Places to stay in Peekskill, NY

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Peekskill, NY place to stay
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39 Best places to stay in Peekskill, NY

Discover Central Places to Stay in Peekskill, NY

Position yourself near central shopping districts by selecting downtown lodgings in Peekskill, NY for easy pedestrian exploration.

Peekchill: Walk To Coffeehouse & Forest - Peekskill, NY
9.6 38 reviews

Peekchill: Walk To Coffeehouse & Forest

apartment, Peekskill
This Peekskill house, situated on a quiet street only 0.32 km from the Blue Mountain Reservation and within walking distance of Depew Park and the Metro-North station, offers easy access to hiking trails and local amenities.
Sleeping six guests across two bedrooms and two bathrooms, this two-storey property boasts a modern kitchen with appliances including a washer-dryer, a spacious garden, and an electric fireplace; nearby attractions include the Hudson River boat launches.
Gloves Off Retreat  A Quiet Hudson Valley Escape - Peekskill, NY
10 8 reviews

Gloves Off Retreat A Quiet Hudson Valley Escape

apartment, Peekskill
This Garrison flat offers a secluded escape on 1.6 private acres, approximately 96 kilometres north of New York City via car or Metro-North, with convenient access to Breakneck Ridge, Anthony's Nose, Bear Mountain State Park, and the riverside towns of Cold Spring and Beacon.
This pet-friendly, family-friendly dwelling for four features two bathrooms, a modern kitchen, air conditioning, and internet, with subtle boxing-inspired touches complementing its blend of modern comfort and vintage style for a peaceful retreat.
Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point! - Peekskill, NY
9.8 70 reviews

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!

apartment, Fort Montgomery
This three-bedroom apartment, situated just an hour from New York City and ten minutes from West Point, offers a serene mountain escape with stunning views. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a spacious living area with a large lounge and game room, ideal for family gatherings or entertaining guests. Enjoy the peace and privacy of the five-acre property, equipped with a heated swimming pool, all-year hot tub, and a spacious deck, perfect for relaxing and taking in the scenic surroundings.
The Dugout  Cool Woodland Escape  60 Min Nyc - Peekskill, NY
9.9 14 reviews

The Dugout Cool Woodland Escape 60 Min Nyc

apartment, Peekskill
This four-bedroom, two-bathroom holiday home in Garrison, New York, a short drive from Peekskill, offers private access to Cortlandt Lake with its beach, kayak launch, and recreational facilities, and is situated approximately 80km north of New York City.
The fully renovated property sleeps six adults plus one infant, boasting a chef's kitchen with top-tier appliances, a spa-style bathroom, screened-in deck, and a lower-level entertainment area; bi-weekly cleaning and babysitter recommendations are included.

Best family friendly Peekskill, NY lodging

Among the 39 accommodations in Peekskill, NY, here are the 4 best for families

Charming Highland Falls Home < 2 Mi To West Point! - Peekskill, NY
10 13 reviews

Charming Highland Falls Home < 2 Mi To West Point!

apartment, Highland Falls
This Highland Falls holiday home is situated less than 1.6km from the United States Military Academy and Bear Mountain State Park, offering easy access to West Point and its historical attractions.
This six-bedroom property boasts 162 square metres of floor space, sleeping up to 12 guests comfortably, and includes a fully equipped kitchen, barbecue facilities, and a DVD player.
West Point Hudson Valley Getaway - Peekskill, NY
9.9 69 reviews

West Point Hudson Valley Getaway

apartment, Highland Falls
This charming apartment is situated in the Ondaora Park community, just a short distance from Thayer Gates, offering easy access to West Point. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment is a spacious home that can comfortably accommodate up to six guests. It features a well-equipped kitchen, a comfortable living area, and access to a swimming pool, garden, and parking.
Cozy Retreat W/ Pool, Cinema Room & Fire Pit - Peekskill, NY
9.9 135 reviews

Cozy Retreat W/ Pool, Cinema Room & Fire Pit

apartment, Lake Mohegan
This charming cottage is located in Putnam Valley, just a short drive from the picturesque town of Cold Spring in the Hudson Valley. It has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for families and groups.
The house offers three bedrooms and three bathrooms, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a garden, and a pool table in the lower floor, providing plenty of space for relaxation and entertainment.
Beautifully Renovated Chalet - Peekskill, NY
8.7 12 reviews

Beautifully Renovated Chalet

apartment, Fort Montgomery
This Fort Montgomery holiday home is situated near Bear Mountain State Park, offering easy access to West Point, Garrison, Cold Spring, and Storm King Mountain.
Sleeping eight guests, this four-bedroom, two-bathroom lodge boasts a private garden with a swimming pool, full kitchen, and ample parking, perfect for families exploring the Hudson Highlands.

Frequently asked questions about accommodations in Peekskill, NY

  • What are the top attractions and must-see sites in Peekskill, NY?

    Peekskill has a lot to offer! You should definitely check out the Hudson River Museum, which has a great collection of American art and local history. The historic Paramount Hudson Valley Theatre is also a must-see, and if you're into nature, the scenic trails at the Peekskill Bay Waterfront are a great place to relax and enjoy the views.
  • What are the best places to stay in Peekskill, NY?

  • Which cultural festivals and seasonal events should visitors attend in Peekskill, NY?

    The Peekskill Farmers Market is a popular spot on Saturdays, especially in the summer. The city also hosts the annual Riverfront Jazz Festival in July, which is a great way to enjoy live music and the summer weather. If you're visiting in October, don't miss the Peekskill Fall Festival, which has a parade, live music, and lots of local vendors.
  • What are the best places to stay with a pool in Peekskill, NY?

  • What are the most convenient modes of transportation within Peekskill, NY?

    Peekskill is quite walkable, especially downtown. You can easily get around on foot or by bike. If you need to travel further, the Metro-North train station is a good option, and there are also local bus services.
  • What are the best places to stay with a jacuzzi in Peekskill, NY?

  • What outdoor activities and adventures are popular in and around Peekskill, NY?

    The Hudson River is a great place for kayaking, paddleboarding, and fishing. You can also hike or bike the scenic trails at the Peekskill Bay Waterfront or the nearby Bear Mountain State Park. For a more adventurous experience, try rock climbing at the Breakneck Ridge, a popular spot for climbers of all levels.
  • What are the best places to stay for families and kids in Peekskill, NY?

  • What types of accommodations are available in Peekskill, NY?

    You'll find a good range of accommodation options in Peekskill, from budget-friendly motels to comfortable bed and breakfasts. There are also a few charming boutique hotels downtown, and if you're looking for something more unique, you can find some vacation rentals on Airbnb.
  • What are the best pet friendly places to stay in Peekskill, NY?

  • When is the best time to visit Peekskill, NY?

    The best time to visit Peekskill is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can get hot and humid, but it's a great time to enjoy the outdoor activities. Winter can be cold, but it's a beautiful time to see the snow-covered landscape.
  • What are the best places to stay with parking in Peekskill, NY?

  • What local dishes and culinary experiences are a must-try in Peekskill, NY?

    Peekskill has a great food scene! Be sure to try the local craft beers at one of the many breweries in town. You should also check out the restaurants downtown, which offer a variety of cuisines, from Italian and Mexican to American comfort food. And don't forget to grab a slice of pizza from one of the local pizzerias.
  • In which part of Peekskill, NY should you consider renting accommodation?

    Downtown Peekskill is the most vibrant area, with lots of restaurants, shops, and attractions. You'll find a good selection of hotels and vacation rentals in this area. If you prefer a quieter setting, you might consider staying in the residential neighbourhoods north of downtown, which are still within easy walking distance of the main attractions.

Popular destinations

Best Peekskill, NY accommodations with a kitchen

Croton Nook - Cozy Getaway - Peekskill, NY
9.8 4 reviews

Croton Nook - Cozy Getaway

apartment, Croton-on-Hudson
Croton Nook - Cozy Getaway is a recently renovated one-bedroom apartment in Croton-on-Hudson, conveniently located near the Hudson River and local amenities.
This 56 square metre (602 square feet) flat sleeps up to five guests and features a well-equipped kitchen, private parking, Wi-Fi, and a garden with outdoor seating.
Welcome Spring Estate An Hr From Nyc - Peekskill, NY
10 108 reviews

Welcome Spring Estate An Hr From Nyc

house, Croton-on-Hudson
This eight-bedroom Croton-on-Hudson estate, approximately 16km from the Metro-North offering easy access to Midtown Manhattan, sits on 9 hectares of private land adjoining 80 hectares of protected nature trails near the Teatown Lake Reservation and the Old Croton Aqueduct Trail.
The farmhouse, built circa 1895, boasts a gourmet kitchen, piano, library, expansive dining room, tennis court, lake for kayaking, and accommodates up to 16 guests, with the option of adding a cottage; nearby attractions include Bald Mountain and West Point.
Home: 2 Mi To Thayer Gate At U.s. Military Academy - Peekskill, NY
9.8 11 reviews

Home: 2 Mi To Thayer Gate At U.s. Military Academy

apartment, Highland Falls
This Highland Falls, New York holiday home is situated near West Point Military Academy, approximately 3.2 kilometres from the Hudson River.
This spacious four-bedroom property sleeps eight guests, boasting a fully equipped kitchen, two Smart TVs, a media room, sunroom, multiple dining areas, a private yard with fire pit, and driveway parking for three cars; a telescope is available for stargazing.
Peaceful Mountain Cottage With A Sunset View - Peekskill, NY
10 17 reviews

Peaceful Mountain Cottage With A Sunset View

cabin, Peekskill
This charming bed and breakfast is situated just 5 kilometres from Peekskill, close to Cold Spring and Beacon, in a peaceful, natural setting. It boasts excellent ratings for location, cleanliness, and user experience.
The property offers a private guest room with its own entrance, bathroom, and TV room, ideal for couples seeking a tranquil getaway. Guests can enjoy a fully equipped kitchen, a living room, a dining room, a garden, a fire pit, and stunning sunset views from the deck.

Best Peekskill, NY accommodations with parking

Hudson River Valley Estate - Events Allowed - Peekskill, NY
10 15 reviews

Hudson River Valley Estate - Events Allowed

apartment, Verplanck
This Mediterranean-style house is located directly on the Hudson River in Verplanck, just a short drive from the Verplanck National Historic Site. The property offers a peaceful setting with stunning river views and easy access to local attractions.
This spacious 6,000 square foot home can accommodate up to 12 guests and features five bathrooms. The property boasts a range of amenities, including a private dock, a fully equipped kitchen, a gym, a sauna, and a large outdoor area perfect for entertaining.
Modern 4 Bedroom Home Near West Point & Bear Mt. - Peekskill, NY
10 59 reviews

Modern 4 Bedroom Home Near West Point & Bear Mt.

apartment, Fort Montgomery
This 4-bedroom house is located in the Hudson Valley, just a short drive from Thayer Gate, Bear Mountain State Park, and Woodbury Common Shopping Outlets, offering a peaceful retreat in a scenic setting. The property has received excellent reviews for its location, cleanliness, and overall experience.
The house comfortably accommodates families and groups of friends, providing a spacious and relaxing environment. Guests can enjoy a fully equipped kitchen, a private garden with an outdoor dining area, a fire pit, and a BBQ, making it ideal for both indoor and outdoor activities.
Croton Country House - Peekskill, NY
10 2 reviews

Croton Country House

apartment, Croton-on-Hudson
This four-bedroom, two-bathroom flat offers a peaceful retreat in the historic Mount Airy district of Croton-on-Hudson, conveniently located for travel from New York City via Metro North Railroad and within easy reach of Croton Dam and Croton Point Park.
This property accommodates up to seven guests and provides essential amenities including internet, a kitchen, and air conditioning, with ample opportunities for hiking, biking, and exploring nearby attractions such as Bear Mountain State Park, West Point, Vassar College, and the Culinary Institute of America.
Hudson Valley Home 50 Min From Nyc - Dog Friendly - Peekskill, NY
9.8 46 reviews

Hudson Valley Home 50 Min From Nyc - Dog Friendly

cottage, Lake Mohegan
This apartment is situated in a peaceful private community in the Hudson Valley, just 15 kilometres from Bear Mountain and Fahnestock State Park, offering easy access to the region's beautiful hiking trails. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This charming self-catering home can accommodate up to 5 guests, and features a modern, cosy living space with a fireplace, a large deck, and a backyard. Enjoy the convenience of a fully equipped kitchen, a washing machine and dryer, and a dedicated desk/office area, perfect for work or leisure.

Guest-Favourite Accommodations with a Swimming Pool in Peekskill, NY

Choosing accommodation in Peekskill, NY with a swimming pool means a proper swim in the heart of the city is always an option for you.

Mighty Hudson Views- Pool!!!! - Peekskill, NY
9.8 21 reviews

Mighty Hudson Views- Pool!!!!

apartment, Croton-on-Hudson

Choose the Right Accommodations with a Jacuzzi in Peekskill, NY

Whether you prefer a jacuzzi or a hot tub, every accommodation in Peekskill, NY includes one for a private hot tub session at the end of a city day.

Green Country Home ~ Hot Tub ~ Privacy - Peekskill, NY
9.9 40 reviews

Green Country Home ~ Hot Tub ~ Privacy

apartment, Highland Falls
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