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.
Best Western Parkside Inn
Price was CA $928, price is now CA $892 per person
CA $892
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
8.6/10 Excellent! (1,007 reviews)
Property is not the most modern but very clean with friendly staff. Quiet location with plenty of parking. Great complimentary breakfast. Quick check in and out.
Reviewed on Jun 16, 2026
21c Museum Hotel Lexington
Downtown Lexington
Price was CA $3,039, price is now CA $2,587 per person
CA $2,587
per person
Jul 27 - Jul 31
found 22 hours ago
Roundtrip flight included
Saskatoon (YXE) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
It was cool to have all the art in the lobby. The room was large and mostly clean -- but there was some gunk on the shower curtain and several areas needed dusting. But the service could have been more professional. I know it was slow - but several times when we were in the lobby the staff was just scrolling their phones. Three times when we walked in the door the two men at the doors (valets, I think) did not even look up from their phones. At check out no one asked about our stay -- they barely made eye contact as they took our keys and printed our receipt. There also was not much to do in the area. (Not the hotels fault -- but worth knowing if you are deciding if you should book a less expensive room that is not downtown)
Reviewed on Jun 12, 2026
Capital Plaza Hotel
Price was CA $1,008, price is now CA $940 per person
CA $940
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
8.2/10 Very Good! (1,059 reviews)
Very kind and helpful staff. They were under quite a bit of construction during our stay so there was no use of the pool.
Reviewed on Jun 16, 2026
The Campbell House Lexington, Curio Collection by Hilton
Price was CA $1,913, price is now CA $1,809 per person
CA $1,809
per person
Jul 27 - Jul 31
found 22 hours ago
Roundtrip flight included
Saskatoon (YXE) to Lexington (LEX)
8.2/10 Very Good! (1,005 reviews)
Excellent restaurant
Reviewed on Jun 17, 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 $122 per night from Jun 21 to Jun 22
CA $122
CA $141 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (2,196 reviews)
"They are dog friendly and knew to have vinyl on the bedroom floors"
Reviewed on Jun 17, 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Jul 1 to Jul 2
CA $227
CA $288 total
Jul 1 - Jul 2
includes taxes & fees
9.6/10 Exceptional! (1,320 reviews)
"Great property. Very cool vibe and style. Everything felt high end. Great cocktails and rooftop bar. Would definitely book again."
Reviewed on Jun 15, 2026
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
100 Canebrake Drive Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Jul 6 to Jul 7
CA $127
CA $147 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,162 reviews)
"The motel was nice, and the kids particularly enjoyed spending the evening in the pool."
Reviewed on Jun 15, 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.
