As the leaves turn and the air grows crisp, many of us start dreaming of that perfect autumn getaway. In fact, a recent study found that 62% of adults over 50 are planning a leisure trip in the coming year. Whether you’re chasing golden sunshine, craving a wellness retreat or hoping to make cozy memories with loved ones, we’ve rounded up the best fall escapes tailored just for you.
Where to find the best weather this fall
If gorgeous sunshine and mild temperatures are at the top of your list, San Diego, California, won’t disappoint. With temperatures hovering in the 60s and 70s year-round, this coastal city offers a blissful mix of sun and sea without the heat or humidity. Stroll through the lush gardens of Balboa Park, spot sea lions at La Jolla Cove or enjoy a harbor cruise with stunning skyline views. The city is easy to navigate and filled with flat, walkable neighborhoods, says Appel. Whether you’re sipping coffee in Old Town or watching the sunset over the Pacific, San Diego is heavenly year-round.
Top wellness retreats for women over 50
Surrounded by majestic red rock formations and known for its healing energy, Sedona, Arizona, is a wellness lover’s paradise. “Women over 50 can appreciate its peaceful views, world-class spas and slow-paced charm, which make it ideal for unwinding without sacrificing scenery,” says San Antonio-based travel expert Lucy Appel, 54, who has traveled solo across the U.S. and Europe. Want to release tension? Book a sound bath or enjoy a massage with views of the natural cliff formations. Craving fresh air? Try a short hike along the Oak Creek Trail at Red Rock Crossing, a flat, 1½-mile out-and-back path with beautiful views. Or sign up for a scenic Pink Jeep Tour (PinkAdventureTours.com) to watch the red rocks glow in the warm light of sunset. The dry climate and natural beauty make it a soothing place to refresh, reflect and restore your mind and body—no matter your activity level.
Best girlfriend getaways for midlife travelers
“As a self-described ‘grandfluencer,’ I highly recommend Savannah, Georgia, for women 50+ looking for a girlfriend getaway,” says travel blogger Jenny Lynn Anderson (JennyLynnAnderson.com/travel-blog), 62, who also makes her home in the historic city. “It’s soulful and stylish while also being a lovely place to create lasting memories with friends—whether that means strolling under Spanish moss in one of the city’s 22 historic squares or staying out and enjoying the many restaurants, cultural activities and even dive bars till the wee hours of the morning.” Trolley tours also make group sightseeing easy, and the city’s tea rooms and art galleries provide plenty of fascinating experiences.
Best for music lovers
If you love toe-tapping tunes and rich musical history, Nashville, Tennessee, is a must-visit. “It should be on everyone’s bucket list because it takes you on an unforgettable journey through the heart of American music—from Hank Williams to Taylor Swift—offering iconic memorabilia, immersive exhibits and a deeper appreciation for the legends and legacy that shaped the music footprint of America,” says Anderson. Midlifers can enjoy museum exhibits, riverfront strolls and incredible barbecue—all with a soundtrack of country, soul and rock.
Best cruise for fall adventurers
Dreaming of epic views while relaxing with a coffee or a cocktail? A 7-day cruise through the Alaska Inside Passage is perfect for travelers looking for a relaxing adventure. Many cruise lines, like Holland America, have created a refined atmosphere and offer enrichment programs that cater to mature guests with music venues, nature talks and quiet lounges. You’ll sail past glaciers, go on excursions to spot whales and stop in charming ports like Juneau and Ketchikan—all without the hassle and effort of packing and repacking at each new location.
Best fall road trip
“Road trips are great because you can pack everything you need and you don’t have to worry about assistive equipment being lost or damaged,” says blogger Candy Harrington, who writes about travel for wheelchair and walker users on EmergingHorizons.com. Travel blogger Charlotte Simpson (@travelingblackwidow) agrees, “I love driving through any of the 63 national parks across the country—each one is unique and fabulous.” The top of her list is the Mighty 5 in Utah—Zion, Bryce Canyon, Arches, Canyonlands and Capitol Reef—because they’re easy to drive between. Simpson’s tip: “Get an America the Beautiful Senior Pass for those 62 and up, which runs $20 for an annual pass or $80 for a lifetime pass. It offers free entry to all parks plus additional discounts.”
Best for city for accessibility
History, culture, beauty and the ease of getting around make Washington, D.C., a fantastic pick for travelers who use mobility aids or want a stress-free experience. Most museums, including the Smithsonian network, the National Gallery of Art and the National Zoo, offer free wheelchair rentals and are fully ADA-compliant. The National Mall features wide, paved paths, and the city’s Metro system includes elevators and priority seating for people with disabilities and seniors. More good news: With most attractions free to enter, it’s also very budget-friendly.
Coziest fall spot for history buffs
If you love American history, Williamsburg, Virginia, lets you step back in time without sacrificing comfort or convenience. Founded in 1699, the destination features costumed guides, colonial buildings and horse-drawn carriages that bring the past to life. Visitors can take guided walking tours or explore the cobblestone streets at their own pace, with benches and shaded paths throughout. Nearby Jamestown and Yorktown round out the experience, offering immersive museums and waterfront charm. Bonus: Many attractions also offer senior discounts.
Caregiver tips for stress-free travel with loved ones
Whether sending your loved one alone or joining them for an exciting adventure, these tips will help ensure a safe, enjoyable and stress-free time for all!
Pre-send luggage
Using a service like Ship&Play, UPS or FedEx to ship bags ahead of time ensures your loved ones won’t have to stand in long lines or carry heavy luggage alone through an airport. And if you’re flying with them, it’s one way to reduce stress so you can focus on getting to your destination worry-free.
Create a doable itinerary
Look for a destination or guided tour that allows for different levels of activity and different pace or speed as well as options to rest, says Adam Plescia, founder and president of Custom Tours of DC. “While there is an occasional octogenarian who climbs Mt. Everest, skydives or goes to outer space, you’ll want to make sure you select or create an itinerary that your senior can handle.”
Manage expectations
“Seniors think they can walk farther, climb more steps and stand the heat much better than they actually can,” says Plescia. It’s worth discussing before they depart to make sure they know what’s in store and how not to take on more than they can handle.
Seek out accessibility
Accessibility is a top priority! Make sure accommodations and attractions are easy to navigate, with features like elevators, ramps and accessible restrooms, says Maureen Scalesi, the vice president of resident services at The Bristal Assisted Living. “Even if your loved one doesn’t typically use mobility aids, it’s worth considering a wheelchair or walker for long distances, as travel can be more physically demanding than their usual routine.”
Make health preparations
“Bring or send all necessary medications, including as-needed prescriptions, and pack a list of their medications, along with ID and insurance cards,” says Scalesi. “It’s also a good idea to carry medical equipment, chargers and a first aid kit.” Also smart: Prepare for the unexpected by carrying an emergency contact list and consider purchasing travel insurance that includes being medevacked out and other unforeseen circumstances, insists Simpson, who learned this the hard way when her husband ended up in a Costa Rican hospital after a fall.
Prioritize comfort
Make sure they pack clothing for layering to adjust to changing temperatures, advises Scalesi.
This story first appeared in the September 29, 2025, print issue of Woman’s World magazine.
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