While summer might get all the attention, fall is a wonderful time to take a road trip in the United States. The weather is still lovely throughout most of the country, fewer cars are out and about, and with a colorful display of changing leaves, the scenery is even more beautiful. The Inspirato Collection includes numerous residences and luxury hotel partners in the best destinations for hitting the road and soaking in everything fall has to offer. Rent a car or bring your own for these suggested itineraries.

Southern California

Start in beautiful San Diego, where Inspirato Members can stay in a beautiful residence just steps from La Jolla beach. Then, drive about two hours north to Dana Point, one of the most treasured vacation destinations in Orange County. At Monarch Beach Resort, members have access to amenities such as a private beach, preferred tee times, and kids’ programs. From there, it’s an easy drive up to the Rancho Palos Verdes peninsula, home of Inspirato Member-favorite Terranea resort. Finish up the trip in sunny Palm Springs with a round on the area’s 100+ golf courses.


New York City is a perfect start: indulge in fine dining, a Broadway show, and a stay with one of Inspirato’s luxury hotel partners. Next, escape the city and head to idyllic Cape Cod; the sandy beaches and calm water will have you relaxed in no time. It’s only a 90-minute drive from the Cape to Boston and Inspirato’s partner, The Lenox Hotel. Hop out of the car and tour the hotel’s historic Back Bay neighborhood on foot. Your final stop offers another break from urban life, in the mountains of Stowe, Vermont. Your itinerary might include hiking or golfing, but no matter what activities you schedule, make time to gaze at New England’s iconic autumn foliage.


Inspirato Members love this coastal region of South Carolina for its old-fashioned charm and family-friendly appeal, so this is a great road trip to take with kids in tow. Enjoy laid-back Isle of Palms before making the roughly 90-minute drive to Kiawah Island, another peaceful slice of coastal beauty. Make it an extended stop and play the island’s five championship golf courses. Next, keep heading down the shoreline to Hilton Head Island, ranked the best island in the continental United States by Travel + Leisure on multiple occasions. End back on the mainland in Palmetto Bluff and explore its perfectly manicured grounds.

Rocky Mountains

Colorado’s mountains are beautiful any time of the year, but from mid-September through October, they’re particularly breathtaking, blanketed in stunning hues of orange, red, and yellow as the leaves change. Start in lush Steamboat Springs at Inspirato’s spacious lodge-inspired residence, then drive through stunning scenery en route to always-popular Vail and Beaver Creek. White River National Forest is the backdrop for your next leg as you drive to Aspen and Snowmass; here, the area’s gorgeous namesake trees surround visitors at every turn. The final drive to Telluride is a bit more complicated, but the reward is worth the effort: unspoiled Rocky Mountain beauty with far fewer crowds to compete with.

These four trip ideas are only a few ways to make the most of Inspirato’s collection of more than 900 vacation options around the world. Explore all of the club’s destinations and get inspired for your own adventure, and subscribe to IN the Details content to stay up to date on Inspirato Members’ experiences traveling the globe.


  • Jane Norris says:

    Consider a cross country trip on the Lincoln Highway.

    • Madie says:

      If you are a beach fan, or golfer might be a consideration, but sounded boring to me. Colorado Mts was the most intriguing choice. Going to a big city sounds more like a long week-end trip, mostly for adults with golfing, broadway shows and fine dining. Grand Canyon, Yellow Stone, Beach Cottages, Skiing and even Family Cruises would be more intetesting to kids, I think. I did not forget Amusement Parks, those are usually 2 or 3 days excursions planned specifically for the Park. Sometimes 1 day.

  • Sierra says:

    I live at the western end of U.S. 50 and think it would be fun to drive it coast to coast! Also Route 66!

  • I need a vacation badly!!! says:

    I need a vacation badly!!!

  • BOB says:


  • Nancy says:

    The drive from Provo, Utah to Denver, Colorado along US Highway 40 is spectacular. There’s Rabbit Ear Pass way up in the Rockies, Steamboat Springs, wonderful scenery and assorted hot springs to soak away your travel fatigue. I’ve gone that way three times: first in 1972, then in 1981 and again in 2007. Each time it was a wonderful trek.

  • DKC says:

    Where’s UTAH ?
    I have skied throughout the world to include Colorado and the Best snow on earth is in UTAH❗️From the beautiful Wasatch Mountain Range to Mars like
    Red Rocks amazing national parks❗️
    Moab the Mecca for cyclists to amazing restaurants throughout UTAH. The best Seafood restaurant in a desert yes Market Street Grill & Fish market overnights fresh fish from around the world. Friendly locals something for everyone culturally diverse Opera to major sports teams❗️

    • Al says:

      Apparently you haven’t been to San Francisco or Seattle as after 37 years and being in the restaurant industry, there is nowhere that compares to those two cities when it comes to seafood. Sorry.

      • sarah says:

        But Al, with all respect, they said it was the best seafood IN A DESERT. San Fransisco and Seattle aren’t desert locations.

  • Alan Feldman says:

    If you love major sports here is the trip to take in the summer. Start in Detroit take in a Detroit Tiger game or two. Have fun in newly swinging downtown Detroit. Head out to Toronto, Ontario take HWY 401 to visit one of the world’s most beautiful cities. Spend time dining shopping and then spend hours in The Hockey Hall of Fame—you will love it and be fascinated with the history the fastest sport. Leave Toronto and head to Niagara Falls a must see—one of mother nature’s greatest feats. Back to America on to the New Thurway to Conastoga home of the International Boxing Hall of Fame. Spend time finding about the greatest in Boxing History. Leave this venue back onto the Thurway to paradise— The village of Cooperstown home of The Baseball H.of F. It will be mesmerizing—so quaint so Americana. Besides the baseball hall there is also the James Fenimore Cooper Museum a must see. But the Baseball’s Hall is my passion I have been there 8 times. Spend at least an entire day! Next get back on the Thurway to Albany the Capital of New York—but then you will go on the Northway and head towards Saratoga Springs home of the Racing Hall of Fame. SS is a fantastic tourist spot place with antique shops, older hotels great dining—heaven. Finally our last destination my very favorite place Lake George where I spent many summers of my youth. Stay for while relax and then return home to savior your wonderful Hall of Fame journey. Alan Feldman

  • Poopy says:

    Will argue the “best snow” comment. It is still in Colorado.

    The statement said “best seafood in a desert,” not best seafood ever. Do not believe San Francisco nor Seattle are deserts!!!

  • Gary says:

    Yellowstone National Park is an absolute must. Having visited all 48 mainland states, this tops all of my trips. We spent one week and could have spent another. Watch a video of the paint pots, Mammoth Falls, hot springs and pools, magnificent scenery and endless trails, and of course the geysers and other geological formations. We fly fished the rivers and streams – indescribable. We did a float trip past the Grand Tetons – grand is an understatement.

  • Eric says:

    I’m in awe of all God’s creation. I hope to do something like that someday!

  • Tatto says:

    If you are physically fit, hike down into the Grand Canyon to one of the many waterfalls. At this one fall at the bottom of the Grand Canyon there are spearmint plants which infuses the air with spearmint aroma. Don’t know if they were planted by hikers or grown naturally.

  • John says:

    If in grand canyon area…bryce and Zion also must see

  • Chuck says:

    We live in Oregon, and love seafood. This fall we plan to fly to Boston, then drive to Bar Harbor Maine. The plan is to eat as much Maine lobster as humanly possible, along the way, and to watch the morning sun come up over the ocean, rather than the sun setting in the west for a change.

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