Autumn is one of the most romantic times of the year. With our special someone beside us, we watch as the leaves change from green to various shades of gold, rust and red. Cozy sweaters come out of hibernation as temperatures cool and we need our significant others to cuddle up to at the end of a long day. At TripAdvisor Rentals, we’ve compiled a list of 15 romantic fall getaways to help you and your special someone take advantage of autumn’s natural beauty while exploring an amazing new place.
Couples planning a romantic escape this fall may want to consider booking a rental property for their stay. Rentals offer a more peaceful and intimate experience for travelers, plus total privacy for all things romantic, whether that be a candlelit dinner (take advantage of the full kitchen!) or a Netflix binge—or both at the same time. Each destination on our list has a variety of great properties available to book right on TripAdvisor, from cozy cabins tucked among the foliage to downtown apartments steps away from great restaurants and nightlife.
And once you decide on your romantic fall getaway spot, you can book amazing tours, excursions, activities, and other travel experiences all right here on TripAdvisor! Our new 24-hour cancellation policy (on in-destination experiences) means you can pre-book before arriving, but still have the flexibility to cancel if your itinerary changes.
Willamette Valley is a land of rolling farmland and orchards that leads to nearby Portland. During the autumn months, it’s transformed by the gorgeous reds, oranges, and yellows of changing leaves. For your romantic fall getaway, this destination won’t disappoint. Consider booking a Triangle Wine Country Tour where your expert guide will take you to four unique local wineries for tastings. Visit Washington Park to hike miles of trails together or, if you prefer a more sedate pace, take a stroll through the romantic rose garden. The park also includes a beautiful Japanese garden and a zoo. It’s also a stop on the Best of Portland Small-Group Sightseeing Tour.
Take a trip to Hocking Hills and you’ll be surrounded with natural beauty, especially as the colorful foliage takes over during the fall. Visit Old Man’s Cave, an outdoor oasis with multiple waterfalls on a trail along a Blackhand sandstone gorge. Nearby Cedar Falls Hiking Trail traces a lovely route through forested areas where you’ll find rock formations and crystal-clear cascades . One of the most spectacular ways to take in the area’s fall foliage is on a Hocking Hills Canopy Tour, a world class zipline adventure with treetop observation platforms dotting the way. Romance is certainly in the air for nature lovers in Hocking Hills, with plenty of charming cabins and homes available to book here for the ultimate romantic fall getaway.
Postcard views await during autumn in New Hampshire, and North Conway is no exception. Located in the scenic Mt. Washington Valley, this city is full of historic buildings, antique shops, bookstores, bakeries, and the majestic beauty of the surrounding White Mountains. On a White Mountain Tour with Aerial Tram, you’ll be treated to breathtaking views of streams, valleys, and mountains from the famous Kancamagus Highway. Stop along the way for scenic walks and then board an aerial tram for views stretching from New Hampshire to Vermont. Spend a romantic afternoon with your significant other at the White Mountain Winery, sampling wines made right on the premises. You’ll find some stunning rental properties in North Conway, from quaint classic cabins tucked away among the changing trees to charming homes closer to downtown.
If you love a romantic getaway amid the colorful fall foliage but prefer slightly warmer temperatures, then Louisville could be the perfect choice. Both The Parklands of Floyds Park and Cherokee Park are local highlights where you and your partner can stroll or bike along scenic pathways as leaves of the warmest hues fall around you. Consider booking a Mint Julep Experience tour where you’ll explore local distilleries, breweries, wineries, horse farms, landmarks, and some of Louisville’s best local restaurants, while learning about the famous locally invented cocktail. Choose between preset itineraries or design your own to match your interests. Historic Victorian homes and centrally located urban lofts are available to rent for a truly memorable—and oh so romantic—getaway.
You can feel the romance in the crisp fall air of Kansas City, where there are so many great attractions for you and your beau to experience together. For an afternoon of culture and visual beauty, visit The Nelson-Atkins Museum of Art, a stop on the popular Kansas City Hop on-Hop off Bus Tour. The museum is famous for its impressionist and post-impressionist art, Asian art, photography, and American paintings. Outside, you’ll find a beautiful sculpture garden which is the perfect spot for a picnic. At the Ewing and Muriel Memorial Garden, you’ll find a natural sanctuary within the city to sit, relax, and take in the gorgeous grounds and plant life. Charming homes and apartments are available to rent in Kansas City, with several located just steps from downtown, putting you right in the heart of the action.
Though Aspen is known worldwide for its winter sports, its fall season is not to be underestimated. Looking out at the beauty of the surrounding mountains is a truly unforgettable experience that lends itself perfectly to a romantic getaway. To take in the nature first hand, go for a hike at Maroon Bells, considered the most photographed place in Colorado. Here, you’ll discover a clear and reflective lake beside two snowy mountains; Maroon Peak and North Maroon Peak. During the fall, the lake’s mirror surface reflects the rusty colors of the foliage in a breathtaking spectacle special to this season. Consider joining Aspen’s Off the Beaten Path Tour for a relaxed tour of the town’s scenic neighborhoods and nature paths. Rentals in Aspen include classic lodges and cabins as well as modern homes and apartments, many with mountain views.
Leavenworth is a Bavarian-style village located in the Cascade Mountains. You’ll feel like you’ve been transported to another time and place in this unique town, particularly during the colorful and crisp autumn months. Waterfront Park offers scenic hiking trails along the stunning Wenatchee River with view of snowy mountains in every direction. At Silvara Vineyards, a Leavenworth winery surrounded by the Cascades, you can indulge in private wine tastings paired with gourmet food in a cozy lodge complete with stone fireplaces. Experience authentic cabin living in one of many rental properties ranging in size from charming and cozy to vast and glamorous.
Looking to ditch the hiking jacket and enjoy more comfortable temperatures on your romantic fall getaway? Wimberley may just be the ideal spot. Though this city may not boast quite such vibrant fall foliage as some of our other destinations, it certainly doesn’t lack natural beauty. Take a drive up Devil’s Backbone for dazzling views of the Texas Hill Country or, if you’re feeling adventurous, fly above canyons and creeks with valley views for miles in all directions with Wimberley Zipline Adventures. To “wine-d” down, why not join a Taste of the Hills Wine Tour to visit three beautiful local vineyards for tours and tastings? A vacation rental is a great choice for couples looking to enjoy a romantic getaway in a relaxed setting that feels like home. You’ll find plenty of options in Wimberley, rom waterfront cabins to contemporary ranch-style homes.
Surrounded by picturesque mountains and natural beauty, Park City is a truly special romantic fall getaway. To take in the sights, a drive along the Guardsman Pass Scenic Backway is a must. Be sure to take lots of pictures, because you’ll want a memento of the miles of snowy mountain tops and incredible fall foliage you’ll see. Back in town, stroll through the Park City Main Street Historic District to discover quaint shops, local food, and the Sunday farmer’s market. On a Gourmand Food Tour, your friendly guide will show you some of the best cuisine on Main Street while explaining the history of the restaurants, the street, and Park City itself. Book a rental for your romantic fall getaway to Park City—and imagine cozy evenings by the fireplace with red and orange leaves fall outside.
Pigeon Forge is a fall getaway spot for mountain-lovers looking to keep the warmer temperatures around for a little longer. We can’t talk about Pigeon Forge without mentioning the famous Dollywood, one of the world’s best and most beloved theme parks located in the foothills of the Smoky Mountains. You and that special someone can enjoy over forty rides and attractions as well as the awesome live musical entertainment. For the couple that loves a thrill, check out Smoky Mountain Ziplines, which will have you soaring high over the trees with unparalleled views of the town below and the peaks above. Visit Mill Bridge Winery, a stop on the popular Gatlinburg Local Moonshine and Wine Tasting Tour, for a relaxing tasting led by a friendly and knowledgeable staff.
On the shores of Lake Pend Oreille’s expansive blue waters is Sandpoint, a city which resembles a postcard in the fall due to its vibrant foliage. This natural beauty together with awesome attractions and delicious food make it an ideal spot for your next romantic fall getaway. A hike along the McKinnick Trail, with its breathtaking scenery and views of the lake, is a must for visitors. With Mountain Horse Adventures, you’ll be riding on horseback in the mountains of Idaho’s Panhandle, a romantic excursion complete with unparalleled views (and don’t worry if you’re not an experienced rider, as beginners are welcome, too). Dine at Forty One South, a gorgeous cabin-style restaurant overlooking the lake, for a sunset dinner for two that’s as delicious as it is romantic.
For your romantic fall getaway in Boston, you can’t miss a visit to America’s most historic ballpark, Fenway Park. Catch a game if you’re an avid fan, or just take a memorable tour of the iconic park for the photo ops. Stroll through Boston Public Garden, pausing to take an adorable photo on the bridge that spans the water. The garden is a stop on the Freedom Trail Walking Tour, which is an amazing way to see the city on foot while learning about its fascinating history. For some tasty Italian fare, be sure to check out Boston’s North End, famous for its cuisine as well as its historic architecture including the house of Paul Revere. There are plenty of beautiful apartments to rent in Boston, located to help you see the most of this vibrant city during your romantic getaway.
Nashville is home to one of America’s most iconic sites, the historic Grand Ole Opry. On your romantic fall getaway, consider taking a backstage tour of the venue which has catapulted some of America’s biggest stars to fame. The Opry is a stop on the Live Nashville Walking Tour, where you’ll learn about the city’s history and walk the same sidewalks as country music icons like Johnny Cash. To take in the beauty that is fall in Nashville, visit Edwin and Percy Warner Park, a 2681-acre park packed with miles of biking and walking trails as well as plenty of romantic picnic spots.
Avalon is the perfect romantic fall getaway for couples who aren’t quite ready to say goodbye to summer. This beautiful city, located on Catalina Island, boasts ocean views for miles in all directions and dozens of amazing attractions. Take a jeep tour, hike, or bike the many trails of the stunning Catalina Island Conservancy, where you can observe and photograph wild buffalo (from a safe distance of course!). Avalon is home to the Catalina Island Casino, built in 1919 and named “casino” for the Italian meaning of the word, “a gathering place.” On a tour of the Casino, you’ll learn all about the glamorous hundred-year history of this cultural hub. Thanks to its perfect ocean location, many of Avalon’s charming rental properties offer ocean views for you and your better half to enjoy.
Many visitors to Cape May come during the summer months, but this resort’s location is just as stunning during autumn. The weather has cooled to a more comfortable temperature, the crowds have disappeared, and the foliage paints the town golden. The Cape May Winery is a great spot for couples to enjoy a wine tasting, and the beautiful outdoor seating area makes an ideal place for a picnic. On a Cape May Food Tour, your guide will take you to sample food from local restaurants, strolling downtown in between bites to learn about the city’s history and unique architecture. Cape May has rental properties galore, so take a look and find the perfect place to spend a romantic weekend away with your special someone.