The exterior of The Roundtree, Amagansett.

The exterior of The Roundtree, Amagansett. Credit: The Roundtree, Amagansett

Fall on Long Island offers tons of fun things to do from pumpkin and apple picking to exploring downtown shopping destinations and restaurants. For those who want to experience the thrills over a few days, some area hotels offer seasonal deals and packages for guests. Here are options in Nassau, Suffolk and the East End to book this season and things to do nearby:

EAST END: The Roundtree

This firepit can be found on the grounds of The...

This firepit can be found on the grounds of The Roundtree, Amagansett. Credit: The Roundtree, Amagansett

This luxury respite in Amagansett offers rooms, suites, cottages and even a full, two-story house available for stays. S'mores and popcorn are available evenings around the firepit and both area stores and the shore are close by, so no car is necessary as guests can borrow beach cruiser bikes or just wander from the hotel to destinations.


Aria Qalbani leads her father through the corn maze at...

Aria Qalbani leads her father through the corn maze at the Seven Ponds Orchard in Water Mill.  Credit: Michael Heller

The “Seven Ponds Orchard Fall Package” provides admission (for a family of four) to Seven Ponds Orchard (65 7 Ponds Rd., Water Mill; 631-726-8015) plus unlimited access to its kiddie rides, a pumpkin, a bouquet of sunflowers and 10 pounds of apples. The deal is included for stays through Nov. 23. Also available through Oct. 31 is the “Rejuvenation by Cornelia” package, which includes a 30-minute “Essential Cornelia Facial,” created by celebrity aesthetician Cornelia Zicu, which features a skin analysis, lymphatic massage and customized serum infusion. Both are available starting at the deluxe room level or higher; deluxe rooms start at $695 nightly.

INFO 273 Main St.; 631-267-3133;


A Town of East Hampton resident parking permit is required for cars at both Indian Wells (end of Indian Wells Highway; 631-324-2417; and Atlantic Avenue (191 Atlantic Ave; 631-324-2417; beaches, but neither is more than 1-2 miles away, and wood-burning fires are permitted (between 5 p.m. to midnight). Head to Stephen Talkhouse (161 Main St.; 631-267-3117; to see live music from Jeffrey Gaines (Oct. 14; $20-$30), Bombargo (Oct. 15; $30) and The Cherry Bombs (Nov. 12; $25). Dining options include Astro’s (237 Main St.; 631-267-8300; for pizza, Italian fare and cocktails, or go next door to il Buco al Mare (231 Main St.; 631-557-3100;, which also has cocktails and serves seafood with a Mediterranean twist. Head across the street to Amagansett Square to find tons of spots to shop.

SUFFOLK: Bellport Inn

This cottage is among the accommodations available at the Bellport...

This cottage is among the accommodations available at the Bellport Inn in Bellport. Credit: Bellport Inn

With a history dating to the 19th century, it has since become a boutique stay with rooms in its main house plus a garden suite and a cottage as its lodgings. Guests can hang by firepits and bicycles are available to roam the area. Found along the main thoroughfare (S. Country Road) of Bellport Village, it’s at the eastern edge of the row where most of the restaurants and shops are located, a stretch only about .2 miles in length. 


From now through November, guests who stay a minimum of two nights can request a package that includes s’mores for the fire pit, a bottle of wine and a curated list of local fall foliage nature trails and other area attractions. Nightly rates start at $375.

INFO 160 S. Country Rd.; 631-677-1615,


Marty Howard, left, and Vickie Crabtree, both from Bellport sit...

Marty Howard, left, and Vickie Crabtree, both from Bellport sit in the beer garden at Bellport Brewing Company in Bellport on Saturday, March 20, 2021. Credit: Randee Daddona

The Gateway Playhouse (215 S. Country Rd.; 631-286-1133, is a half-mile east of the Inn, and its annual “Haunted Playhouse” Halloween experience is running Sept. 30-Oct. 31 (admission starts at $40). Its concert series starts Nov. 12 with Elton John tribute act Yellow Brick Road ($49-$69). Walk west to restaurants such as The Bellport (159 S. Country Rd.; 631-286-7550,, serving American food plus Sunday brunch. Bellport Apothecary (151 S. Country Rd.; 631-431-6825) has a coffee bar that has recently added frappés and fruit smoothies and Brewport Coffee House (129 S. Country Rd.; 631-803-0809) also serves fruity refreshers and teas. The spot also hosts occasional live music and will be kicking off a Thursday evening open mic night starting in October. Cafe Castello (141 S. Country Rd.; 631-803-8370, specializes in Italian dishes, as does Avino's Italian Table (108 S. Country Rd.; 631-803-6416,, an upscale eatery on the village’s west end. For those looking for a brew, grab a pint at Bellport Brewing Company (14 Station Rd.; 631-909-4457, 

NASSAU: Allegria Hotel

The exterior of the Allegria Hotel, located in Long Beach.

The exterior of the Allegria Hotel, located in Long Beach. Credit: Ian J. Stark

Located on the Long Beach boardwalk, this luxury option gives guests a direct view of the Atlantic Ocean. The hotel also features the Atlantica restaurant and its L'Onda Bar for those looking to grab a meal or a cocktail. 


Guests can book a stay on any Monday through October and take 15% off the cost, or make it a two-night stay through Tuesday and get a 20% discount. Nightly rates start at $177.

INFO 80 W. Broadway; 516-889-1300,


Inside the taproom at Bright Eye Beer Co. in Long...

Inside the taproom at Bright Eye Beer Co. in Long Beach.  Credit: Ryan Rochford

Long Beach is a city with dozens of restaurants, taverns, bars and other nightspots … so you have a lot of exploring to do. The main drags are West Beech Street (between New York and Georgia avenues, about a half-mile) and Park Avenue (between Laurelton and Pacific boulevards, about 1.5 miles). Grab a drink and hear live music at Bright Eye Beer Co. (50 W. Park Ave; 516-543-5736, or grab a bite at Minnesota's Bar and Grill (959 W. Beech St.; 516-431-0280, with courtyard seating. The Beach House (912 W. Beech St.; 516-705-8674, frequently hosts comedy nights featuring well-known acts and actors and live music. Make your way to Kennedy Plaza and explore Arts In The Plaza, where local artists display and sell handcrafted gifts, jewelry and more Saturdays through Oct. 29.

NORTH FORK: Sound View Greenport

A guest room at the Sound View Greenport beach resort.

A guest room at the Sound View Greenport beach resort. Credit: Read McKendree

Located right along the body of water from which it takes its name, this boutique hotel is also equipped with a restaurant and a piano bar, which hosts live music and other entertaining events on occasion. The Sound View’s Low Tide Bar beach bar has closed for the season, but guests can still explore shore and catch spectacular sunsets.

THE DEAL Sound View is offering its “Falling for the North Fork” special: through Nov. 15, guests staying Sundays through Thursdays can take 30-percent off stays; nightly rates start at $263.


This rollicking taco and tequila bar is named for the...

This rollicking taco and tequila bar is named for the colorful Mexican wrestlers known as luchadores. Lucharitos fearsome countenances adorn the walls while tacos adorn the plates. Credit: Randee Daddona

Greenport Village is less than three miles away by car, and is walkable as most of its restaurants, taverns and shops are mainly located along a half-mile stretch where Front Street and Main Street meet. Look for live music and open mic nights at Green Hill Kitchen (48 Front St.; 631-477-4900,, while brunch is the main event at Bruce & Son (208 Main St.;; Brix And Rye (308A Main St.; 631-477-6985, is a subterranean nightspot specializing in complex and seasonal cocktails. You may have checked out one or more of the Lucharitos Lucha wrestling-themed restaurants across Long Island, but the original taqueria and tequila bar is still rolling in Greenport (119 Main St.; 631-477-6666; For upscale dining experiences, The Frisky Oyster (27 Front St.; 631-477-4265; and Noah’s (136 Front St.; 631-477-6720; are chef-driven; check out Front Street Station (212 Front St.; 631-333-2050; and Andy’s (34 Front St.; 631-333-2525; for more casual fare.

If roller skating sounds like a plan, the George D. Costello Sr. Memorial Skating Rink (102 3rd St.; offers dates to skate throughout the year; check ahead for the current session schedule, admission is $10 (including free skate rentals).

INFO 58775 CR-48; 631-477-1910,


The Pridwin Hotel in Shelter Island, offers 33 rooms plus...

The Pridwin Hotel in Shelter Island, offers 33 rooms plus 16 cottages that look out toward the Peconic River.  Credit: Pridwin Hotel/Gross & Daley

Its history dates back nearly 100 years, but this hotel reopened over the summer following two years of renovations. Guests can stay in either rooms or cottages (cottages all have fireplaces), dine at its Terrace restaurant, grab a cocktail in its Crescent Bar lounge or stroll along its private Peconic River beach. Equipped with a spa that offers a menu of services, massages and treatments, there’s also a tennis court and a space where boardgames are stocked for play. Look for live music into early October and bonfires where s’mores are complimentary.


Available through Dec. 31, the “Shelter Island Staycation” package includes a $150 dining credit at the Terrace, plus a $40 credit toward using the North and/or South ferries. Nightly rates start at $329, with stays available daily through Oct. 9, Thursdays through Sundays until Nov. 3, then Fridays and Saturdays until Dec. 31.


Friends hike at Mashomack Preserve in Shelter Island.

Friends hike at Mashomack Preserve in Shelter Island. Credit: Randee Daddona

For a taste of nature, Mashomack Preserve (79 S. Ferry Rd.; 631-749-1001, has several miles of coastline and trails, and wildlife—including several types of birds—among the possibilities to view. To explore its history, the Sylvester Manor Educational Farm (80 North Ferry Rd., Shelter Island; 631-749-0626, started out as a 17th-century plantation — and that’s after the land was home to Native Americans for thousands of years — but today is a nonprofit organization where some of its historic structures still stand and trails and grounds are open daily from dawn to dusk, and a self-guided Sylvester Manor Walking Tour app is available online for download. 

Grab a bite at Leon 1909 (29 W. Neck Rd., Shelter Island Heights; 631-749-9123,—a new eatery that opened over the summer and is serving a menu inspired by the cuisine found in the Provence province of France. For a quick bite, The Eccentric Bagel (25 W. Neck Rd., Shelter Island; 631-749-5363, opened earlier this year, and is serving its artisan bagels six days a week (except Mondays). The North Fork and the Hamptons are both short ferry rides away from Shelter Island, with Greenport on the other end of the northbound line ( and Sag Harbor is 3.5 miles from the southbound boats (

INFO 81 Shore Rd., Shelter Island; 631-749-0476,

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