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Winnipeg

Chicago

Montreal

Halifax

4-Day Cross-Country Canada-USA Drive

4 days

4 cities

26 experiences

4 hotels

4 transports

Download

Fort McMurray

Winnipeg

Sep 17 – 18

Chicago

Sep 18 – 19

Montreal

Sep 19 – 20

Halifax

Sep 20 – 21

Day 1

Sep 17 – 18

Winnipeg

Hey there! Your journey includes a stop in Winnipeg, Manitoba, Canada, where you can enjoy a perfect break after a long drive. Winnipeg offers a great mix of culture and relaxation, making it an ideal place to recharge before continuing your adventure. Don't miss the chance to explore its vibrant arts scene and friendly atmosphere!

Stay

Day 1

Sep 17 – 18

1 night

Alt Hotel Winnipeg

Room, 1 Queen Bed, City View

Refundable

9.2

Wonderful1,349 reviews

Centrally located steps from Canada Life Centre

Itinerary

Day 1

Sep 17 – 18

Day 1•Sep 17•1 Experience

Arrival in Winnipeg and Rest

Day 2•Sep 18•1 Experience

Departure for Chicago

Day 2

Sep 18 – 19

Chicago

On your way from Fort McMurray to Halifax, you'll have an exciting stop in Chicago, Illinois. This leg offers a chance to explore the vibrant city known for its stunning architecture, deep-dish pizza, and rich cultural scene. It's a perfect break to recharge and enjoy some urban charm before continuing your journey.

Stay

Day 2

Sep 18 – 19

1 night

The Peninsula Chicago

Deluxe Room, 1 King Bed

Refundable

9.8

Wonderful1,000 reviews

Centrally located steps from Michigan Avenue and Water Tower Place

Itinerary

Day 2

Sep 18 – 19

Day 2•Sep 18•

27°C•4 Experiences

Arrival and Relaxed Evening in Chicago

Day 3•Sep 19•

26°C•4 Experiences

Quick Chicago Morning and Departure

Day 3

Sep 19 – 20

Montreal

On your way to Halifax, make a stop in Montreal, Quebec, Canada, where you can enjoy the vibrant culture and delicious cuisine. Montreal offers a perfect blend of European charm and North American energy, making it an exciting and refreshing break in your journey. Don't miss the chance to explore the historic Old Montreal and savor some authentic poutine!

Stay

Day 3

Sep 19 – 20

1 night

The Honeyrose Hotel, Montreal, A Tribute Portfolio Hotel

Standard Room, 1 King Bed, City View

Non-Refundable

9.8

Wonderful1,224 reviews

Located 4-min walk from Sainte-Catherine Street

Itinerary

Day 3

Sep 19 – 20

Day 3•Sep 19•

20°C•4 Experiences

Arrival and Evening Stroll in Old Montreal

Day 4•Sep 20••2 Experiences

Departure to Halifax

Day 4

Sep 20 – 21

Halifax

After your journey from Montreal, enjoy the vibrant maritime charm of Halifax, Nova Scotia. Explore the historic waterfront, savor fresh seafood, and immerse yourself in the rich cultural heritage of this coastal city. Halifax offers a perfect blend of relaxation and exploration after your long drive.

Stay

Day 4

Sep 20 – 21

1 night