Husband and wife walking along beach and laughing with two daughters.

TRAVEL INSPIRATION, Montauk, Community, Family

Find Yourself in Montauk This Fall

By Editor 2023, September

As the summer crowds dissipate and the leaves start to change, the Hamptons and Montauk transform into a serene autumn wonderland. With crisp air and fewer tourists, fall is the perfect time to visit our idyllic destination. Whether you're planning a girlfriend getaway, a family-friendly trip, a romantic couples' retreat, or an active adventure, we've got you covered with the best activities, community events, wellness experiences, and dining options for each type of traveler.

Two friends toasting red wine over the firepits at Gurney's Montauk.

Girlfriends Getaway

Wine Tasting in the Vineyards
For a memorable girlfriend getaway, explore the local wineries. Enjoy a day at the Wölffer Estate Vineyard. Sample delicious wines and savor artisanal cheeses while taking in breathtaking vineyard views.

Spa Day
Pamper yourselves at Gurney's Montauk Resort & Seawater Spa. Services include massages, facials, and access to the famous seawater pool and bathhouse.

Dining Delights
Indulge in a culinary adventure at Nick & Toni's, a Hamptons classic. Open year-round, their farm-to-table menu features seasonal delights like pumpkin ravioli and apple pie.

Husband, wife and two daughters tiptoeing towards the breaking waves on the beach.

Family-Friendly Trip

Pumpkin Picking
Visit Hank's PumpkinTown for a quintessential fall experience. Enjoy hayrides, a corn maze, and the chance to pick your own pumpkins.

Montauk Lighthouse
Climb to the top and watch the sunset with the whole family, creating lasting memories. Plus visit the Oceans institute now with a virtual aquarium.

Quaint Cafés
Drop by Naturally Good for healthy kid-friendly meals treats. Their cozy atmosphere and delicious food make it a fall favorite.

Annual Montauk Fall Fest
Columbus Day Weekend, Oct 7th & 8th Enjoy food trucks, beer & wine, live music, fresh oysters & clams, bounce houses, kids activities, farmers market and the clam chowder contest!

Couple lounging on the couch in robes enjoying a morning moment.

Couples Retreat

Sunset Beach Strolls
Take a romantic walk on the beaches of Montauk during the "Golden Hour." The changing colors of the sky create a magical backdrop for couples looking to reconnect.

Montauk Point State Park
Embark on a "Couples Hike" at Montauk Point State Park. The panoramic views are especially enchanting as the foliage turns vibrant shades of red and orange.

Fine Dining
Reserve a table at The 1770 House in East Hampton for an intimate dining experience. Their seasonal menu is perfect for a special evening out.

Man surfing on wave as wave crashes in front of him.

Active Adventure

Hiking and Biking Trails
Explore the beautiful fall landscapes by hiking or biking the scenic trails in Hither Hills State Park or Shadmoor State Park.

Montauk Surfing
Catch the perfect wave during the off season. Local surf schools offer lessons for all skill levels.

Healthy Eats
Head to Joni's Kitchen in Montauk for fresh, health-conscious meals. Their smoothie bowls and salads are ideal for active travelers.

Crowd enjoying a private event at Gurney's Montauk.

Community Events and Tips

Don't miss the "Hamptons International Film Festival" from October 5th to 12th for a dose of culture.

Check out local farmers' markets, like the East Hampton Farmers Market, for seasonal produce and artisanal products.

Fall in the Hamptons and Montauk offers a diverse range of activities for every type of traveler. Whether you're sipping wine with friends, exploring with your family, kindling romance, or seeking adventure, these destinations have something special to offer during this enchanting season. So, pack your bags and immerse yourself in the autumn beauty of these coastal gems.