Reasons to Visit Montauk, New York, a Popular Summer Vacation Spot, in the Fall

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upstate New York pumpkin patch

 

Spread some autumn cheer at local festivities



Classic fall traditions are huge in Montauk. Fairview Farm at Mecox is your one-stop shop for all things festive and fall. Visit their pumpkin patch for pumpkin picking and their iconic corn maze, featuring eight acres of corn. Taste the fall flavors of upstate New York at their farmers market, boasting seasonal, local produce. To satisfy a sweet tooth craving, visit the on-site farm kitchen with indulgent, homemade treats such as apple rhubarb and pumpkin pies.

The town also holds an annual fall fest every October with live music, festive food, raffle prizes, and a clam chowder contest. Speaking of clam chowder, you can’t leave without ordering a bowl of the famous nautical dish that’s a staple in the Northeast. Bigelow’s New England Fried Clams is a local favorite. The clam shack is nestled on the western tip of Long Island, and its white-washed picket fences give the eatery its New England charm. The retro diner-style sign reads “Since 1939,” validating its status as a long-valued gem in the community.

Stop by the Montauk Brewing Company for a pumpkin ale on the patio while enjoying the company of friendly residents. This small-batch brewery is located in the heart of Montauk and was founded by a trio of locals. The brand focuses on seasonal flavors to reflect the climate and topography of their home state.

Cozy up at a fall resort

s'mores bonfire in fall



One of the many luxuries of planning an East Coast fall getaway is you often have no trouble snagging reservations at the hotel of your choice. Montauk has no shortage of stylish boutique hotels that are just as charming in the fall as they are in the heat of summer. If you’re looking for an oceanfront resort that doubles as a cozy fall retreat, check out Marram. This idyllic hotel knows how to cater to sweater weather. Fire pits scattered on the sandy shores are perfect for toasting marshmallows on chilly nights, and traditional Latin American dishes populate the menus.

Alternatively, stay at Gurney’s, a luxury resort with an intimate, laid-back vibe. Daily wellness classes such as yoga and meditation make for a restorative weekend retreat to give yourself a bit of extra pampering. If it’s too chilly for a beach day, their seawater spa pool is a great alternative while watching the fall colors from an indoor setting.

Dave Pennells

By Dave Pennells

Dave Pennells, MS, has contributed his expertise as a career consultant and training specialist across various fields for over 15 years. At City University of Seattle, he offers personal career counseling and conducts workshops focused on practical job search techniques, resume creation, and interview skills. With a Master of Science in Counseling, Pennells specializes in career consulting, conducting career assessments, guiding career transitions, and providing outplacement services. Her professional experience spans multiple sectors, including banking, retail, airlines, non-profit organizations, and the aerospace industry. Additionally, since 2001, he has been actively involved with the Career Development Association of Australia.