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A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

Windsor
Ontario
Canada
North America
Hotwire.com

Windsor Flight + Hotel Packages

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

Skye Hotel Ridgetown

3 out of 5

Price was $405, price is now $394 per person

$394

per person

Sep 10 - Sep 14

found 12 hours ago

Roundtrip flight included

Tampa (TPA) to Windsor (YQG)

Book a stay at this business-friendly hotel in Chatham-Kent. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ridge House Museum and The Mary Webb Centre are located nearby.

Excellent overnight stay with family. Brand new rooms, spacious suites and very clean. Complementary breakfast spread is great! The staff is awesome, especially Arithro made our stay memorable. Palvi and Rochelle made sure everything intact. Will definitely stay at this place again and place right-off of 401.

Reviewed on Aug 10, 2026

Seacliffe Inn

3 out of 5

Price was $1,279, price is now $1,061 per person

$1,061

per person

Sep 13 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Windsor (YQG)

Book a stay at this beach hotel in Leamington. Enjoy free WiFi, cable TV channels, and in-room fireplaces. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seacliff Beach and Leamington Community Recreation Trail Trailhead are located nearby.

the owner always welcoming the guests at the door. Warm feeling from him. The best location in leamington I belive. Room clean , bath room clean and well prepared all the stuffs necessary.

Reviewed on Aug 10, 2026

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5

Price was $1,290, price is now $1,072 per person

$1,072

per person

Sep 13 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Windsor (YQG)

Book a stay at this business-friendly hotel in Lakeshore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lakeshore Multi-Use Pathway Trailhead and McAuliffe Woods Conservation Area Trail Trailhead are located nearby.

Days Inn by Wyndham Leamington

2.5 out of 5

Price was $1,282, price is now $1,071 per person

$1,071

per person

Sep 13 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Windsor (YQG)

Book a stay at this golf hotel in Leamington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Joseph Park Walking Path Trailhead and Leamington Arts Centre are located nearby.

The staff is not friendly. Shower curtain has a bad smell. Complimentary breakfast are not appealing.

Reviewed on Aug 9, 2026

Dream Estate Inn

3.5 out of 5

Price was $1,528, price is now $1,333 per person

$1,333

per person

Oct 24 - Oct 30

found 18 hours ago

Roundtrip flight included

Pensacola (PNS) to Windsor (YQG)

Stay at this guesthouse in Leamington. Enjoy free WiFi, free parking, and a garden. Popular attractions Seacliff Park Amphitheatre and Seacliff Park are located nearby.

really nice porch, comfy bed...pillows a tad hard

Reviewed on Jun 22, 2026

Hotel STRY

2 out of 5

Price was $1,721, price is now $1,516 per person

$1,516

per person

Oct 24 - Oct 30

found 18 hours ago

Roundtrip flight included

Pensacola (PNS) to Windsor (YQG)

Book a stay at this spa hotel in Amherstburg. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Gordon House and Navy Yard Park are located nearby.

Everytime there was an issue, the staff was attentive and quick to respond.

Reviewed on Aug 7, 2026

Towneplace Suites By Marriott Tecumseh Windsor

2.5 out of 5

Price was $1,460, price is now $1,345 per person

$1,345

per person

Oct 24 - Oct 30

found 18 hours ago

Roundtrip flight included

Pensacola (PNS) to Windsor (YQG)

Stay at this hotel in Tecumseh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lakeshore Woods Walking Trails Trailhead and East Riverside Park Trails Trailhead are located nearby.

Town N Country Motor Inn

2 out of 5

Price was $1,296, price is now $1,259 per person

$1,259

per person

Oct 24 - Oct 30

found 18 hours ago

Roundtrip flight included

Pensacola (PNS) to Windsor (YQG)

Stay at this motel in Leamington. Enjoy free WiFi, free parking, and room service. Popular attractions St. Joseph Park Walking Path Trailhead and East Side Park Walking Path Trailhead are located nearby.

Room was better than expected, great value. Thin walls makes it a little loud at times.

Reviewed on Aug 8, 2026