Find hotels in Highland Mills, NY from ￥13,504

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 12 - Dec 13
Tomorrow
Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland Mills hotels

Room, 2 Queen Beds, Accessible, Non Smoking | Premium bedding, pillowtop beds, in-room safe, desk
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1002)
Enjoy free breakfast, WiFi, and parking at this hotel with a fitness center and terrace. Hike nearby trails or explore Casperkill Golf Club. Each room includes refrigerators and microwaves, all just 10 minutes from Vassar College and 13 minutes from the station.
"Clean room, decent breakfast, friendly staff "
United States
Irina
The price is ￥14,181
￥16,469 total
includes taxes & fees
Dec 26 - Dec 27
Hampton Inn & Suites Poughkeepsie
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
8.8 out of 10, Excellent, (1001)
Adjacent to a golf course, this serene Nanuet hotel boasts an indoor pool and Windsor Grille for evening dining. The peaceful atmosphere, 24-hour fitness center, and bar create the perfect setting for unwinding near Rockland Bakery and The Shops at Nanuet.
"Great staff, clean and the pool was awesome! "
Canada
Aleah
The price is ￥15,173
￥17,658 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Hotel Nanuet
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
8.8 out of 10, Excellent, (1006)
Conveniently located near a train station, this Fishkill hotel offers complimentary continental breakfast, WiFi, and parking. Work out in the fitness center before exploring nearby Fishkill Golf Course and Fishkill Ridge. Guests praise the clean rooms and helpful staff.
"Great staff, friendly, very clean room!"
United States
Amanda
The price is ￥13,877
￥15,698 total
includes taxes & fees
Dec 19 - Dec 20
Quality Inn & Suites Fishkill South near I-84
Buffet
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1001)
Discover this Mid-Hudson Valley haven offering a hot tub, 24-hour fitness center, and complimentary breakfast. Near Van Wyck Homestead Museum and Fishkill Golf Course, enjoy clean rooms with refrigerators and microwaves, plus free WiFi and parking.
"Very nice stay."
United States
Peter
The price is ￥14,795
￥16,737 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Exterior
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1002)
"very clean and would stay again "
United States
Alvin
The price is ￥15,728
￥18,265 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Place Poughkeepsie / Hudson Valley
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1001)
Experience effortless shopping trips with a stay just 10 minutes from Woodbury Common Premium Outlets and LEGOLAND. This hotel offers a fitness center, daily complimentary breakfast, and thoughtful in-room amenities like refrigerators and microwaves.
"Clean and easy check in. "
United States
chris
The price is ￥13,377
￥15,133 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sleep Inn & Suites Monroe - Woodbury
Property amenity
Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (403)
Step into comfort at this Fishkill hotel with an indoor pool, bar, and 24-hour fitness center. Enjoy complimentary breakfast, WiFi, and parking while staying near Van Wyck Homestead Museum. Business travelers appreciate the helpful staff and convenient amenities.
"Excellent stay!"
United States
Margaret
The price is ￥19,794
￥22,392 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Residence Inn by Marriott Fishkill
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
Immerse in family fun at this colorful hotel featuring an outdoor pool and restaurant near LEGOLAND® New York. Free breakfast energizes morning adventures, while themed rooms create magical memories. Charles J. Everett Memorial attraction is located nearby.
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is ￥29,596
￥53,853 total
includes taxes & fees
Dec 22 - Dec 23
LEGOLAND Hotel NEW York
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1001)
Historic lodge near Bear Mountain State Park offers deep-tissue massages and body wraps at the onsite spa. Enjoy drinks at the bar, meals at the café, and rooms with refrigerators and microwaves. Free WiFi and parking add convenience for exploring nearby attractions.
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is ￥15,913
￥18,002 total
includes taxes & fees
Dec 14 - Dec 15
Overlook Lodge at Bear Mountain
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1001)
Located just 5 minutes from LEGOLAND® New York, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Guests love the free hot breakfast, convenient parking, and helpful staff. Charles J. Everett Memorial and Stewart Airport are nearby for added exploration options.
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is ￥15,704
￥19,336 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
Experience peaceful accommodations just 10 minutes from LEGOLAND® New York. This Middletown hotel offers a seasonal outdoor pool, fitness center, free breakfast, and parking. Guests praise the helpful staff, clean rooms, and convenient access to Galleria at Crystal Run.
"Room was clean and staff was great!"
United States
Annemarie
The price is ￥12,315
￥14,546 total
includes taxes & fees
Dec 18 - Dec 19
Hampton Inn by Hilton Middletown
Free daily buffet breakfast
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1000)
Situated conveniently near a train station in Fishkill, this hotel features free WiFi and parking. Guests love the comfortable beds and helpful staff. After working out in the fitness center, enjoy a refreshing swim in the indoor pool year-round.
"Easy check in, very friendly staff. Clean place!!"
United States
Elline
The price is ￥15,728
￥17,792 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Comfort Suites Fishkill near Interstate 84
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (977)
Located minutes from Stewart Airport with complimentary shuttle, this Newburgh hotel offers free breakfast, WiFi, and parking. Enjoy the indoor pool and fitness center after exploring nearby Resorts World Hudson Valley. Guests consistently praise the helpful staff and immaculate rooms.
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
The price is ￥16,046
￥18,954 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn & Suites Newburgh Stewart Airport
Exterior
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (795)
Located near the train station, this welcoming hotel offers a 24-hour health club and coffee shop. Just minutes from City Winery Hudson Valley and Orange County Farmers Museum, guests appreciate the helpful staff, clean rooms, and free parking.
"Good stay"
United States
Fatima
The price is ￥13,994
￥15,832 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Montgomery by IHG
Room, 2 Queen Beds | Desk, laptop workspace, soundproofing, iron/ironing board
Spark by Hilton Fishkill

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
6.6 out of 10, (17)
"Good place to rest your head for a night "
United States
Dennis J
The price is ￥13,558
￥15,336 total
includes taxes & fees
Dec 19 - Dec 20
Spark by Hilton Fishkill
Terrace/patio
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very Good, (100)
Experience relaxation at this riverside retreat with a fitness center and vibrant bar/lounge. Near Van Cortlandt Manor and Croton Point Park, enjoy complimentary WiFi and parking while savoring breakfast at the cozy café.
"Clean room, staff were very welcoming"
United States
Semaj
The price is ￥27,582
￥30,719 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Windrose On Hudson
Exterior detail
Borland House Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
This Montgomery Victorian B&B offers a tranquil garden and terrace, with luxury facial treatments available. Located near City Winery Hudson Valley, the inn provides free breakfast, WiFi, and parking for a comfortable getaway.
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Reception
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (956)
Experience comfort at this Middletown hotel with complimentary English breakfast and WiFi. Just a short drive from LEGOLAND® New York and Orange County Fairgrounds, guests can enjoy the 24-hour fitness center and outdoor terrace after a day of adventures.
"Staff both during check in and out were great . Great stay ."
United States
david
The price is ￥13,932
￥16,455 total
includes taxes & fees
Dec 21 - Dec 22
Tru by Hilton Middletown
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1004)
Located just minutes from Stewart Airport, this welcoming hotel offers a refreshing indoor pool and convenient fitness center. Enjoy free WiFi and parking while exploring nearby Resorts World Hudson Valley and Hamilton Fish Bridge.
"Fast check in, great parking area. "
United States
Helene
The price is ￥16,169
￥18,291 total
includes taxes & fees
Dec 14 - Dec 15
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
Located 10 minutes from LEGOLAND® New York, this hotel offers American cuisine at The Bistro restaurant and bar. Enjoy the indoor pool, 24-hour fitness center, free WiFi, and parking while staying near Galleria at Crystal Run.
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is ￥14,406
￥17,017 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Middletown Goshen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Highland Mills attractions

Palaia Vineyards Winery

This hippie-inspired winery in a 200-year-old barn pairs distinctive wines and meads with weekend live music. Enjoy vineyard views from the outdoor stage or relax in the rustic tasting room with artisanal pizzas.
See properties

Top Highland Mills Hotel Reviews

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

10/10 Excellent
"Very good "
David E. 2-night trip
Posted 22 hours ago
Sonesta Simply Suites Nanuet

More cheap stays in Highland Mills

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

160 State Route 17 South Mahwah NJ
The price is ￥11,782 per night from Jan 4 to Jan 5
￥11,782
￥13,504 total
Jan 4 - Jan 5, 2026
includes taxes & fees
7.2/10 Good! (1,000 reviews)

Frequently asked questions

What's the best place for a stay in Highland Mills?
Located 19 mi (30.5 km) from the heart of Highland Mills, DoubleTree by Hilton Hotel Nanuet is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Sonesta Simply Suites Nanuet and Hampton Inn & Suites Poughkeepsie. See all available top hotels, or vacation rentals in Highland Mills.
What are some of the best vacation rentals in Highland Mills?
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental outside of Highland Mills offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and a coffee maker, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Highland Mills.
If I need to cancel my hotel reservation in Highland Mills, will I receive a refund?
Yes! Most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Highland Mills.
Where can I learn more about changing or cancelling my trip to Highland Mills?
For more information about rescheduling or cancelling your trip to Highland Mills, click here.
What's the best hotel to stay close to Palaia Vineyards Winery?
Hampton Inn Harriman Woodbury is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 4.7 mi (7.5 km) from Palaia Vineyards Winery. Other good choices within a few miles include Americas Best Value Inn Central Valley and Caldwell House Bed & Breakfast.
What are some accommodations with pools in Highland Mills?
DoubleTree by Hilton Hotel Nanuet: Features a snack bar/deli, a pool, and free self parking. Hampton Inn & Suites Poughkeepsie and La Quinta Inn & Suites by Wyndham Middletown-Goshen are a couple of other choices that offer an onsite pool. View all hotels with pools in Highland Mills.
What's the best accommodation near Stewart International Airport (SWF)?
Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.
How is it to stay in Highland Mills?
Visitors can enjoy all that Highland Mills has to offer including the shopping, wineries, and forests. Tourists can also enjoy the city's temples, churches, and university setting. In Highland Mills, there are 8 hotels and other accommodations to choose from. Find out more about Highland Mills.
What are the top places to visit in Highland Mills?
Favorite places to visit include United States Military Academy, Palaia Vineyards Winery, and Schunnemunk State Park. You'll also find Woodbury Common Premium Outlets and Arrow Park Lake and Lodge in the area. Check out what more to see and do in Expedia's Highland Mills guide.
What's the weather like in Highland Mills?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Highland Mills are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.

Explore a world of travel with Expedia