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Our top choices for Philipstown hotels

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155 reviews)
"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
$227 nightly
The price is $245
Mar 1 - Mar 2
Total with taxes and fees
Cold Spring Hotel

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (264 reviews)
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
United States
Donald
$95 nightly
The price is $103
Feb 21 - Feb 22
Total with taxes and fees
Countryside Motel

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1,002 reviews)
"the room was clean and the hotel staff was nice. "
United States
Corydon
$132 nightly
The price is $149
Mar 8 - Mar 9
Total with taxes and fees
Homewood Suites Stewart Airport

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,000 reviews)
"The staff was really welcoming!"
United States
Devis
$89 nightly
The price is $102
Feb 22 - Feb 23
Total with taxes and fees
Inn on the Hudson

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,002 reviews)
"great stay. had everything needed. "
United States
Dana
$95 nightly
The price is $112
Feb 23 - Feb 24
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
$215 nightly
The price is $243
Feb 23 - Feb 24
Total with taxes and fees
The Dominion House Bed & Breakfast

Bedford Post Inn

Bedford Post Inn
3.5 star property
Bedford
9.4 out of 10, Exceptional, (52 reviews)
"Beautiful inn"
United States
Christopher
$650 nightly
The price is $724
Feb 22 - Feb 23
Total with taxes and fees
Bedford Post Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (152 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
$114 nightly
The price is $129
Feb 22 - Feb 23
Total with taxes and fees
Borland House Inn

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, (1,007 reviews)
"Superb place to stay."
United States
Denessy
$96 nightly
The price is $109
Feb 22 - Feb 23
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (240 reviews)
"Friendly staff and a great place to get away and recharge!"
United States
Ariana
$389 nightly
The price is $445
Feb 26 - Feb 27
Total with taxes and fees
The Abbey Inn & Spa

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (157 reviews)
"Courteous staff, spacious rooms! "
United States
Lisa
$200 nightly
The price is $246
Feb 23 - Feb 24
Total with taxes and fees
The Orange Inn Boutique Hotel

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,006 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
$105 nightly
The price is $119
Mar 4 - Mar 5
Total with taxes and fees
Overlook Lodge at Bear Mountain

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (306 reviews)
"Easy to spot on the road and helpful friendly staff"
United States
Alex
$79 nightly
The price is $93
Feb 22 - Feb 23
Total with taxes and fees
Cadet Motel

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was cleaned and staff was friendly. "
United States
Giovanni
$88 nightly
The price is $102
Mar 6 - Mar 7
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84

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, (825 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
$91 nightly
The price is $103
Mar 1 - Mar 2
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
$247 nightly
The price is $304
Feb 21 - Feb 22
Total with taxes and fees
Stagecoach Inn

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.6 out of 10, Good, (30 reviews)
"Room was clean, check-in was easy."
United States
Maureen
$81 nightly
The price is $94
Feb 28 - Mar 1
Total with taxes and fees
Spark by Hilton Fishkill

Newburgh Inn

Newburgh Inn
2.0 star property
Newburgh
5.4 out of 10, (116 reviews)
"Very nice staff and everything was nice with the room "
United States
William
$111 nightly
The price is $132
Mar 21 - Mar 22
Total with taxes and fees
Newburgh Inn

Quality Inn Spring Valley - Nanuet

Quality Inn Spring Valley - Nanuet
2.5 star property
Spring Valley
6.2 out of 10, (1,003 reviews)
"You can’t beat the price and quality, but that’s just Quality Inn."
United States
Jharon
$99 nightly
The price is $115
Feb 23 - Feb 24
Total with taxes and fees
Quality Inn Spring Valley - Nanuet

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (95 reviews)
"Great stay!"
United States
Amrita
$267 nightly
The price is $315
Feb 22 - Feb 23
Total with taxes and fees
Cromwell Manor Inn
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.

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Stay near popular Philipstown attractions

Learn more about Philipstown

Head to sights like Boscobel House and Gardens and Hudson Highlands State Park as you discover Philipstown.

Magical tranquil garden🌳🌺🌼 #Patterns
Photo by Lynette Geisinger
Open Photo by Lynette Geisinger

Top Philipstown Hotel Reviews

More cheap stays in Philipstown

Hotels in Philipstown with star-rating

Find out more about Philipstown

Top reasons to visit Philipstown

  • Outdoor Adventures: Philipstown is a haven for outdoor enthusiasts, offering hiking, picnicking, and exploration of scenic parks and lakes.
  • Family-Friendly Activities: The area provides educational experiences and recreational spaces perfect for families looking to bond over adventures.
  • Scenic Beauty: Enjoy breathtaking landscapes that enhance your vacation experience, making it ideal for nature lovers.
  • Charming Accommodations: Choose from cozy bed and breakfasts or well-equipped hotels, catering to diverse traveler needs.
  • Cultural Exploration: Discover unique local spots and engage with the vibrant community for a memorable getaway.

Find great hotels near Philipstown

Discover the charm of Philipstown, New York, where a variety of accommodations await to enhance your stay. From cozy bed and breakfasts to well-equipped hotels, there's something for every traveler. Enjoy pet-friendly options and LGBTQIA welcoming environments, perfect for both leisure and business needs. With excellent hotel reviews and house rentals available, you're sure to find the ideal spot to relax and explore this picturesque area.

  • Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: Experience convenience and comfort at the Super 8 by Wyndham Newburgh, a practical choice for business travelers. Located 8 miles from Philipstown, this motel offers essential amenities designed to support your work needs, including a well-equipped Business Center and versatile Meeting Rooms. Guests appreciate the straightforward accommodations and the relaxed atmosphere that makes it easy to unwind after a busy day. Ideal for those seeking a functional stay without compromising on comfort.
  • Best Western Fishkill Inn & Suites: The Best Western Fishkill Inn & Suites combines a family-friendly atmosphere with business-oriented services, making it a versatile choice for various travelers. Situated 8 miles from Philipstown, this 3.5-star hotel welcomes pets and provides thoughtful amenities for children, such as complimentary cribs. Business amenities include a 24-hour Business Center and meeting spaces, ensuring you have everything you need for a productive stay. The hotel’s pet policy allows for dogs, making it a great option for families traveling with furry companions.
  • HYATT house Fishkill/Poughkeepsie: Ideal for families and business travelers alike, the HYATT house Fishkill/Poughkeepsie offers a welcoming environment just 8 miles from Philipstown. This 3-star hotel features multiple Meeting Rooms and a comprehensive Business Center, catering to your professional needs. Families will appreciate the child-friendly amenities, including free cribs and safety features. The hotel's pet-friendly policy allows for both dogs and cats, making it a perfect retreat for guests traveling with pets. Enjoy a blend of comfort and convenience in this well-rounded accommodation.

Where to stay near Philipstown

Philipstown, New York, offers a delightful escape for outdoor enthusiasts and adventure seekers alike. Surrounded by stunning scenery, this charming village is a perfect base for exploring nearby towns and attractions. From family-friendly activities to unique local spots, you'll find a memorable getaway filled with budget-friendly options and luxury experiences. Discover the best things to do in this vibrant region and create lasting memories in a truly captivating atmosphere.

  • Newburgh: Situated a mere 6 miles from Philipstown, Newburgh is a vibrant city known for its rich history and scenic waterfront. Visitors can enjoy a blend of family-friendly activities, outdoor adventures, and urban exploration. The city features a variety of shopping centers and malls, perfect for retail therapy. Key attractions include the picturesque waterfront, historic sites, and visitor centers that provide insights into the area's past. With its peak travel season in July to August and October, Newburgh offers a lively atmosphere filled with events and activities to enhance your travel experience.
  • Beacon: Also located 6 miles from Philipstown, Beacon is a charming city that draws visitors looking for outdoor adventures and artistic experiences. Known for its vibrant arts scene, Beacon hosts various theaters and galleries, making it a cultural hotspot. The city’s natural beauty is showcased in its nearby lakes, mountains, and parks, perfect for hiking and exploring. With peak visitor numbers from July to September, Beacon offers a welcoming environment for families and adventure seekers alike, ensuring a memorable trip filled with excitement and discovery.
  • Fishkill: About 8 miles from Philipstown, Fishkill is an inviting city that caters to families and outdoor enthusiasts. The city boasts numerous shopping centers and malls, making it a convenient destination for those looking to indulge in retail experiences. Visitors can also explore symbolic landmarks, theme parks, and visitor centers that highlight the area’s unique character. With peak travel times in June to July and September, Fishkill promises a delightful blend of urban and natural attractions, making it a fantastic stop on your vacation itinerary.

Things to do in and around Philipstown

Philipstown, New York, is perfect for outdoor and adventure enthusiasts, offering a variety of scenic activities. Families can enjoy educational experiences and recreational areas, making it an ideal destination for unforgettable adventures. Whether you're ticking items off your bucket list or seeking thrilling outdoor pursuits, Philipstown provides a vibrant backdrop for a memorable vacation.

Shopping

In Philipstown, you'll find charming local shops for unique gifts and souvenirs. If you're up for a drive, visit Jefferson Valley Mall and Woodbury Common Premium Outlets, both offering a range of stores and entertainment just 10-12 miles away.

Recreation

Michie Stadium offers an energetic atmosphere perfect for sports enthusiasts, located just 3 miles from Philipstown. Garrison Golf Club invites you to enjoy a round of golf amidst beautiful outdoor scenery. For relaxation, Peekskill Landing Park, 9 miles away, provides a tranquil setting for wellness and rejuvenation.

Adventure

Experience thrills at SplashDown Beach, a vibrant waterpark located 9 miles from Philipstown, offering exciting rides and family fun. For adrenaline seekers, Paintball Sports, 17 miles away, provides an exhilarating paintball experience. Hike the Esty and Hellie Stowell Trailhead, only 3 miles away, for stunning outdoor scenery.

Nightlife

The nightlife in Philipstown offers a delightful mix of cultural experiences. Catch a captivating performance at Eisenhower Hall Theater, just 2 miles away, or enjoy an enchanting evening at the Ritz Theater, 6 miles distant. For more excitement, the Paramount Hudson Valley Theater, 9 miles away, is a must-visit.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Philipstown

To save money on your trip to Philipstown, consider visiting between January and March when prices are lower. Book your stay on a Monday for the best rates, and use Expedia's tools to filter for budget-friendly accommodations. Look for package deals that combine hotels, flights, and activities for added savings. Joining Expedia's One Key membership can provide exclusive discounts and cash rewards for future bookings. Don't forget to compare room rates and check for last-minute deals and discounts on car rentals to maximize your savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Philipstown are January to March, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Philipstown is Monday. The most expensive day to stay in Philipstown is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can easily organize your search results by price, starting with the most affordable hotels. Additionally, you have the option to narrow down your choices by hotel type. For instance, if you select the Eco-certified filter, you'll be shown sustainable and eco-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Philipstown with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Philipstown

Philipstown offers a perfect blend of outdoor adventure and scenic beauty for tourists. Visitors can explore the nearby national and urban parks, as well as picturesque lakes. With attractions that cater to culture and family experiences, Philipstown provides a delightful getaway for those seeking nature and recreation. Enjoy hiking, picnicking, and immersing yourself in the stunning landscapes that make this area a wonderful vacation destination.

  • United States Military Academy: Located just 5 miles from Philipstown, this prestigious academy offers a glimpse into military history and education. Visitors can explore the stunning campus, including the iconic Cadet Chapel and the West Point Museum, which showcases artifacts and exhibits on the academy’s rich legacy.
  • Bear Mountain State Park: About 9 miles from Philipstown, this scenic park is perfect for outdoor enthusiasts. Enjoy hiking trails, picnic areas, and breathtaking views of the Hudson River. The park offers a variety of recreational activities, including boating, fishing, and wildlife observation.
  • Dia Beacon: Situated 6 miles away, Dia Beacon is a contemporary art museum that presents an impressive collection of minimalist and conceptual art. The museum's spacious galleries and serene environment create a unique cultural experience, allowing visitors to engage deeply with the artwork.

Best time to go to Philipstown

The best time to visit Philipstown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly SunnySlightly LowSlightly Low
February30.4°F (-0.9°C)Light RainMostly SunnySlightly LowSlightly Low
March37.8°F (3.2°C)Light RainMostly SunnySlightly LowSlightly Low
April48.9°F (9.4°C)Light RainMostly SunnyAverageAverage
May59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnyAverageSlightly High
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighAverage
August71.6°F (22.0°C)Light RainMostly SunnySlightly HighAverage
September64.8°F (18.2°C)Light RainMostly SunnyAverageSlightly High
October54.3°F (12.4°C)Light RainMostly SunnySlightly HighSlightly High
November42.6°F (5.9°C)Light RainMostly SunnyAverageAverage
December34.9°F (1.6°C)Light RainMostly SunnyAverageAverage

The nearest major airports for your trip to Philipstown

For your visit to Philipstown, New York, you can fly into several major airports. John F. Kennedy International Airport (JFK) is 55 miles away, with nearby hotels such as Arlo Williamsburg, The William Vale, and The Boro Hotel, all about 11 miles from the airport. Newark Liberty International Airport (EWR) is 52 miles away, offering luxurious options like The Dominick, The Wall Street Hotel, and The Beekman, A Thompson Hotel, located 9 miles from the airport. LaGuardia Airport (LGA) is the closest at 45 miles away, featuring upscale hotels including Virgin Hotels New York City, The Mark, and The Carlyle, A Rosewood Hotel, all within 6 miles of the airport.

Frequently asked questions

What is the best area to stay in Philipstown?
The best area to stay in Philipstown is Cold Spring, a picturesque village located on the Hudson River.

Cold Spring serves as the main hub for visitors, known for its well-preserved 19th-century architecture and a main street, Main Street, lined with antique shops, art galleries, and restaurants. The village's waterfront park offers stunning views of the Hudson Highlands. This area is particularly well-suited for couples and those seeking a relaxing getaway.

Couples will find Cold Spring ideal for its romantic setting, opportunities for scenic strolls along the river, and intimate dining experiences. The village's quiet streets and mountain views provide a peaceful escape, with convenient access to hiking trails and charming local boutiques.

For travelers who appreciate easy access to outdoor activities and a bit more seclusion, the areas just outside of Cold Spring village center, particularly closer to the Hudson Highlands State Park Preserve, offer a tranquil experience.
When is the best time to go to Philipstown?
The best time to visit Philipstown is during the autumn months, specifically from late September through October, to experience the vibrant fall foliage.

This period offers pleasant weather for outdoor activities and showcases the natural beauty of the Hudson Valley. The air is crisp, and the surrounding hillsides are painted with reds, oranges, and yellows, making it an ideal time for scenic drives and hikes.

Couples often find this season particularly appealing for a romantic getaway. You can enjoy strolls through charming villages like Cold Spring, explore Storm King Art Center, or take a scenic boat tour on the Hudson River, all enhanced by the stunning autumnal backdrop.

For those interested in outdoor exploration, the fall provides excellent conditions for hiking trails like those in Bear Mountain State Park or Breakneck Ridge.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Philipstown.
How can I save on a Philipstown hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Philipstown hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Philipstown hotel?
Prices for hotels in Philipstown often vary, but you can find a great deal from $88 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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