Fall into Paradise with the Best Autumn Activities Near Margaritaville Times Square

Fall in NYC, Margaritaville Style

Crisp mornings in Central Park, golden leaves drifting through Bryant Park, and Broadway lights sparkling earlier each evening, fall in NYC is nothing short of magical. Fall is a season that seamlessly blends cozy afternoons with cultural energy, and from Margaritaville Resort Times Square, you get to experience it all without missing a beat.

As the city transitions into autumn, our resort offers a one-of-a-kind contrast: island-style comfort in the heart of Manhattan. Sip frozen margaritas while wrapped in a cozy sweater on the rooftop, dip into the heated pool with skyline views, and step outside into the heart of New York’s fall festivals and foliage.

Perfect for couples, weekenders, or anyone seeking an NYC fall getaway, Margaritaville balances the best of both worlds. You don’t have to choose between autumn adventures and poolside vibes, as when you stay with us you can have both.

Where to See Fall Foliage Near our Times Square Resort

You don’t have to leave Midtown to catch some of the best fall foliage in NYC. From our doors, the city’s seasonal beauty is just a short walk away.

• Bryant Park - Only two blocks from the resort, Bryant Park offers tree-lined paths glowing with autumn colors. Grab a latte from a nearby café or browse the seasonal kiosks at the Bryant Park Winter Village when it opens in late October.
• Central Park - An NYC classic, Central Park is unbeatable in the fall. Iconic spots like Bow Bridge, The Mall, and Bethesda Terrace transform into backdrops of red, orange, and gold – perfect for photos or a romantic stroll. The park is an easy 15-minute walk or quick subway ride from Margaritaville.
• The High Line - For a unique perspective, head to the High Line. This elevated park blends cityscapes with fall plantings and seasonal art installations, making it an inspiring autumn walk just a short subway ride away.

Fall Events & Things to Do Around NYC

Fall in New York brings a full calendar of cultural highlights and seasonal celebrations, all easily reached from Margaritaville Resort Times Square. Here are some can’t-miss NYC fall events happening between September and November.

Circle Line Fall Foliage Cruises

See the city from a whole new angle on a Circle Line Fall Foliage Cruise. These seasonal boat tours sail up the Hudson River, giving you front-row views of the Palisades and vibrant autumn leaves just beyond Manhattan. 

Pair it with onboard drinks and snacks, and you’ve got a half-day excursion that feels equal parts sightseeing and relaxation. The best part? You’ll return right back to Midtown, just a short ride from your Margaritaville base.

NYC Food & Cultural Festivals

Fall is festival season in the city. Foodies will love the New York City Wine & Food Festival, which takes place in October with tastings, chef demos, and events throughout Manhattan. 

For something more arts-focused, the New Yorker Festival brings together writers, thinkers, and performers for a weekend of cultural deep dives. Both are just a quick walk or subway ride from the resort, making it easy to blend city buzz with Margaritaville’s laid-back energy.

Broadway Shows

When the evenings turn crisp, Broadway heats up. Fall is a prime time to catch both long-running classics and exciting new productions. From musicals that will have you singing along to dramas that spark conversation, there’s always something for every mood. After the show, skip the cab line – Margaritaville Resort is just steps from the theater district.

Village Halloween Parade

If your trip falls around late October, don’t miss the Village Halloween Parade, one of the city’s most iconic fall events. Expect elaborate costumes, giant puppets, live bands, and an atmosphere that takes over Greenwich Village. It’s an unforgettable autumn night out, and easy to reach from Times Square by subway.

Bryant Park Winter Village

Starting in late October, Bryant Park’s Winter Village opens just two blocks from Margaritaville. While it lasts through the holidays, its early-season debut makes it a great fall stop: sip hot cocoa, browse artisan vendors, or take a spin on the ice rink framed by trees glowing in autumn color.

Back at the resort, you can unwind in tropical comfort with a seasonal cocktail, a warm meal, or a dip in the heated rooftop pool. Fall in NYC means full city access paired with a calm, resort-style retreat when you’re ready to recharge.

Warm Up on the Margaritaville Resort Rooftop: Bars & Dining with a View of Times Square

After a day of leaf-peeping or exploring, return to the resort for a tropical spin on fall evenings. No reservations, no hassle – just skyline views and good vibes.

• 5 o’Clock Somewhere Bar – Unwind with seasonal cocktails during golden hour. Think spiced margaritas or classic frozen drinks enjoyed with Times Square as your backdrop.
• License to Chill Bar – Enjoy small bites and warm snacks while still soaking in the skyline energy.
• Margaritaville Restaurant – Gather for hearty entrees and relaxed dining. Expect comfort food favorites with a tropical twist, plus weekly entertainment that keeps the mood lively.

Explore all your Dining & Bars options without ever leaving the property.

Cozy Up with Fall Perks & Resort Comforts

While NYC in autumn is all about exploring parks, festivals, and crisp city streets, your downtime should feel just as rewarding. At Margaritaville Resort Times Square, fall travel is both cozy and convenient, with unrivalled resort amenities just steps away.

• Heated Rooftop Pool – Open year-round, the pool is perfect for a brisk morning dip or an evening swim under the lights of Times Square. Imagine relaxing in the warm water while cool fall air drifts over the skyline.
• Rooms & Suites – Each room and suite feels like a personal retreat, offering resort-style comfort with plenty of space to stretch out. It’s the ideal spot to curl up after a day of leaf-peeping or Broadway shows.
• On-Site Dining – Whether you need a quick coffee before heading to Central Park or a laid-back dinner after exploring fall events, the resort’s dining & bars make it easy to satisfy every craving without bundling up or venturing far.
• Fitness Center – Keep your morning routine steady even while traveling. A quick workout or stretch session is the perfect way to energize before a day of city adventures.

To make the most of your stay, explore the latest Exclusive Offers, including seasonal perks like the Nothin’ but a Breeze package – perfect for long weekends and autumn escapes.

A Sample Fall Weekend Itinerary in Times Square NY

Day 1:

Check in at Margaritaville Resort Times Square and start your trip with a rooftop welcome drink.

Stroll two blocks to Bryant Park for an autumn walk among tree-lined paths or, if visiting late October, browse artisan vendors and sip cocoa at the opening of Winter Village

Return for a relaxed dinner at Margaritaville Restaurant before settling in for the night.

Day 2:

Begin with coffee from Margaritaville Coffee Shop and a swim in the heated rooftop pool, enjoying crisp fall air paired with skyline views.

Head to Central Park for a fall foliage walk – snap photos at Bow Bridge, The Mall, and Bethesda Terrace.

If your visit is late October, join the iconic Village Halloween Parade for an unforgettable NYC fall experience.

End the evening with a Broadway show, then nightcap at 5 o’Clock Somewhere Bar.

Day 3:

Enjoy brunch at LandShark Bar & Grill with views of Times Square.

Pick up last-minute gifts or seasonal souvenirs at the Margaritaville Store.

Snap a few final photos of Times Square in autumn before an easy, stress-free checkout.

Book Your Fall Getaway at Margaritaville Resort Times Square

Whether you’re chasing fall activities in NYC, looking for an easy weekend escape, or planning a cozy staycation, Margaritaville Times Square puts you in the middle of it all – with the comfort of a tropical retreat waiting at day’s end.

Check out our latest Rooms & Suites, explore Resort Amenities, and don’t miss current Exclusive Offers to plan your perfect autumn escape.

Book now and experience fall in New York City – Margaritaville style.