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.
Sleep Inn

Sleep Inn

2.5 out of 5
Price was CA $902, price is now CA $833 per person
CA $833
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
8.2/10 Very Good! (635 reviews)
Breakfast was fresh, make everyday, the room was somewhat clean, staff was very friendly' Air Conditioning and bed were good.

Reviewed on Mar 29, 2026

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

3 out of 5
Price was CA $1,005, price is now CA $919 per person
CA $919
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,008 reviews)
Good services, food and a nice place to stay.

Reviewed on Apr 1, 2026

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was CA $979, price is now CA $910 per person
CA $910
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (1,046 reviews)
Plenty of parking, great location, very clean room. The linens and towels were crisp and fresh daily. The staff was very friendly and helpful.

Reviewed on Apr 2, 2026

Comfort Suites Georgetown

Comfort Suites Georgetown

2.5 out of 5
Price was CA $920, price is now CA $864 per person
CA $864
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
8.6/10 Excellent! (1,002 reviews)
Nice hotel. Bed was comfy room was clean check in lady was great!!

Reviewed on Mar 28, 2026

Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
South Broadway Park
Price was CA $979, price is now CA $925 per person
CA $925
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
9.2/10 Wonderful! (869 reviews)
Parking was easy around the hotel. Access to the driveway was clear and noticeable. Loved the room we stayed in, got a lot of area compared to a typical hotel room, and it was very affordable! We stayed 2 nights and didn't have any issues with hearing the people around us. At one point we had an issue with our tv, they came and replaced it very quickly. Staff on the phone, at the desk and maintenance were all very nice.

Reviewed on Mar 30, 2026

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Midway Hotel Deals

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is CA $139 per night from May 3 to May 4
CA $139
CA $162 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (2,172 reviews)
Pleasant stay with friendly staff, comfortable beds and pillows. Continental breakfast presented well in a clean environment. Coffee machine in the lobby was a highlight. Freshly grounded beans, per brewed cup, was a treat and delicious. Always available.

Reviewed on Apr 3, 2026

Holiday Inn Express Lexington Horse Park Area by IHG
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $281 per night from May 3 to May 4
CA $281
CA $351 total
May 3 - May 4
includes taxes & fees
9.6/10 Exceptional! (1,215 reviews)
The staff was excellent

Reviewed on Apr 2, 2026

The Manchester
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
2381 Buena Vista Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Apr 14 to Apr 15
CA $107
CA $125 total
Apr 14 - Apr 15
includes taxes & fees
8.8/10 Excellent! (402 reviews)
I was amazed by the quality of the hotel, and when I entered my room, I saw “Welcome Luwano” displayed on the TV screen. I felt so blessed.

Reviewed on Apr 2, 2026

Spark by Hilton Lexington Hamburg
See all 1,075 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.
All Inclusive Vacations
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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

4.5/5(8 reviews)

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.

University of Kentucky
Fayette Mall

Fayette Mall

4.5/5(12 reviews)

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.

Fayette Mall
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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.

The Kentucky Castle

What to do in Midway

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $81
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $136
per adult
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

CA $144
per adult
Bites of the Bluegrass Cocktails & Bites Tour
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.