15 days in Boston & Oshawa Itinerary

15 days in Boston & Oshawa Itinerary

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15 days in Boston & Oshawa Itinerary

Start: Toronto, Canada
Fly:  4​h 15​min
1
Boston, United States
— 8 nights
Fly + Drive:  6​h 30​min
2
Oshawa, Canada
— 5 nights
train:  1​h
End: Toronto, Canada

8
nights
Boston, United States

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
You'll explore and learn at Jenney Museum and The House of the Seven Gables. We've included these beaches for you: Long Sands Beach and Constitution Beach. Get out of town with these interesting Boston side-trips: Clara Barton Birthplace (in North Oxford), Portsmouth (Wentworth-Gardner House, John Paul Jones House, & more) and Plymouth (Richard Sparrow House, Burial Hill, & more). Next up on the itinerary: hunt for treasures at Quincy Market, enjoy the sea views from Cape Neddick Nubble Lighthouse, wander the streets of Waterfront, and examine the collection at International Tennis Hall of Fame.

To see photos, other places to visit, more things to do, and more tourist information, read Boston trip tool .

Toronto, Canada to Boston is an approximately 4.5-hour flight. You can also do a combination of bus and flight; or drive. In June, plan for daily highs up to 28°C, and evening lows to 18°C. Wrap up your sightseeing on the 7th (Sun) to allow time to travel to Oshawa.

Things to do in Boston

Historic Sites Museums Parks

Side Trips

Plymouth, Portsmouth, Newport, Nubble Lighthouse, Lexington Green
Find places to stay Jun 29 — Jul 7:
Highlights from your plan
Long Sands Beach ©
Long Sands Beach
Jenney Museum ©
Jenney Museum
International Tennis Hall of Fame ©

5
nights
Oshawa, Canada

Oshawa ©
Oshawa is a city in Ontario, Canada, on the Lake Ontario shoreline. Explore hidden gems such as Karlo Estates Winery and Peterborough Lift Lock. Get a sense of the local culture at Parkwood National Historic Site and Canadian Automotive Museum. Explore the numerous day-trip ideas around Oshawa: Peterborough (Evans Contemporary, Canadian Canoe Museum, & more), Impresario Artisan Market (in Port Hope) and Warsaw Caves (in Warsaw). And it doesn't end there: learn about all things military at National Air Force Museum of Canada, stop by Cheeky Bee Gallery & Candle Company, identify plant and animal life at Enniskillen Conservation Area, and admire the striking features of St. George's Memorial Anglican Church.

To see traveler tips, photos, more things to do, and more tourist information, go to the Oshawa online road trip planner .

Explore your travel options from Boston to Oshawa with the Route module. In July, Oshawa is little chillier than Boston - with highs of 30°C and lows of 17°C. Finish your sightseeing early on the 13th (Sat) so you can drive back home.

Things to do in Oshawa

Parks Museums Wildlife

Side Trips

Peterborough, Trail Estate Winery, Warsaw Caves, Presqu'ile Provincial Park, Enniskillen Conservation Area
Find places to stay Jul 7 — 13:
Highlights from your plan
Canadian Canoe Museum ©
Canadian Canoe Museum
National Air Force Museum of Canada ©
Warsaw Caves ©
Warsaw Caves

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