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Cold Spring

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Cold Spring Flights as Low as $82

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Tue, Sep 22 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$82 Roundtrip, found 5 hours ago
$82
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 26, priced at $82 found 5 hours ago
Breeze Airways
Tue, Sep 22 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$87 Roundtrip, found 5 hours ago
$87
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 26, priced at $87 found 5 hours ago
Breeze Airways
Tue, Sep 22 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$92 Roundtrip, found 5 hours ago
$92
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 26, priced at $92 found 5 hours ago
Breeze Airways
Tue, Sep 22 - Sun, Sep 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 27, priced at $102 found 1 day ago
Breeze Airways
Tue, Sep 22 - Sun, Sep 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 27, priced at $107 found 1 day ago
Breeze Airways
Tue, Sep 22 - Sun, Sep 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 27, priced at $112 found 1 day ago
Breeze Airways
Tue, Aug 11 - Wed, Aug 19
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Aug 11 from Raleigh - Durham Intl. to Westchester County, returning Wed, Aug 19, priced at $135 found 1 day ago
Breeze Airways
Tue, Aug 11 - Wed, Aug 19
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Aug 11 from Raleigh - Durham Intl. to Westchester County, returning Wed, Aug 19, priced at $140 found 1 day ago
Breeze Airways
Wed, Sep 2 - Sat, Sep 5
TPA
Tampa Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 10 hours ago
$159
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Stewart Intl., returning Sat, Sep 5, priced at $159 found 10 hours ago
Breeze Airways
Thu, Aug 20 - Sun, Aug 23
MCO
Orlando Intl.
HPN
Westchester County
$175 Roundtrip, found 4 hours ago
$175
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Westchester County, returning Sun, Aug 23, priced at $175 found 4 hours ago
Breeze Airways
Thu, Jul 9 - Wed, Aug 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 4 hours ago
$188
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Jul 9 from Orlando Intl. to Stewart Intl., returning Wed, Aug 5, priced at $188 found 4 hours ago
American Airlines
Tue, Sep 22 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$211 Roundtrip, found 5 hours ago
$211
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 26, priced at $211 found 5 hours ago
Breeze Airways
Wed, Aug 26 - Wed, Sep 2
TPA
Tampa Intl.
HPN
Westchester County
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 26 from Tampa Intl. to Westchester County, returning Wed, Sep 2, priced at $211 found 5 days ago
JetBlue Airways
Thu, Aug 20 - Sun, Aug 23
MCO
Orlando Intl.
HPN
Westchester County
$217 Roundtrip, found 4 hours ago
$217
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Aug 20 from Orlando Intl. to Westchester County, returning Sun, Aug 23, priced at $217 found 4 hours ago
Delta
Wed, Sep 23 - Tue, Sep 29
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$229 Roundtrip, found 5 hours ago
$229
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Sep 23 from Raleigh - Durham Intl. to Westchester County, returning Tue, Sep 29, priced at $229 found 5 hours ago
Breeze Airways
Sat, Jun 20 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jun 20 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $272 found 5 days ago

Cheap Flights to Cold Spring

Fall in love at first flight with your vacation to Cold Spring by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Cold Spring on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Cold Spring, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Cold Spring

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Cold Spring with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the POU airport.

What is the cheapest month to fly to Cold Spring?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Cold Spring are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Cold Spring?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Cold Spring.

What airport is best to fly into Cold Spring?

When you’re planning your trip to Cold Spring, convenience is the name of the game. Luckily, Cold Spring Stewart Intl. Airport is nearby so you can deplane and get going on checking off everything on your Cold Spring must-do list.

How much are flights to Cold Spring?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Cold Spring on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $82, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Cold Spring?

The trick to saving a stack of cash on your flight to Cold Spring? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $82 right now, why wait?

Cold Spring Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$81

Last Minute Hotel Deals in Cold Spring

Countryside Motel

Countryside Motel

2 out of 5
3577 Route 9 Cold Spring NY
Stay at this motel in Cold Spring. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Fishkill Ridge and Fishkill Golf Course are located ...
7.2/10 Good! (273 reviews)
"Not a 5 star, but a decent motel for a good price. Lady at check in was very nice, friendly, and helpful."

Reviewed on Jun 7, 2026

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Countryside Motel
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (129 reviews)
"Clean room Nice staff"

Reviewed on Jun 16, 2026

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Spark by Hilton Fishkill
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd Newburgh NY
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (783 reviews)
"Worst hotel stay ever … you can skip this one. A few bright notes: evening receptionist was accommodating and a pleasure to work with; external grounds were immaculate with plenty of parking; entrance lobby was clean and inviting. The three rooms I looked at were clean but smelled funky. All had ..."

Reviewed on Jun 14, 2026

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The Crossroads Hotel, Newburgh
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,028 reviews)
"I’m a regular here since I work in the area and my commute home is sometimes too much for me after I complete my shifts. My stay is usually great but this time around I was very disappointed. The noise in the hotel was unbearable. Neighbors playing loud music, kids running in the hallway and fire ..."

Reviewed on Jun 15, 2026

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Hyatt Place Poughkeepsie / Hudson Valley
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,029 reviews)
"A small room but a great location. Bed was comfortable and A/C worked well. A little noisy, since the rooms are close to each other. Can be a bit of a challenge to find the room we were staying in. The staff was incredibly nice and helpful and the room was clean."

Reviewed on Jun 15, 2026

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Overlook Lodge at Bear Mountain
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course ...
6.4/10 (1,001 reviews)
"We booked a room for one night (6/13/26); we called early evening (745-8pm) that day to inform the hotel that we would be arriving later than expected, likely around 10pm. The person who answered the phone said "No problem. If no one is at the desk when you arrive, just call the hotel number again." ..."

Reviewed on Jun 15, 2026

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Studio 6 Extended Stay Fishkill Route 9 NY
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,000 reviews)
"Clean rooms. Staff are friendly. Convenient location."

Reviewed on Jun 15, 2026

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DoubleTree by Hilton Poughkeepsie Convention Center
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9.2/10 Wonderful! (1,000 reviews)
"The hotel is beautiful & the room/bed was clean & comfortable. My concern is there is only 1 set of elevators and both my sister (Rm 40) and I (Rm 30) were located in rooms farthest away from this access. The stairs on our side of the building were accessible down to the 2nd floor (not ground?) which ..."

Reviewed on Jun 15, 2026

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Hotel Zero Degrees Danbury
See all 863 properties in Cold Spring
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.