Road Trips

Ideas on where to go, and how to prepare, for your next road trip—at home or abroad.

Navy Pier in Chicago is the official start of Route 66.
Road Trips
4 Can’t-Miss Places to Stop on Illinois’ Route 66
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Left: Midpoint Cafe exterior; right: "Ugly Crust Pie"
Road Trips
7 Tasty Desserts on Route 66 to Stop and Try—From Root Beer Bread Pudding to Oatmeal Pie
April 24, 2026 12:50 PM
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Amy Bizzarri
Two men on paddle boards, with sand dunes on one side
Road Trips
This Florida Mini Road Trip Rolls Along 24 Miles of Powdery Beaches, Dune Lakes, and Seafood Restaurants
April 8, 2026 02:15 PM
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Terry Ward
Left: Santa Fe, New Mexico, United States - July 19 2018: Entrance to the Sculpture Garden at the New Mexico Museum of Indian Arts and Culture; right: long stretch of road in the American Southwest
Road Trips
Route 66 Has Long Appropriated Native American Culture—Now Indigenous Communities Are Changing the Narrative
March 30, 2026 12:38 PM
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Mona Gable
aerial view of Orange Beach in Alabama
Road Trips
The Best Road Trips in the South
March 18, 2026 09:20 AM
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Ashlea Halpern
Scenic road in Upstate New York overlooking the Catskill Mountains in the distance
Road Trips
The Best Road Trips in the Northeast
March 18, 2026 09:14 AM
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Ashlea Halpern
rocky butte formation in a flat brown landscape in Utah, as seen from the window of a car
Road Trips
The Best Road Trips in the West
March 18, 2026 09:13 AM
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Ashlea Halpern
Aerial view of country roads in South Dakota
Road Trips
The Best Road Trips in the Midwest
March 18, 2026 09:11 AM
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Ashlea Halpern
Burns Lake in Big Cypress National Preserve (L); Aerial of Big Cypress National Preserve (R)
Road Trips
Stargaze, Tour Observatories, and Visit NASA on This Cosmic Road Trip in Florida
March 13, 2026 02:31 PM
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Nick Dauk
Charleston city downtown skyline, cityscape of South Carolina in USA
Road Trips
Drive From Story to Story on These 13 Road Trips in the 13 Original Colonies
March 10, 2026 06:01 PM
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Kemi Ibeh
Historic Route 66 Sign in Street Pavement Beautiful Blue California Sky and Mojave Desert.
Road Trips
If You Want to Celebrate Route 66, Head to . . . Europe?
March 6, 2026 01:00 PM
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Miranda Mullings
Oregon coast
Road Trips
Where to Go for Spring Break: 5 Great U.S. Road Trips for Every Family
February 28, 2026 02:07 PM
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Terry Ward
Murrieta Hot Springs Resort (Oasis Pool shown on the left)
Road Trips
7 Detour-Worthy Hot Springs Within an Hour’s Drive of Route 66
February 18, 2026 12:03 PM
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Matt Kirouac
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Road Trips
If You Can Celebrate the Route 66 Centennial in Only One Place, Make It This City
January 29, 2026 05:26 PM
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Matt Kirouac
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Winter 2026
Big Flavors, Small Villages: Why Spain’s Star Chefs Are Setting Up Michelin-Starred Restaurants in Tiny Towns
January 7, 2026 09:45 AM
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Lisa Abend
Route 66 pavement sign with Mojave desert red rock mountains.
Road Trips
Route 66 at 100: Road Trips, Stargazing, National Parks, and Vintage Hotels. Hit the Road
December 16, 2025 06:00 PM
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Billie Cohen
yifu-wu-unsplash.jpg
Road Trips
11 National and State Parks to Add to Your Route 66 Road Trip
November 18, 2025 02:09 PM
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Jackie Bryant
View of Route 66 from a car window
Road Trips
Sing Your Way Along This Music Lover’s Route 66 Road Trip
November 14, 2025 07:35 AM
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Justin Goldman
Left: Bradford House's Lantern Room; right: Bradford House's Historic Grand King
Hotels We Love
Neon-Lit Landmarks and Stylish Adobe Hotels: Our Favorite Places to Stay Along Route 66
November 11, 2025 08:01 PM
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Matt Kirouac
2 Red Adirondack chairs overlooking grasslands national park, saskatchewan, canada
Off The Tourist Trail
Dig for Fossils and Stargaze in a National Park on a Road Trip Through an Underrated Canadian Province
November 6, 2025 01:45 PM
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Billie Cohen
Highway 71 cuts through the Arkansas Ozarks, which are peaking with gorgeous fall foliage right about now.
Road Trips
Now Is the Moment to Visit the Country’s Most Underrated Fall Foliage Route
October 15, 2025 05:40 PM
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Taryn Shorr-McKee
Bird's eye view of a road winding through red rock country in Nevada
Road Trips
The Hottest Trend in Luxury Travel? Personalized U.S. Road Trips
September 29, 2025 03:12 PM
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Stacey Lastoe
Route 66
Road Trips
Stargazing, Planetariums, Dark Sky Cities: The Best Places for Astronomy Lovers Along Route 66
August 12, 2025 11:25 AM
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Stefanie Waldek
Road cutting through yellowing trees
Road Trips
12 U.S. Fall Foliage Drives Full of Winding Roads, Gorgeous Colors, and Scenic Overlooks
August 6, 2025 06:51 PM
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Chloe Arrojado
The exterior of the Skyview Los Alamos
Hotels
14 Upscale Motels in California with 1950s-Style Pools, Retro Design, and Pacific Ocean Views
July 23, 2025 12:21 PM
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Mae Hamilton
Embrace the Slow Life—and Maybe a Few Trees—in Big Sur
Road Trips
California’s One of the Best States for Road Trips—11 Photo-Worthy Drives That Prove It
July 17, 2025 09:46 AM
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Jessie Beck
Seven Mile Bridge Overseas Highway
Road Trips
7 Coastal U.S. Road Trips With Incredible Views
June 17, 2025 01:52 PM
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Chloe Arrojado
The Linn Cove Viaduct, at mile marker 304.4, was one of the most ambitious and technically challenging segments of the Blue Ridge Parkway.
Road Trips
8 Road Trips Through Iconic U.S. National Parks
June 11, 2025 02:43 AM
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Chloe Arrojado
Driving across blue and red states taught one gay couple a few tips and safety considerations for LGBTQ travelers.
LGBTQ Travel
6 Safety Tips My Husband and I Learned Road-Tripping Across the U.S. as a Gay Couple
June 3, 2025 11:59 AM
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Matt Kirouac
Door County, Wisconsin, is one of the many easy-to-reach day trip destinations from Chicago.
Weekend Getaways
The Best Weekend Getaways From Chicago for Beaches, Museums, and More
May 28, 2025 05:47 PM
 · 
Katherine LaGrave
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