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.
Capital O 3Y Motel Mount Vernon Renfro Valley
Price was CA $729, price is now CA $628 per person
CA $628
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
5.2/10 (50 reviews)
The staff was nice and the room was clean just needs some major renovations!
Reviewed on Apr 20, 2026
Sweet Victory Bed and Breakfast
Price was CA $922, price is now CA $898 per person
CA $898
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
10/10 Exceptional! (27 reviews)
The hosts were very friendly. The breakfast was hot and fresh. The whole property was very nuce and well maintained.
Reviewed on May 19, 2026
Midway Hotel Deals
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is CA $130 per night from Jul 2 to Jul 3
CA $130
CA $151 total
Jul 2 - Jul 3
includes taxes & fees
9.4/10 Exceptional! (2,195 reviews)
"Stopped here on the way home. The hotel room wasclean, spacious and the beds comfortable. There were many conveniences for travellers in the Lobby and their breakfast was excellent."
Reviewed on Jun 13, 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Jun 28 to Jun 29
CA $237
CA $299 total
Jun 28 - Jun 29
includes taxes & fees
9.6/10 Exceptional! (1,315 reviews)
"amazing place to stay!"
Reviewed on Jun 12, 2026
Hilton Lexington/Downtown
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jun 29 to Jun 30
CA $182
CA $212 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
"Poorly maintained rooms. Not worth the price at all. Rooms smelt so strong of stale water when using the air-conditioning it made it difficult to sleep. Lumpy and worn carpets. Expect better"
Reviewed on Jun 12, 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.
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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.
