5 Great Fall Date Ideas

​We all know the usual Fall date ideas of apple picking, hayrides, and corn maize mazes. But after a few times, this kind of autumn adventure with your sweetheart can get boring and old. Whether it's yet another first date or you want to keep your long term relationship fresh, switch things up with these date ideas.

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Artistic Options

Storm King Art Center

I Love NY

Pablo Picasso said, "The purpose of art is washing the dust of daily life off our souls." So take your sweetheart to see some art! Indoor museums and galleries are great any time of year, but outdoor art is especially fun in Fall.

Andres Cortina of Altour suggests taking a day trip up to Storm King Art Center in upstate New York. "The 500 acre outdoor museum celebrates nature unlike any other museum in the world. It is arguably the largest outdoor collection of contemporary art," he states. "Taking a walk between the rolling hills and setting a picnic underneath a set of beautiful orange and yellow trees is one of the most romantic day trips from New York City."

In New York City you can walk the streets from gallery to gallery as part of The Heart for Art gallery tour in Chelsea and the Lower East Side neighborhoods of Manhattan. This daily, two hour tour takes you through great contemporary art and ever changing exhibitions. You can learn some of the stories behind the most mesmerizing pieces.

Or for those on the other side of the country, take a walk through Napa Valley, CA on a Napa ARTwalk. You can stroll through this biannual, rotating exhibition of juried sculptures on a self-guided tour available on a free smartphone app, Otocast. After the walk take in some wine. Fall is Cabernet season in Napa Valley!

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Historical Hangout

English summer village

Plimith Plantation  

Learn something about the past together on a day trip to a historical site in your area. There is rich history all around us, from First Nations and Native Americans, to Civil War fighters and civil rights marchers. For example, Plymouth County in MA is a perfect Fall date destination.

Paula Fisher, the Director of Marketing & Group Services at Plymouth County Convention & Visitors Bureau says Fall is a popular season for their historic area. "Unlike so many other destinations where when summer ends so do the places to go and things to see, Plymouth County begins it most busy season leading up to November and all that brings Thanksgiving to mind."

In this case, you can walk through Plymouth’s well-known Pilgrim and Native American history at places like Plimoth Plantation and Pilgrim Hall Museum, plus three centuries of Plymouthians homes belonging to the Plymouth Antiquarian Society. Experiences like these give you and your love something to learn and discuss together for years to come. Step back into time while contemplating your future together.

In DC, they mix their history with mixology. At the Willard InterContinental Washington, DC, they host a monthly event called History Happy Hour. "The two-hour event distills American history through cocktails, while also providing attendees a hands-on class on the art of cocktail making," says Janet Scanlon, their Senior Marketing Manager. The event is led by Jim Hewes, a venerable mixologist and legendary bartender at The Willard's iconic Round Robin Bar. It features a rotating host of historians, authors and journalists plus a mixology lesson "straight up" with history "served long", a perfect pairing for cocktail aficionados and history buffs.

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Cozy Getaway


Paradise Hills 

Fall offers cooler temperatures to do more outdoors activities. Matthew W. Pacer of Paradise Hills in Northern Georgia says that “so many activities that seemed hot and uncomfortable sound appealing due to the change in weather,” he states. “People in relationships often find this time of year ideal for planning trips or enjoying Fall activities, however, the traditional hay rides, apple-picking trips, and corn mazes can lose their luster after years of the same old thing.” His suggestion for spicing things up is to take a private trip to a cozy cabin. While there, spending time outdoors doing things like hiking or visiting local wineries is optional. The cabin atmosphere and your sweetie are all that you need.

Bethany Ricciardi, a Sex & Relationship Expert with TooTimid couldn't agree more. She says to find a cabin that’s set far away from most civilization, and to "ask your partner to come out and enjoy the nature with no phones or technology...It will be an amazing experience for the both of you and you’ll really be able to bond. There will be no distractions and you can solely focus on your partner and your relationship!" Light a fire and spend the night in instead of hitting the town.

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Get Wild Together

Safari West jeep

Safari West 

Let your animal attraction take over with a trip to a zoo, animal shelter, petting zoo, farm, or even a safari! Learn about animal conservation, volunteer, or just enjoy the animal antics together.

In California, you can go on Safari and visit with Hollywood's retired animal actors while sipping on wine on one of the Malibu Wine Safaris. Located in Conejo Valley, on Saddlerock Ranch, it's filled with zebras, and other wild animals. Add in wine and you're in for a great time!

Or stay overnight in a glamping tent and trek through different wild animal enclosures at Safari West in Santa Rosa, CA. Fall asleep to the sounds of wild animals, or join in to make some sound of your own.

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Go for a Ride


Conway Scenic Railroad 

Enjoy the autumn weather with your beloved by your side. A Fall foliage ride is always a popular date option for Fall, but think outside the box. Try renting a snazzy car and taking for a spin for the day. You can even hop on a Harley and cruise around while taking in the sites. And a boat ride is an idyllic option for canoodling with your sweetie while taking in the fresh Fall air.

One of the best rides for a Fall date is by rail! Hop on a train, like the Conway Scenic Railroad or Hobo Railroad in New Hampshire to take in the scenery while you chat. Heather Fillion of the White Mountains Attractions Association in New Hampshire suggests, "Enjoy the foliage while experiencing a different means of travel. Better yet, get tickets for a dinner train and expand your date night!"