Whether fall’s falling temperatures, foliage or prices inspire a jaunt, there are plenty of ways to enjoy the season if you travel. After all, while some destinations feature autumnal displays and traditions, still others promise great sightseeing conditions or a chance to extend summer a little longer. With that in mind, we’ve compiled, in collaboration with Hilton Hotels, a list of the best places to travel this fall, ranging from iconic cities like Boston, New York, Nashville, San Francisco and Houston to broader destination areas like Florida’s Tampa Bay, California’s Orange County or the island of Oʻahu in Hawaii. Whether you’re dreaming of a warm-weather getaway or seasonal escapes, you’ll find plenty of inspiration, along with Hilton stays that’ll place you in the center of the action.
Boston: A Classic New England Getaway
With colorful leaves, comfortable temperatures and fun places to go, this is where to get the full fall experience. Boston, one of New England’s most storied destinations, features a number of attractions, including the Freedom Trail, where you can learn about the sites associated with the American Revolution and the fight for freedom. Other highlights include the waterfront, of course, as well as the paths of Boston Common and photogenic Beacon Hill. Nearby Salem also works as a day trip from Boston and its historic sites, mystical shops and themed tours are especially popular in fall. Whether you stay in Boston or Salem, Hilton hotels offer a convenient base for exploring the region’s history and culture.
Recommended Hilton Hotels:
- Hilton Boston Back Bay
- Hilton Boston Park Plaza
Suggested Activities:
- Boston to New Hampshire Fall Foliage White Mountains Day Trip
- Day Trip from Boston to Salem Witch Exhibits
- City Cruises Boston: Signature Dinner Cruise
New York: Fall in the Big Apple

Sure, you’ll see a show of fall colors in Central Park, but you’re also getting cosmopolitan surroundings with crisp weather for sightseeing in the Big Apple. While the Statue of Liberty, Empire State Building and other iconic American attractions are must-dos at any time, don’t forget to have fun with your trip, whether you’re visiting New York City for the first time or returning to old haunts. September heralds New York Fashion Week and is a great time for visiting neighborhoods on foot or bike. And, maybe best of all, autumn ushers in prime Broadway season, rolling out after Labor Day into the hustle and bustle of the holidays. You’ll be able to see new plays, exciting revivals and musicals or intimate solo performances. Then round out your NYC trip with some people-watching and outdoor dining before or after a show.
Recommended Hotels:
- The New York Hilton Midtown
- Martinique New York on Broadway, Curio Collection by Hilton
- Waldorf Astoria New York
Suggested Activities:
- New York Fall Foliage Cruise up the Hudson River
- Private Hudson Valley Fall Foliage Helicopter Charter from Manhattan
- Small-Group Broadway Theater District and Times Square Walking Tour
Nashville: Music City in Peak Season
You’re also in for a treat in Nashville, Tenn. This tune-filled town, lovingly called Music City, is where beautiful fall weather pairs naturally with live performances, outdoor events and festivals. Whether you choose to stay downtown to experience Broadway and some Nashville attractions or head toward Music Row and the Vanderbilt area to get to know city’s quirky character a bit better, you’re in for a good time. Between honky-tonks, Southern cuisine and cool neighborhoods, it’s easy to understand why fall is one of the best times to visit Nashville.
Recommended Hotels:
- Graduate by Hilton Nashville
- The Untitled Hotel Nashville, Tapestry Collection by Hilton
Suggested Activities:
- Autumn Romance Escape: A Nashville Couples’ Getaway
- Ghosts of Nashville: Family-Friendly Ghost & History Tour
- Grand Ole Opry House
San Francisco: One of the City’s Best Times to Visit
San Francisco may have a reputation for fog, but luckily fall often is one of the city’s warmest and sunniest seasons to visit. It’s also an ideal time to cross the Golden Gate Bridge, ride a cable car or wander neighborhoods like Chinatown and North Beach. Whether you’re exploring local landmarks as a first-timer or visiting the waterfront for the hundredth time, you’ll see the sights better when summer crowds wane.
Recommended Hotels:
- Hilton San Francisco Union Square
- Parc 55 – a Hilton Hotel
Suggested Activities:
- Alcatraz Ticket & Cruise with North Beach Tour plus Night Option
- Fisherman’s Wharf
- Ghost Hunt in SF Chinatown with a Professional Investigator
Houston: Big-City Attractions in Cooler Temperatures
Houston, we have a fall destination! Space City may be known for space exploration, but it’s also a surprisingly good autumn getaway. In fact, the latter part of the year is one of the best times to go to Houston, when cooler temperatures and lower humidity make getting around more enjoyable. That makes it easier to visit attractions like Space Center Houston, stroll the Museum District or savor the city’s fusion-friendly food scene. Whether you’re interested in science, sports, culture or cuisine, you’ll find plenty of reasons to spend time outside before the holiday season arrives.
Recommended Hotels:
- Hilton Americas-Houston
- Hilton Houston North
Suggested Activities:
- The Ghosts of Houston Tour
- Houston CityPASS
- Houston Downtown Food Tour with 5 Tastings of Tradition & Fusion
Orange County, California: Beach Days Beyond Summer
Summer may be over, but sunny beach weather on the Orange County Coast isn’t. While the region’s coastline continues to earn “wave” reviews in fall, there’s plenty more to enjoy, starting with Disneyland Resort in Anaheim and extending to the charming seaside communities of Newport Beach and Laguna Beach. In Huntington Beach, better known as Surf City USA, it’s ideal to while away an afternoon watching surfers, strolling the pier and soaking up the sunshine.
AAA Recommended Hilton Hotels:
Suggested Activities:
- 1.5 Hour Surf Lesson in Laguna Beach
- Orange County Evening Harbor Wine Cruise Scenic Wine Tasting
- Walking Food Tour of Laguna Beach
Tampa Bay: Fun with Fewer Crowds
Experience the mildness of fall in Tampa Bay, a destination area encompassing Sunshine State favorites like Tampa, St. Petersburg, St. Pete Beach and Clearwater Beach. Generally, the weather gets better as fall progresses, welcoming fewer rainy afternoons and more outdoor activities and entertainment. You’ll be able to see popular attractions without summer’s unrelenting crowds or heat. Whether you’re into world-class art at St. Petersburg’s Salvador Dalí Museum, family-friendly theme parks like Busch Gardens Tampa Bay or the convenience and fun of the Tampa Riverwalk, which connects many of Tampa’s cultural attractions, there’s plenty to do for the whole family. And if you’re blending leisure and work, aka bleisure, Downtown Tampa offers walkable restaurants, hotels, waterfront views and even a chance to admire the ornate minarets of the Henry B. Plant Museum, a striking example of Moorish Revival architecture.
Recommended Hotels:
- Embassy Suites by Hilton Tampa Downtown Convention Center
- The Hiatus Clearwater Beach, Curio Collection by Hilton
Suggested Activities:
- The Florida Aquarium in Tampa General Admission
- Florida’s Beautiful Beaches and Waterways Private Tour
- Tampa Riverwalk Street Food by the Bay 3 Hour Walking Food Tour
Oʻahu, Hawaiʻi: A Tropical Shoulder-Season Getaway
Admittedly, Oʻahu isn’t generally what most people think of when fall rolls around. As much of the mainland trades beach days for sweaters, however, the island keeps offering warm weather, exciting adventures and likely fewer crowds. Whether you spend the day climbing Diamond Head, exploring Honolulu’s historic sites, visiting Pearl Harbor or simply unwinding on Waikīkī, fall can be an ideal time to visit this tropical destination. Seasonal events like the cultural Aloha Festivals, Hawaiʻi Food & Wine Festival and Hawaiʻi International Film Festival add another layer of revelry to this time of year.
Recommended Hotels:
- The Ambassador Hotel of Waikiki, Tapestry Collection by Hilton
- Hilton Hawaiian Village Waikiki Beach Resort
Suggested Activities:
- Bishop Museum
- Honolulu: Off The Beaten Path Food Tour
- Pearl Harbor, Dole Plantation, Polynesian Center from Waikiki
Frequently Asked Questions about Fall Vacations and Hilton Hotels
What are some recommended fall getaways in the U.S.?
Fall destinations recommended by All In Vacay and Hilton include Boston and New York for seasonal charm and colorful foliage; Houston, Nashville and San Francisco for mild weather and outdoor activities as well as Oʻahu, Orange County and Tampa Bay for travelers looking to extend summer fun. Hilton offers hotels and resorts in each destination to help make the most of your getaway.
Where can I see fall foliage in the U.S.?
New England destinations like Boston are known for leaf-peeping, though fall colors also can be found in many state and national parks across the Northeast, Midwest and Mountain West regions. If you’re tempted to linger a little longer, staying in a nearby Hilton can make it easy to explore scenic drives, walking trails and local attractions.
Which U.S. destinations have great places to stay and still have beach weather in fall?
Destinations like Oʻahu, Orange County and Central Florida often enjoy warm temperatures well into fall. Hilton resorts and beachfront properties can help you make the most of late-season sunshine and mild weather.
Why is fall considered shoulder season?
This latter time of year often falls within shoulder season because many destinations experience fewer crowds after the peak summer vacation period. Depending on where you go, fall can be a great time to find lower rates and enjoy a more relaxed travel experience.
What types of Hilton properties are best for a fall getaway?
Hilton accommodates a variety of travel styles with different types of properties, including city-center hotels, beachfront resorts and all-inclusive resorts. Whether you’re planning a weekend escape or a longer family vacation, there’s likely a Hilton property that meets your trip-planning needs.