Search Cheap Flights to
Cold Spring

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Cold Spring Flights as Low as $157

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

JetBlue Airways
Sat, Aug 23 - Mon, Aug 25
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Mon, Aug 25, priced at $157 found 11 hours ago
JetBlue Airways
Tue, Aug 19 - Mon, Aug 25
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$160 Roundtrip, found 22 hours ago
$160
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Tue, Aug 19 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Mon, Aug 25, priced at $160 found 22 hours ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 6 days ago
$164
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $164 found 6 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $167 found 2 days ago
Breeze Airways
Thu, Jul 24 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $167 found 8 hours ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 5 days ago
$169
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $169 found 5 days ago
JetBlue Airways
Thu, Jul 24 - Mon, Jul 28
MCO
Orlando Intl.
HPN
Westchester County
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jul 24 from Orlando Intl. to Westchester County, returning Mon, Jul 28, priced at $170 found 1 day ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$171 Roundtrip, found 6 days ago
$171
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $171 found 6 days ago
American Airlines
Tue, Jul 22 - Tue, Jul 29
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 22 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Tue, Jul 29, priced at $187 found 1 day ago
Delta
Tue, Jul 22 - Tue, Jul 29
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 22 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Tue, Jul 29, priced at $197 found 1 day ago
Delta
Wed, Aug 6 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 6 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 12, priced at $197 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Fri, Sep 19
LAX
Los Angeles Intl.
HPN
Westchester County
$293 Roundtrip, found 20 hours ago
$293
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Los Angeles Intl. to Westchester County, returning Fri, Sep 19, priced at $293 found 20 hours ago
American Airlines
Sat, Aug 2 - Sat, Aug 9
PHX
Sky Harbor Intl.
HPN
Westchester County
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 2 from Sky Harbor Intl. to Westchester County, returning Sat, Aug 9, priced at $306 found 1 day ago
Delta
Mon, Aug 4 - Tue, Aug 12
SAN
San Diego Intl.
HPN
Westchester County
$353 Roundtrip, found 21 hours ago
$353
Roundtrip
found 21 hours ago
Select Delta flight, departing Mon, Aug 4 from San Diego Intl. to Westchester County, returning Tue, Aug 12, priced at $353 found 21 hours ago
American Airlines
Thu, Aug 28 - Tue, Sep 2
ORD
O'Hare Intl.
HPN
Westchester County
$388 Roundtrip, found 1 day ago
$388
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Westchester County, returning Tue, Sep 2, priced at $388 found 1 day ago
Alaska Airlines
Thu, Aug 7 - Tue, Aug 12
SAN
San Diego Intl.
HPN
Westchester County
$557 Roundtrip, found 21 hours ago
$557
Roundtrip
found 21 hours ago
Select Alaska Airlines flight, departing Thu, Aug 7 from San Diego Intl. to Westchester County, returning Tue, Aug 12, priced at $557 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 August, 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 $157, 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 $157 right now, why wait?

Cold Spring Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$157

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 ...
7/10 Good! (238 reviews)
"I had a really great experience! The person at the desk was incredibly friendly, and there were no issues at all during our stay. The location is great compared to where everything else was in the town, which was a huge plus. Would definitely recommend!"

Reviewed on Jul 4, 2025

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Countryside Motel
Cold Spring Hotel
Cold Spring Hotel
3 out of 5
124 Main St., Cold Spring, NY
Stay at this 3-star hotel in Cold Spring. Enjoy free WiFi, daily housekeeping, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (146 reviews)
"Very welcoming and attentive. Look forward to returning."

Reviewed on Jun 1, 2025

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Cold Spring Hotel
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, 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 ...
8.2/10 Very Good! (1,008 reviews)
"Unique and quiet.safe for solo travelers and with companion."

Reviewed on Jul 7, 2025

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Overlook Lodge at Bear Mountain
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,007 reviews)
"Beautiful property very clean safe and well maintained . Great location and great value. They have a very nice restaurant in the hotel as well where they serve lunch and dinner. Light breakfast was included and I think it was nice. Very friendly staff and professional.Room was beautiful and very ..."

Reviewed on Jul 6, 2025

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Hotel Zero Degrees Danbury
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (365 reviews)
"It was cool"

Reviewed on Jul 1, 2025

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Quality Inn Poughkeepsie
Wingate by Wyndham Fishkill
Wingate by Wyndham Fishkill
3 out of 5
20 Schuyler Blvd, Fishkill, NY
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (435 reviews)
"The room was clean and quiet. The bed was comfortable. The breakfast wasn’t good if you want healthy choices. We skipped it the second day."

Reviewed on Jun 30, 2025

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Wingate by Wyndham Fishkill
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 out of 5
60 Centre Dr, Central Valley, NY
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,008 reviews)
"Great room and experience overall"

Reviewed on Jul 6, 2025

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Hampton Inn Harriman Woodbury
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHG
2.5 out of 5
2750 South Road, Poughkeepsie, NY
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,008 reviews)
"Very friendly staff, clean and quiet bedroom, a few items missing at breakfast but overall a good and relaxing experience!"

Reviewed on Jul 7, 2025

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Holiday Inn Express Poughkeepsie by IHG
See all 798 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.