3 days in Windsor, Leamington & Amherstburg Itinerary

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Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
— 1 night
Drive
2
Leamington
— 1 night
Drive
3
Amherstburg
— 1 day
Drive

S M T W T F S
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15
16
17
18
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20

Windsor — 1 night

Start off your visit on the 15th (Mon): get to know the fascinating history of Olde Walkerville Neighborhood, indulge your taste buds at Food & Drink, then stroll around Jackson Park, then don't miss a visit to Windsor Riverfront, and finally admire the natural beauty at Dieppe Gardens.

To find other places to visit, more things to do, reviews, and tourist information, read our Windsor journey maker tool.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. In May in Windsor, expect temperatures between 24°C during the day and 11°C at night. Finish your sightseeing early on the 16th (Tue) to allow enough time to drive to Leamington.
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Historic Sites · Tours · Breweries & Distilleries · Parks
Find places to stay May 15 — 16:

Leamington — 1 night

On the 16th (Tue), walk around Seacliff Park, explore the striking landscape of Point Pelee National Park, do a tasting at Aleksander Estate Winery, then look for all kinds of wild species at Jack Miner Bird Sanctuary, and finally look for gifts at Cindy's Home & Garden.

To see reviews, ratings, photos, and other tourist information, read Leamington trip itinerary maker website.

Getting from Windsor to Leamington by car takes about an hour. Other options: take a bus. Traveling from Windsor in May, you will find days in Leamington are little chillier (20°C), and nights are about the same (11°C). Wrap up your sightseeing on the 17th (Wed) to allow time to drive to Amherstburg.
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Parks · Nature · Wildlife · Wineries
Side Trip
Find places to stay May 16 — 17:

Amherstburg — 1 day

Kick off your visit on the 17th (Wed): learn about winemaking at Colio Estate Winery, do a tasting at Oxley Estate Winery, then do a tasting at Viewpointe Estate Winery, then contemplate the long history of Fort Malden National Historic Site, and finally make a trip to Amherstburg Navy Yard National Historic Site.

To find photos, traveler tips, maps, and more tourist information, you can read our Amherstburg day trip planning site.

Traveling by car from Leamington to Amherstburg takes an hour. In May, plan for daily highs up to 23°C, and evening lows to 12°C. Wrap up your sightseeing on the 17th (Wed) early enough to drive back home.
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Wineries · Historic Sites
Side Trip
Find places to stay May 17 — 18: