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Cold Spring

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Cold Spring Flights as Low as $161

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

Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $161 found 1 day ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $164 found 1 day ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $167 found 1 day ago
JetBlue Airways
Sat, Jul 19 - Mon, Jul 21
MCO
Orlando Intl.
HPN
Westchester County
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jul 19 from Orlando Intl. to Westchester County, returning Mon, Jul 21, priced at $170 found 2 days ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $172 found 1 day ago
JetBlue Airways
Tue, Jul 22 - Thu, Jul 24
MCO
Orlando Intl.
HPN
Westchester County
$176 Roundtrip, found 2 days ago
$176
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Thu, Jul 24, priced at $176 found 2 days ago
JetBlue Airways
Tue, Jul 22 - Tue, Jul 22
MCO
Orlando Intl.
HPN
Westchester County
$185 Roundtrip, found 15 hours ago
$185
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Tue, Jul 22, priced at $185 found 15 hours ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $189 found 1 day ago
American Airlines
Tue, Jul 22 - Tue, Jul 22
MCO
Orlando Intl.
HPN
Westchester County
$195 Roundtrip, found 15 hours ago
$195
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Tue, Jul 22, priced at $195 found 15 hours ago
Delta
Tue, Aug 26 - Tue, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Sep 2, priced at $197 just found
Breeze Airways
Thu, Jun 26 - Tue, Jul 1
TPA
Tampa Intl.
HPN
Westchester County
$201 Roundtrip, found 2 days ago
$201
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 26 from Tampa Intl. to Westchester County, returning Tue, Jul 1, priced at $201 found 2 days ago
Breeze Airways
Thu, Jul 3 - Sun, Jul 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jul 3 from Orlando Intl. to Stewart Intl., returning Sun, Jul 6, priced at $224 found 1 day ago
Delta
Sat, Jul 19 - Wed, Jul 23
AUS
Austin-Bergstrom Intl.
HPN
Westchester County
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jul 19 from Austin-Bergstrom Intl. to Westchester County, returning Wed, Jul 23, priced at $289 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Fri, Sep 19
LAX
Los Angeles Intl.
HPN
Westchester County
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Los Angeles Intl. to Westchester County, returning Fri, Sep 19, priced at $293 found 1 day ago
American Airlines
Mon, Jun 30 - Mon, Jun 30
DFW
Dallas-Fort Worth Intl.
HPN
Westchester County
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jun 30 from Dallas-Fort Worth Intl. to Westchester County, returning Mon, Jun 30, priced at $304 found 1 day ago
Delta
Wed, Jun 25 - Fri, Jul 4
DAL
Love Field
HPN
Westchester County
$331 Roundtrip, found 3 days ago
$331
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jun 25 from Love Field to Westchester County, returning Fri, Jul 4, priced at $331 found 3 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 July, 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 $161, 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 $161 right now, why wait?

Cold Spring Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$161

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! (231 reviews)
"Good price for a basic, clean, humble quiet place along the way"

Reviewed on May 9, 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
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., 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 ...
8.6/10 Excellent! (1,007 reviews)
"I really liked the location. So close to highway exit, easy to park. Close to shops and resturants and they even have a bar with snack (finger food)."

Reviewed on Jun 12, 2025

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HYATT house Fishkill/Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
8.6/10 Excellent! (1,002 reviews)
"Great customer service"

Reviewed on Jun 11, 2025

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Hampton Inn & Suites Poughkeepsie
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! (1,000 reviews)
"Superbly clean. Noisy kid right above us. Great restaurant in building. Very close and easy handicapped parking."

Reviewed on Jun 7, 2025

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Hotel Zero Degrees Danbury
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! (1,000 reviews)
"조용히 휴식하기에 좋은 곳입니다. 2층에있는 레스토랑이 훌륭합니다."

Reviewed on Jun 8, 2025

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Overlook Lodge at Bear Mountain
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 ...
7.6/10 Good! (408 reviews)
Just right
"Simple but everything you need. Very comfy bed."

Reviewed on Jun 10, 2025

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Wingate by Wyndham Fishkill
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (336 reviews)
"Great"

Reviewed on Jun 4, 2025

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Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 795 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.