Skip to main content
Expedia logo
  • StaysStays
  • FlightsFlights
  • CarsCars
  • PackagesPackages
  • All-inclusive vacationsAll-inclusive vacations
  • Things to doThings to do
  • CruisesCruises

  • Deals
  • Groups & meetings
  • List your property
  • Support
  • Trips
  • Unlock instant savings with Member Prices
    • Sign in

    • Give feedback

Your somewhere starts here

Pick your preferred road trip vibes

Select three vibes below to build your own personalized three-stop road trip “tritinerary” along some of the USA's most beloved roadways.

Then explore your road trip recommendations by region below.

SERENE
SERENE
NATURE
NATURE
ADVENTURE
ADVENTURE
FANCY
FANCY
ICONIC
ICONIC
FOODIE
FOODIE

Our Tritinerary Suggestion

Chicago to Michigan Road Trip Tritinerary

View Tritinerary
01

Fine experiences from city to coast

FANCY
02

For urban explorers and outdoor wanderers

ADVENTURE
03

Sublime sand dunes and garden escapes

SERENE

Our Tritinerary Suggestion

Boston to Northeast Road Trip Tritinerary

View Tritinerary
01

Maine’s noteworthy National Park

NATURE
02

Step into the Gilded Age

FANCY
03

While away the day in Beacon Hill

SERENE

Our Tritinerary Suggestion

Nashville to Kentucky Road Trip Tritinerary

View Tritinerary
01

Music’s City’s greatest hits

ICONIC
02

Heritage-listed hotels and rooftop cocktails

FANCY
03

A tranquil mountain escape

SERENE
Check in to your next somewhere in the USA, for less
Hotel Deals

Check in to your next somewhere in the USA, for less

View Hotels

From roadside stays to tucked-away escapes, use this coupon for amazing hotel deals across the USA and make your road trip dreams a reality.

Expedia Group trademark logo

Company

  • About
  • Jobs
  • List your property
  • Partnerships
  • Investor Relations
  • Advertising
  • Affiliate Marketing
  • Newsroom

Explore

  • Canada travel guide
  • Hotels in Canada
  • Vacation rentals in Canada
  • Vacation packages in Canada
  • Domestic flights
  • Car rentals in Canada
  • All accommodation types
  • Travel blog
  • Rewards with One Key™

Policies

  • Privacy
  • Cookies
  • Terms of use
  • One Key™ terms and conditions
  • Vrbo terms and conditions
  • Expedia Rewards Terms
  • Legal information / Contact us
  • Content guidelines and reporting content

Help

  • Support
  • Cancel your hotel or vacation rental booking
  • Cancel your flight
  • Refund timelines
  • Use an Expedia coupon
  • International travel documents

Expedia.ca is represented in Québec by Tour East Holidays (Canada) Inc., a Québec licensee
Expedia.ca is represented in Ontario by Tour East Holidays (Canada) Inc., 150 King Street West, Suite 336, Toronto, Ontario, M5H 1J9. (TICO Registration number: 1616280)
© 2026 Expedia, Inc., an Expedia Group company. All rights reserved. Expedia and the Expedia Logo are trademarks or registered trademarks of Expedia, Inc.
Example ImageExample ImageExample ImageExample Image