Headon Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Where to stay in Headon

Find the best Headon areas and neighborhoods for the activities you enjoy most. Learn more about Headon

A river with buildings and a church tower in the background.

Paris

Explore Barker's Bush trails and admire rare Carolinian forests, then unwind at riverside restaurants while enjoying views of the illuminated Penman's Dam at night. Don't miss the historic Arlington Hotel and the charming cobblestone architecture.

A red brick building with arched windows and a sign reading "POWERHOUSE".

Stoney Creek

Explore the Bruce Trail, visit Battlefield Park, Devil's Punch Bowl, and Erland Lee Museum, or unwind at Fifty Point Conservation Area. Shop at Fiesta Mall and Eastgate Square Mall, with convenient access via Hamilton Street Railway.

A multi-tiered waterfall cascading over rocky steps.

Ancaster

Historic town on the Niagara Escarpment, Ancaster offers recreational centers like Morgan Firestone Arena and Ancaster Aquatic Centre, as well as sights such as Fieldcote Memorial Park and Museum, and the scenic Bruce Trail.

A public event with a crowd, a street performer juggling, and buildings like the Carnegie Gallery.

Dundas

1 out of top 10 points of interest in this area

Nestled at the base of the Niagara Escarpment, this artsy town boasts the Dundas Valley School of Art, Carnegie Gallery, and Dundas Museum & Archives. Explore nearby Webster's Falls, Tew's Falls, and Dundas Peak via the Bruce Trail.

A vineyard with rows of grapevines under a clear blue sky with scattered clouds.

Beamsville

Nestled in Ontario's wine country, Beamsville boasts picturesque orchards, award-winning wineries, and a charming downtown with century-old brick buildings. Easily accessible via the Queen Elizabeth Way.

Headon Hotel Deals

Waterfront Hotel Downtown Burlington

2020 Lakeshore Road Burlington ON

Fully refundableReserve now, pay when you stay

CA $161

CA $189 total

Nov 9 - Nov 10

includes taxes & fees

Hilton Garden Inn Toronto - Mississauga

100 Traders Boulevard Mississauga ON

CA $141

CA $169 total

Nov 9 - Nov 10

includes taxes & fees

Sandman Hotel Oakville

3451 South Service Road West Oakville ON

Fully refundableReserve now, pay when you stay

CA $131

CA $156 total

Nov 8 - Nov 9

includes taxes & fees

8.8/10 Excellent! (2,536 reviews)

"Clean room friendly staff"

Reviewed on Oct 9, 2026

See all 1,059 properties in Headon

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.