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Cold Spring

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Cold Spring Flights as Low as $107

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

Breeze Airways
Tue, Sep 22 - Sun, Sep 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 27, priced at $107 found 3 days ago
Breeze Airways
Tue, Sep 22 - Sun, Sep 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$112 Roundtrip, found 3 days ago
$112
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 27, priced at $112 found 3 days ago
Breeze Airways
Tue, Sep 22 - Sun, Sep 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 27, priced at $117 found 3 days ago
Breeze Airways
Sat, Sep 5 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 23, priced at $157 found 2 days ago
Breeze Airways
Sat, Sep 5 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$163 Roundtrip, found 12 hours ago
$163
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sat, Sep 5 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 23, priced at $163 found 12 hours ago
Breeze Airways
Sat, Sep 5 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 12 hours ago
$168
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sat, Sep 5 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 23, priced at $168 found 12 hours ago
Allegiant Air
Thu, Aug 6 - Sun, Aug 9
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Aug 6 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Aug 9, priced at $183 found 1 day ago
American Airlines
Tue, Aug 11 - Wed, Aug 19
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$229 Roundtrip, found 20 hours ago
$229
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Aug 11 from Raleigh - Durham Intl. to Westchester County, returning Wed, Aug 19, priced at $229 found 20 hours ago
Delta
Tue, Sep 22 - Sun, Sep 27
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 27, priced at $237 found 3 days ago
Delta
Tue, Dec 1 - Sat, Dec 5
STL
Lambert-St. Louis Intl.
HPN
Westchester County
$301 Roundtrip, found 5 hours ago
$301
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Dec 1 from Lambert-St. Louis Intl. to Westchester County, returning Sat, Dec 5, priced at $301 found 5 hours ago
Delta
Tue, Aug 11 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 18, priced at $307 found 1 day ago
Delta
Tue, Aug 18 - Sat, Aug 22
DAB
Daytona Beach Intl.
HPN
Westchester County
$310 Roundtrip, found 21 hours ago
$310
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Aug 18 from Daytona Beach Intl. to Westchester County, returning Sat, Aug 22, priced at $310 found 21 hours ago
American Airlines
Thu, Oct 1 - Mon, Oct 5
MSN
Dane County Regional
HPN
Westchester County
$329 Roundtrip, found 11 hours ago
$329
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Oct 1 from Dane County Regional to Westchester County, returning Mon, Oct 5, priced at $329 found 11 hours ago
JetBlue Airways
Tue, Aug 11 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 18, priced at $375 found 1 day ago
American Airlines
Sun, Aug 9 - Sat, Aug 15
BUR
Hollywood Burbank
HPN
Westchester County
$520 Roundtrip, found 21 hours ago
$520
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Sun, Aug 9 from Hollywood Burbank to Westchester County, returning Sat, Aug 15, priced at $520 found 21 hours ago
Alaska Airlines
Mon, Aug 10 - Wed, Aug 12
BUR
Hollywood Burbank
HPN
Westchester County
$1,135 Roundtrip, found 21 hours ago
$1,135
Roundtrip
found 21 hours ago
Select Alaska Airlines flight, departing Mon, Aug 10 from Hollywood Burbank to Westchester County, returning Wed, Aug 12, priced at $1,135 found 21 hours 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 $107, 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 $107 right now, why wait?

Cold Spring Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$106

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 SplashDown Beach and Fishkill Ridge are located ...
7.2/10 Good! (282 reviews)
"Room didn tlook like photos on website. mgmgt offered me a room located over a liquor store not park of the main property of the motel. Took awile for the ac unit to cool the room. it was an older model a/c unit but when i came back to the room hours after turning it on it was nice and cool in the ..."

Reviewed on Jul 14, 2026

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Countryside Motel
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 ...
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Hyatt Place Poughkeepsie / Hudson Valley
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 ...
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Spark by Hilton Fishkill
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! (1,003 reviews)
"Loved the location. Overlook buildings are separate from main complex and are low old stone buildings with one central tiny lobby surrounded by several (6?) rooms. Can be every st night if you are alone but would be fun with large families or groups requiring multiple rooms."

Reviewed on Jul 17, 2026

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Overlook Lodge at Bear Mountain
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
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SureStay Plus Hotel by Best Western Highland Poughkeepsie
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! (1,002 reviews)
"Khalil Guest Services & Emily from Housekeeping were among the many wonderful staffers who provided outstanding service. I had a wonderful stay in a clean peaceful environment."

Reviewed on Jul 16, 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! (1,002 reviews)
"Great location, rooms, staff, etc... Only issue is bedding (quality of mattress and pillows)."

Reviewed on Jul 17, 2026

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Hotel Zero Degrees Danbury
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts ...
4.8/10 (1,001 reviews)
"The room #228 was gross! Roaches and water damage. We literally didn’t complain because we were so tired we slept fully clothed on top of the sheets and sat on a nasty towel that looked like they had cleaned something before with it. The chair and the desk chair both were covered in stains. The shower ..."

Reviewed on Jul 14, 2026

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Ramada by Wyndham Newburgh/West Point
See all 865 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.