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.

Victorian Eclectic - Peekskill, NY
9.8 39 reviews

Victorian Eclectic

apartment, Peekskill
This Peekskill apartment is situated a short distance from Depew Park, offering easy access to Blue Mountain State Park and a five-minute walk to Peekskill's town centre.
The three-bedroom, one-bathroom flat sleeps five guests and boasts a newly fitted kitchen, private deck, garden, driveway parking for two cars, and Verizon Fios high-speed internet.
Peekskill Carriage House Downtown Studio - Peekskill, NY
10 23 reviews

Peekskill Carriage House Downtown Studio

studio, Peekskill
This studio apartment is located in the centre of Peekskill, just a short walk from the bustling downtown area and a 10-minute drive from stunning hiking trails in the Hudson Valley. It has consistently received excellent reviews from previous guests.
The charming self-catering apartment is perfect for a couple and offers a comfortable queen bed, a sofa, and a dining island. Guests can enjoy the convenience of a kitchenette, air conditioning, free parking, and complimentary internet access.
Charming Riverview House At The Inn On The Hudson - Peekskill, NY
9.3 83 reviews

Charming Riverview House At The Inn On The Hudson

apartment, Peekskill
This three-bedroom apartment is situated on the grounds of the Inn on the Hudson in Peekskill, offering stunning views of the Hudson River and easy access to the town's attractions. It has received excellent ratings for its location, cleanliness and overall experience.
The two-storey home comfortably accommodates up to eight guests and features a fully equipped kitchen, a private deck, and access to the hotel's amenities, including a seasonal outdoor pool, a gazebo area, and a dog walking area.
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.

Best family friendly Peekskill, NY lodging

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

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.
Serene Mountain Top Views Overlooking Hudson River And Surrounding Highlands - Peekskill, NY
9.8 142 reviews

Serene Mountain Top Views Overlooking Hudson River And Surrounding Highlands

cottage, Fort Montgomery
This charming cottage is situated in the mountains of Fort Montgomery, just a short drive from West Point Academy, Bear Mountain State Park, and Woodbury Common Premium Outlets, offering easy access to both historical sites and outdoor adventures. It has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The cottage provides a cosy space for up to four guests, with a bedroom, bathroom, and a fully equipped kitchenette, all within 60 square metres. Guests can enjoy a private patio, a comfortable living space with central air conditioning and cable TV, and a Tesla destination charger for added convenience.
Beautiful 5-acre Oasis In The Hudson Valley - Peekskill, NY
10 49 reviews

Beautiful 5-acre Oasis In The Hudson Valley

apartment, Crugers
This apartment in Croton offers a woodland retreat, situated just minutes from the Cortlandt and Croton-Harmon Metro-North stations, facilitating a 48-minute journey to Grand Central Station, and is also near the notable Croton Dam.
This family-friendly flat, accommodating up to three guests, features a bedroom, a bathroom, a kitchen with essential appliances including a dishwasher, a living area with internet and television, and seasonal access to a communal outdoor swimming pool and garden, with parking also provided.
Cedar Hot Tub | Prvt Woods| Near West Pt/cold Spg - Peekskill, NY
9.9 47 reviews

Cedar Hot Tub | Prvt Woods| Near West Pt/cold Spg

house, Peekskill
This mid-century modern property is situated on a secluded wooded acre near Cold Spring and Peekskill, New York, approximately 24km from West Point and 80km from New York City, offering easy access to the Appalachian Trail and the Hudson River.
The two-bathroom dwelling sleeps six guests and boasts a well-equipped kitchen with high-end appliances, a cedar hot tub, and access to a fitness centre, garden, and parking; nearby attractions include Cold Spring and Peekskill's riverside boutiques and restaurants, and the Garrison train station provides convenient access to NYC.

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

The Peekskill Riverview House - Peekskill, NY
9.8 225 reviews

The Peekskill Riverview House

apartment, Peekskill
This three-bedroom apartment is located in the heart of Peekskill's historic downtown district, just a 5-minute walk from the train station and the Hudson River waterfront. The property has excellent ratings for location, cleanliness and user experience.
The apartment offers a comfortable stay for up to 6 guests, with three bathrooms, a spacious living room, a kitchen with a dishwasher and a garden. Guests can enjoy modern amenities, including smart TVs, a fully equipped kitchen, expansive decks with stunning river views, and easy access to local attractions, restaurants, and transportation.
Home: 2 Mi To Thayer Gate At U.s. Military Academy - Peekskill, NY
10 10 reviews

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

apartment, Highland Falls
This Highland Falls holiday home, near Bear Mountain State Park, offers convenient access to local attractions such as Manitoga/The Russel Wright Design Center and Stonecrop Gardens.
This spacious 169 square metre property boasts four bedrooms, three bathrooms, and can comfortably accommodate eight guests, featuring a fully equipped kitchen, on-site laundry, and a private patio.
Lovely 3br Home With Parking-walk To Wp Gate! - Peekskill, NY
10 7 reviews

Lovely 3br Home With Parking-walk To Wp Gate!

apartment, Highland Falls
This Highland Falls holiday home is situated a short 1.6km walk from the United States Military Academy, the Hudson River, and the West Point Museum, with Christl Arena and Michie Stadium within 3.2km.
This three-bedroom property sleeps eight guests, boasting a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking, perfect for families or groups visiting West Point.
The Hudson Hideaway - Peekskill, NY
10 4 reviews

The Hudson Hideaway

apartment, Peekskill
This two-bedroom flat is situated in a peaceful Peekskill neighbourhood, approximately 1.6 kilometres from the Metro-North station, providing easy access to New York City, and close to hiking routes and local points of interest.
This pet-friendly accommodation accommodates up to six guests and features essential amenities such as internet, a kitchen, and air conditioning, with Slainte restaurant and the Hudson Valley Theater within a short walk or drive.

Best Peekskill, NY accommodations with parking

Charming 2 Bed Backyard Guesthouse Close To Peekskill, Westpoint, & Trails. - Peekskill, NY
9.7 131 reviews

Charming 2 Bed Backyard Guesthouse Close To Peekskill, Westpoint, & Trails.

apartment, Peekskill
This family-friendly house is situated in Cortlandt, just 3km from NewYork-Presbyterian Hudson Valley Hospital and the Hudson Valley Center for Contemporary Art, offering a convenient base for exploring Peekskill. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable stay.
The house has two bedrooms and one bathroom, accommodating up to four guests. Enjoy modern amenities like air conditioning, a terrace, a garden, and a spa, as well as a fully equipped kitchen and free Wi-Fi.
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.
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.
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.

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.

The Cottage At Oasis Cove - Peekskill, NY
9.8 36 reviews

The Cottage At Oasis Cove

house, Verplanck
Arkadia House
Mid-century Retreat With Pool & View - Peekskill, NY
9.8 50 reviews

Arkadia House Mid-century Retreat With Pool & View

apartment, Highland Falls
The Abbey Inn & Spa - Peekskill, NY
No reviews

The Abbey Inn & Spa

resort, Peekskill
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.

'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit - Peekskill, NY
9.8 63 reviews

'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit

house, Peekskill
Cozy West Point Hide Away And Cadets Get Away - Peekskill, NY
9.9 125 reviews

Cozy West Point Hide Away And Cadets Get Away

resort, Highland Falls
Serene Lakefront Getaway W/ Private Sauna - Peekskill, NY
10 5 reviews

Serene Lakefront Getaway W/ Private Sauna

apartment, Lake Mohegan
'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit - Peekskill, NY
No reviews

'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit

house, Peekskill
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