Find hotels in Philipstown, NY from CA $124

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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
The price is CA $333
CA $381 total
includes taxes & fees
Mar 13 - Mar 14
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
The price is CA $130
CA $140 total
includes taxes & fees
Mar 1 - Mar 2
Countryside Motel

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (38 reviews)
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is CA $370
CA $603 total
includes taxes & fees
Mar 26 - Mar 27
LEGOLAND Hotel NEW York

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1,001 reviews)
"the room was clean and the hotel staff was nice. "
United States
Corydon
The price is CA $181
CA $204 total
includes taxes & fees
Mar 22 - Mar 23
Homewood Suites Stewart Airport

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, (1,003 reviews)
"great stay. had everything needed. "
United States
Dana
The price is CA $120
CA $142 total
includes taxes & fees
Mar 5 - Mar 6
Holiday Inn Express Hotel & Suites Chester by IHG

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (153 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
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, (1,002 reviews)
"Superb place to stay."
United States
Denessy
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,001 reviews)
"The staff was really welcoming!"
United States
Devis
The price is CA $129
CA $147 total
includes taxes & fees
Mar 1 - Mar 2
Inn on the Hudson

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
The price is CA $294
CA $333 total
includes taxes & fees
Mar 2 - Mar 3
The Dominion House Bed & Breakfast

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
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, (1,002 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
The price is CA $133
CA $151 total
includes taxes & fees
Mar 4 - Mar 5
Overlook Lodge at Bear Mountain

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
The price is CA $434
CA $560 total
includes taxes & fees
Mar 19 - Mar 20
The Abbey Inn & Spa

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
The price is CA $108
CA $127 total
includes taxes & fees
Mar 29 - Mar 30
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, (1,001 reviews)
"Room was cleaned and staff was friendly. "
United States
Giovanni
The price is CA $130
CA $150 total
includes taxes & fees
Mar 20 - Mar 21
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, (828 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is CA $119
CA $135 total
includes taxes & fees
Mar 1 - Mar 2
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
The price is CA $370
CA $455 total
includes taxes & fees
Mar 1 - Mar 2
Stagecoach Inn

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,001 reviews)
"Nice place"
United States
Jason
The price is CA $113
CA $128 total
includes taxes & fees
Mar 24 - Mar 25
Super 8 by Wyndham Montgomery Maybrook

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
The price is CA $130
CA $150 total
includes taxes & fees
Mar 7 - Mar 8
Spark by Hilton Fishkill

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (95 reviews)
"Great stay!"
United States
Amrita
Cromwell Manor Inn

Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.0 out of 10, Wonderful, (188 reviews)
"We’ve stayed at Station Inn several times and have always enjoyed our stay. Very homey and convenient location. "
United States
Sheila
The price is CA $247
CA $280 total
includes taxes & fees
Mar 30 - Mar 31
Station Inn Pawling
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

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Frequently asked questions

What is the best area to stay in Philipstown?
The best area to stay in Philipstown is Cold Spring, a historic village along the Hudson River.

Cold Spring is the most popular spot for visitors, known for its charming Main Street, which is lined with antique shops, art galleries, and independent boutiques, all within walking distance of the Metro-North train station. The village offers stunning views of the Hudson Highlands and is a gateway to numerous outdoor activities.

Couples often find Cold Spring great for a romantic getaway. You can enjoy strolling hand-in-hand along the waterfront, browsing the unique shops, and dining at one of the village's acclaimed restaurants. Many accommodations offer cosy settings and easy access to scenic walks along the river or up to spots like Little Stony Point.

For travellers looking for a base to explore the region's natural beauty, Cold Spring is ideal. It provides convenient access to hiking trails in Clarence Fahnestock State Park and the Hudson Highlands State Park Preserve, including the popular Breakneck Ridge.
When is the best time to go to Philipstown?
The best time to visit Philipstown is during the autumn months, particularly from late September to late October, when the foliage is at its peak.

During this period, the Hudson Valley transforms with vibrant red, orange, and gold leaves, making it an ideal time for scenic drives, hiking, and outdoor activities. The weather is typically crisp and pleasant, great for exploring the area's natural beauty and historic sites.

Couples looking for a romantic getaway will particularly enjoy the autumn. They can take scenic walks through places like Boscobel House and Gardens, enjoy wine tastings at local vineyards, or simply relax and take in the stunning views of the Hudson River surrounded by colourful trees.

Families also find autumn a great time to visit. There are often apple-picking opportunities at local orchards, pumpkin patches, and harvest festivals that provide activities for all ages. The cooler temperatures make outdoor adventures like exploring Breakneck Ridge more comfortable.

While autumn is spectacular, the summer months (June to August) also offer warm weather suitable for boating on the Hudson River and enjoying outdoor dining.
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?
Members always get our best prices. Find our best Philipstown hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $124 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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