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Sioux Falls

Chicago

Cleveland

Boston

8-Day Mt. Rushmore to Boston Road Trip

7 days

4 cities

42 experiences

4 hotels

4 transports

Download

Keystone

Sioux Falls

Sep 18 – 19

Chicago

Sep 19 – 20

Cleveland

Sep 20 – 21

Boston

Sep 21 – 25

Boston

Day 1

Sep 18 – 19

Sioux Falls

Hey! As you journey from Mt. Rushmore to Boston, your stop in Sioux Falls, South Dakota, offers a perfect blend of natural beauty and charming city vibes. Enjoy the stunning Falls Park with its picturesque waterfalls and scenic walking trails, a great spot for a cozy and affordable break. Sioux Falls is a welcoming city that will recharge you and your wife before you continue your exciting road trip eastward!

Stay

Day 1

Sep 18 – 19

1 night

Highpoint Hotel

Single Room, 1 King Bed

9.8

Wonderful288 reviews

Free on-site parking for your vehicle

Itinerary

Day 1

Sep 18 – 19

Day 1•Sep 18•2 Experiences

Arrival and Evening Stroll in Sioux Falls

Day 2•Sep 19•3 Experiences

Morning Exploration and Departure

Day 2

Sep 19 – 20

Chicago

On your way from Mt. Rushmore to Boston, a stop in Chicago offers a perfect blend of culture, architecture, and deep-dish pizza. Explore the iconic Millennium Park, stroll along the scenic Lake Michigan shoreline, and enjoy the vibrant city life. Chicago's unique charm and energy will add a memorable highlight to your road trip adventure.

Stay

Day 2

Sep 19 – 20

1 night

Silversmith Hotel Chicago Downtown

Deluxe Accessible

9.2

Wonderful2,362 reviews

Centrally located near Millennium Park for easy city exploration

Itinerary

Day 2

Sep 19 – 20

Day 2•Sep 19•

26°C•5 Experiences

Iconic Chicago Architecture and Deep Dish Pizza

Day 3•Sep 20•

25°C•4 Experiences

Art and Parks in the Windy City

Day 3

Sep 20 – 21

Cleveland

On your journey from Mt. Rushmore to Boston, you'll pass through Cleveland, Ohio, a city known for its vibrant arts scene and rich history. Take a moment to explore the Rock and Roll Hall of Fame and enjoy the scenic views along Lake Erie. This stop offers a perfect blend of culture and relaxation to recharge before continuing your drive to Boston.

Stay

Day 3

Sep 20 – 21

1 night

Drury Plaza Hotel Cleveland Downtown

Room, 1 King Bed, Hearing Accessible (Hearing Accessible)Breakfast included

9.4

Wonderful2,771 reviews

Daily complimentary reception with drinks and snacks

Itinerary

Day 3

Sep 20 – 21

Day 3•Sep 20•

29°C•2 Experiences

Arrival and Evening in Cleveland

Day 4•Sep 21•

30°C•4 Experiences

Rock and Roll and Departure

Days 4-8

Sep 21 – 25

Boston

Welcome to Boston, Massachusetts, where history meets charm! Explore the iconic Freedom Trail, enjoy cozy cafes in the North End, and take in the vibrant fall colors along the Charles River. This leg of your trip promises a perfect blend of historic landmarks, romantic spots, and affordable dining experiences for you and your wife to enjoy.