel Lexington
Downtown Lexington
Price was CA $1,218, price is now CA $1,073 per person
CA $1,073
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.8/10 Excellent! (1,004 reviews)
Gorgeous hotel in a fantastic part of downtown Louisville. The art museum was really special. And all kinds of wonderful restaurants within walking distance.
Reviewed on Jun 21, 2026
The Campbell House Lexington, Curio Collection by Hilton
Price was CA $1,174, price is now CA $1,086 per person
CA $1,086
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.2/10 Very good! (1,013 reviews)
Stayed two nights for my son’s orientation at UK. Close location to campus and downtown Lexington. Nice property with clean and spacious rooms. Dined at on site restaurant our first night. The food was good and the staff friendly.
Reviewed on Jun 18, 2026
Origin Lexington a Wyndham Hotel
Price was CA $1,182, price is now CA $1,100 per person
CA $1,100
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
9.4/10 Exceptional! (1,022 reviews)
The bar and accommodations were excellent.
Reviewed on Jun 21, 2026
GuestHouse Lexington
Price was CA $975, price is now CA $914 per person
CA $914
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.4/10 Very good! (1,610 reviews)
Room was worn down with large scuffs on most furniture. Blinds were missing the tilt wands, and one slat was broken. Lots of light came into the room at night. The shower door would roll open when closed. Two stories and no elevator on site. Not a big deal but difficult when carrying a child and luggage.
It was clean and the bed was good. Breakfast was great and filling. Parking was easy.
Reviewed on Jun 22, 2026
Midway Hotel Deals
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jun 29 to Jun 30
CA $146
CA $198 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very good! (708 reviews)
"AC wouldn’t keep room cool. Front desk staff wasn’t always available or terribly helpful. Room fridge didn’t keep things cool & no microwave in room. Bathroom fixtures were in moderately poor repair. Great location & the room service food available was outstanding, however."
Reviewed on Jun 22, 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Jul 1 to Jul 2
CA $241
CA $304 total
Jul 1 - Jul 2
includes taxes & fees
9.6/10 Exceptional! (1,329 reviews)
"Front desk & valet service (Omar) were very friendly, great location, we loved riding the complimentary bikes!"
Reviewed on Jun 22, 2026
Quality Inn Lexington -Horse Park
1938 Stanton Way Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Jun 29 to Jun 30
CA $88
CA $102 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very good! (1,590 reviews)
"Photos of the hotel didn’t show much of what to actually expect. The areas shown in pictures are pretty nice but other areas not so much. Our shower was missing a curtain when we got in. There were multiple cracks in the shower and on the bathroom floor as well as dark spots of mold and discoloration. ..."
Reviewed on Jun 22, 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.
Discover the most popular places to visit in Midway
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 $82
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
CA $137
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
CA $173
per adult
100% of travellers recommend
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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.
