The state of New York never ceases to amaze travellers who are looking for weird and quirky attractions. New York City is famous for its abundance of unusual places in every pocket around the 5 boroughs. However, you’ll regret not venturing outside The Big Apple to discover all the strange, eccentric, and scary places around the state.

From haunted houses to hippie culture, New York was made for those searching for peculiar sights. If you’re into dark history, head out to a notorious prison camp. Or, you can behold some of the state’s intriguing record holders. We’ve gathered some of the most extraordinary attractions to help your New York vacation stand out compared to others.

  • 1

    Smallpox Memorial Hospital

    Wander the ruins of this eerie 19th-century hospital in New York City

    Smallpox Memorial Hospital
    • History
    • Photo
    • Unusual

    The Smallpox Memorial Hospital quarantined victims on Blackwell’s Island (now Roosevelt Island) when smallpox ravaged New York City in the 1800s. Built in Gothic Revival style, the hospital opened in 1856 and treated thousands of patients each year until 1875. The building was later used as a nurse training centre but decayed into ruins by the 1950s.

    The hospital’s ivy-covered façade can still be viewed today by taking the F train to Roosevelt Island and walking to its southern tip. Although the dilapidated structure’s roof collapsed, city officials reinforced the walls to prevent a complete collapse. Fearless travellers can freely walk around the site, but it’s said to be haunted by lingering spirits.

    Location: E Rd, New York, NY 10044, USA

    Open: Wednesday–Monday from 9 am to 7 pm (closed on Tuesdays)

    Map
  • 2

    Amityville Horror House

    Visit the residence that inspired the famous horror franchise

    Amityville Horror House
    • History
    • Photo
    • Unusual

    The Dutch Colonial home at 112 Ocean Avenue will forever fascinate horror movie fanatics as the Amityville Horror House. In 1974, the house was the site of a horrific murder, and the Lutz family moved into the home 13 months later. Unfortunately, their time at the address was cut short due to frightening paranormal occurrences inside the house.

    American author Jay Anson recounted the experiences of the Lutz family in his acclaimed novel The Amityville Horror, and the first film of the franchise premiered in 1979. Despite some believing the story to be a hoax, renovations to the home and changing the address to thwart onlookers, people still visit the private residence to take pictures.

    Location: 108 Ocean Ave, Amityville, NY 11701, USA

    Map

    photo by -murdoc (Maybe trading) (CC BY 2.0) modified

  • 3

    Cohoes Mastodon

    Marvel at one of New York’s greatest archaeological discoveries

    Cohoes Mastodon
    • History
    • Photo
    • Unusual

    The remains of the Cohoes Mastodon were unearthed in 1866 while completing the Harmony Mills project in Cohoes, New York. Construction workers digging beside the enchanting Cohoes Falls along the banks of the Mohawk River found the prehistoric creature’s bones, and Harmony Mill No. 3 was forever known as Mastodon Mill. It’s believed the mastodon lived about 13,000 years ago, weighed around 5 tons, and stood over 8 ft tall.

    The Mastodon fossils were first displayed to the public in 1867 and eventually found a final resting home inside the New York State Museum in Albany. Visitors can study the Cohoes Mastodon in the South Lobby of the museum, and a state historic marker in Cohoes recounts the remarkable discovery.

    Location: 222 Madison Ave, Albany, NY 12230, USA

    Open: Tuesday–Sunday from 9.30 am to 5 pm (closed on Mondays)

    Phone: +1 518-474-5877

    Map

    photo by UpstateNYer (CC BY-SA 3.0) modified

  • 4

    Kaatskill Kaleidoscope

    Gaze at the psychedelic colours of the world’s largest kaleidoscope

    Kaatskill Kaleidoscope
    • Families
    • Photo
    • Unusual

    The Kaatskill Kaleidoscope, also known as the Emerson Kaleidoscope, is a near-60-ft-tall grain silo that’s actually the world’s largest kaleidoscope watching over the rustic community of Mount Tremper. Wander around the hamlet for a while, and you’re bound to see its lingering eyes. Catskills developer Dean Gitter coined the idea of the psychedelic masterpiece and sought the help of artist Isaac Abrams to complete the project.

    Walking inside the kaleidoscope is a joy ride for the senses as pulsating music accompanies the mesmerising images. The upscale Emerson Resort & Spa sits adjacent to the kaleidoscope, and the Kaleidoshow is complimentary for guests. After watching the beautiful patterns, waltz into the Kaleidostore to browse through kaleidoscopes of all shapes and sizes.

    Location: 5340 NY-28, Mt Tremper, NY 12457, USA

    Open: Saturday from 9 am to 6 pm, Sunday–Friday from 9 am to 5 pm

    Phone: +1 845-688-5800

    Map

    photo by Jason Eppink (CC BY 2.0) modified

  • 5

    Hellmira

    Learn the story of an infamous prison during the American Civil War

    Hellmira
    • History
    • Photo
    • Unusual

    The Hellmira monument is a small reminder of the gruesome POW camp that once existed in the town of Elmira. Originally a training post for Union soldiers named Camp Rathbun, the site started housing Confederate prisoners in 1864. Despite the fort’s poor condition and the limited capacity of 4,000 to 6,000 troops, more than 12,000 prisoners would eventually reside at the camp.

    Between poor sanitation, malnutrition, rampant disease, lack of medical care, and the brutal winter, around 3,000 prisoners perished in 1 year. Inmates nicknamed the prison "Hellmira", and its victims now rest at the nearby Woodlawn National Cemetery. A plaque dedicated to both Union soldiers and Confederate prisoners is at the former campsite between Water Street and the Chemung River.

    Location: 703 Winsor Avenue, Elmira, NY 14905, USA

    Map

    photo by Jayu (CC BY-SA 2.0) modified

  • 6

    Woodstock Audience Field

    Tour the grounds of the music festival that symbolised a movement

    Woodstock Audience Field
    • History
    • Photo
    • Unusual

    The 1969 Woodstock Festival epitomised the hippie movement of the decade and walking around the Woodstock Audience Field lets you stand on a piece of music history. Promoted as 'An Aquarian Exposition: 3 Days of Peace & Music'. the festival drew more than 400,000 attendees to the rural dairy farm in Bethel, New York. Images of the festival still resonate to this day, and the harmonious celebration defined the counterculture generation.

    The Bethel Woods Center for the Arts contains the grassy field where the concert was held, with historic markers overlooking the picturesque landscape. Peace emblems adorn the space between the audience field and stage area. You can try to imagine the gigantic crowds that attended the iconic event.

    Location: 200 Hurd Rd, Bethel, NY 12720, USA

    Open: Daily from 10 am to 5 pm

    Phone: +1 845-583-2000

    Map

    photo by Marc Holstein (CC BY-SA 4.0) modified

  • 7

    Trailer Park Lounge

    Have dinner at one of America’s kitschiest restaurants

    Trailer Park Lounge
    • Food
    • Nightlife
    • Unusual

    New York City has its fair share of quirky eateries, but the Trailer Park Lounge may take the cake for unusual décor. Located in the stylish Chelsea neighbourhood, the restaurant screams Americana the moment you walk in. The walls are decked with vintage oddities, such as amusing posters and Christmas decorations. Walk around the dive bar to find everything from tipsy mannequins to toilets doubling as flower pots and cigarette butt holders.

    Stop by the Tacky Tiki Bar for a round of margaritas and reasonable Happy Hour deals. The kitchen whips up classic American grub like tater tots, burgers, nachos, and grilled cheese sandwiches, while friendly bartenders fully embrace the trashy theme.

    Location: 271 W 23rd St, New York, NY 10011, USA

    Open: Monday–Thursday from noon to 12.30 am, Friday–Saturday from noon to 1.30 am, Sunday from 2 pm to 12.30 am

    Phone: +1 212-463-8000

    Map

    photo by Billie Grace Ward (CC BY 2.0) modified

  • 8

    Wing’s Castle

    Admire this lavish palace constructed from recycled materials

    • History
    • Photo
    • Unusual

    Wing’s Castle in Millbrook is a masterpiece by artists Peter and Toni Ann Wing. Low on funds but with an infinite amount of ingenuity, the couple collected salvaged parts to build the castle of their wildest imaginations. Other members of the community took a sincere interest in the sumptuous building, and the Wings started giving tours of their creation.

    Upon completing the castle’s guestrooms, the couple welcomed bed and breakfast guests exploring the Hudson Valley. In total, the castle was made from about 80% recycled materials, and its interior has lots of beautiful antiques. In addition to hosting overnight guests, the castle is available for tours to the public and sometimes used as a wedding venue.

    Location: 717 Bangall Rd, Millbrook, NY 12545, USA

    Phone: +1 845-677-9085

    Map
  • 9

    Sybil Ludington statue

    Hear the tale of this teenage hero during the American Revolution

    • History
    • Photo

    Paul Revere's ride is the more heralded American Revolutionary tale, but the Sybil Ludington statue in Carmel recounts the story of a younger midnight rider. At just 16 years old, Sybil Ludington travelled 40 miles from Danbury, Connecticut to Carmel, New York to warn residents of the impending British attack. Sybil’s father was the leader of the local militia, and she warned hundreds of militiamen during her ride.

    Her efforts saved countless lives, and she received praise from General George Washington. A written account of Sybil’s all-night voyage didn’t surface until a century later when a local historian documented her story. The statue commemorating Sybil’s courageous ride sits beside Lake Gleneida and features the teenager riding her horse, Star.

    Location: 15 Gleneida Ave, Carmel Hamlet, NY 10512, USA

    Phone: +1 203-747-0140

    Map
  • 10

    Cross Island Chapel

    Imagine a wedding inside the world’s smallest church

    • Photo
    • Unusual

    If you’re thinking about getting hitched in New York, Cross Island Chapel offers the most eccentric setting for your ceremony. Sitting in the middle of a pond, the 28.68-sq-ft structure resembles a whimsical creation for dolls or stuffed animals. Surprisingly, the non-denominational church has just enough room for 3 people to have the intimate wedding of their dreams.

    Tucked away in the quaint, central New York town of Oneida, the church is open to the public upon request. A boat ride across the pond provides a closer glimpse of the makeshift cross on a pile of rocks and 2 miniature stained-glass windows. Don’t miss the informational sign along Mason Road, or you may drive past the petite building.

    Location: Oneida, NY 13421, USA

    Phone: +1 315-264-4257

    Map
Daniel Grenier | Contributing Writer