Kingsville Vacation Packages 2026 from $986

Kingsville flight + hotel vacation packages

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

Hotel STRY

$986

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Windsor (YQG)

This smoke-free hotel features a full-service spa and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A coffee shop and concierge services are also provided.

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

$1,038

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Windsor (YQG)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Kingsville hotels deals

The Woodbridge House

608 Seacliff Drive Kingsville ON

$110 nightly

$124 total

Jul 30 - Jul 31

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a garden, and a communal living room are also on offer.

Parking included

Free WiFi

The Grove Hotel

12 Main St E Kingsville ON

$156 nightly

$176 total

Aug 3 - Aug 4

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-out and concierge services are also provided.

Pet friendly

Parking included

Private Guest House!

Kingsville ON

Get rates

This guesthouse includes a garden and barbecue grills.

Pet friendly

Free WiFi

The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

Kingsville ON

$255 nightly

$288 total

Aug 23 - Aug 24

Total with taxes and fees

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Cozy, trendy, beachfront loft

Kingsville ON

$326 nightly

$369 total

Jul 30 - Jul 31

Total with taxes and fees

This vacation home features laundry facilities.

Washer

Dryer

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home

Kingsville ON

$296 nightly

$324 total

Aug 11 - Aug 12

Total with taxes and fees

This vacation home includes a garden and laundry facilities.

Kitchen

Washer

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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.

Stay near popular Kingsville attractions

Pelee Island Winery

9.4/10 (31 reviews)

You can enjoy a tasting or tour at Pelee Island Winery during your travels to Kingsville. Stroll along this family-friendly area's lakeside, or simply enjoy its wineries.

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Frequently asked questions

How much are vacation packages to Kingsville?

Epic adventures await in Kingsville, with Travelocity vacation packages from as little as $986. In addition to flights and hotels, these great deals make it a breeze to visit more of our wonderful planet.

How long should my Kingsville vacation be?

If you need some guidance, most travelers spend roughly 2 nights vacationing in Kingsville. But to discover the true spirit of this destination, stay a bit longer. You'll be able to explore more and really immerse yourself in the local vibe.

Where can I get the best vacation package deals for Kingsville?

You'll find a tempting selection of Kingsville package deals on Travelocity. With 400 airlines and 1,000,000 worldwide properties, organizing your ideal getaway will be a breeze.

Why should I purchase my Kingsville vacation package via Travelocity?

Nothing beats the satisfaction of knowing you've just scored the best deal in town — that's our Price Match Guarantee. Add to that our inspiring range of destinations and 24/7 team of customer service professionals and you've got the formula for a stress-free vacation.

Will I save money on my Kingsville car rental if I bundle it with a hotel or flight?

Combining your bookings into a Kingsville vacation package will leave you with some serious savings. Bundle a car and flight; a flight, car and hotel; or a car and hotel. There's no better way to explore the greater Kingsville region than from the comfort of your own rental car. You can also add experiences and activities to your Travelocity package.

What is the best time of year to go to Kingsville?

If you're eager to wander wisely, is a great time to do it. That's when you'll find room rates are at their cheapest. By way of comparison, prices reach their highest in . May, July and December are the most popular times for a vacation in Kingsville, so expect long lines for tourist sights. Prefer to travel outside high season? You'll find sparser crowds in February, June and August.

Which airport is best for Kingsville?

The major airport for Kingsville is Windsor Airport (YQG). It sits 20 mi southeast of downtown.

What is there to do in Kingsville?

Kingsville is brimming with sights to explore, including Pelee Island Winery and Lakeside Park Walking Paths Trailhead. These well-known attractions top most tourists' itineraries.

Where should I stay when visiting Kingsville?

The Mettawas End is the top choice of many travelers. Book as soon as possible before it's too late.