Search Cheap Flights to
Cold Spring

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Cold Spring Flights as Low as $164

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

Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $164 found 3 days ago
Breeze Airways
Mon, Aug 11 - Tue, Aug 12
MCO
Orlando Intl.
HPN
Westchester County
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Aug 11 from Orlando Intl. to Westchester County, returning Tue, Aug 12, priced at $167 found 3 days ago
Breeze Airways
Mon, Aug 11 - Tue, Aug 12
MCO
Orlando Intl.
HPN
Westchester County
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Aug 11 from Orlando Intl. to Westchester County, returning Tue, Aug 12, priced at $172 found 3 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $173 found 5 days ago
JetBlue Airways
Tue, Aug 12 - Mon, Aug 18
MCO
Orlando Intl.
HPN
Westchester County
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Aug 12 from Orlando Intl. to Westchester County, returning Mon, Aug 18, priced at $175 found 3 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $176 found 5 days ago
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $178 found 5 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$179 Roundtrip, just found
$179
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $179 just found
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 5 days ago
$183
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $183 found 5 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$184 Roundtrip, just found
$184
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $184 just found
Breeze Airways
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 5 days ago
$186
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Orlando Intl. to Stewart Intl., returning Sun, Aug 10, priced at $186 found 5 days ago
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $188 just found
Breeze Airways
Fri, Aug 15 - Sat, Aug 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 13 hours ago
$189
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Orlando Intl. to Stewart Intl., returning Sat, Aug 23, priced at $189 found 13 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 14 hours ago
$189
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $189 found 14 hours ago
Delta
Sun, Aug 10 - Wed, Aug 20
MCO
Orlando Intl.
HPN
Westchester County
$206 Roundtrip, found 3 days ago
$206
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Aug 10 from Orlando Intl. to Westchester County, returning Wed, Aug 20, priced at $206 found 3 days ago
American Airlines
Mon, Aug 11 - Tue, Aug 12
MCO
Orlando Intl.
HPN
Westchester County
$211 Roundtrip, found 3 days ago
$211
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Aug 11 from Orlando Intl. to Westchester County, returning Tue, Aug 12, priced at $211 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 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 $164, 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 $164 right now, why wait?

Cold Spring Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$163

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! (242 reviews)
"My husband Randy stayed at the hotel. The hotel was clean and convenient. The staff was very friendly. It was easily accessible from highway. The outside needed a little touchup but the rooms were very clean. Stayed for two nights and the price was very reasonable. Randy would go back again, he went ..."

Reviewed on Jul 28, 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! (149 reviews)
Main Street hotel
"Comfortable room on the second floor, up some steep steps from the street. No lobby, but the host runs the cafe and seems to be there all day. Very convenient location for exploring Cold Spring and local hiking trails."

Reviewed on Jul 20, 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! (1,011 reviews)
"It’s very beautiful place.Gift shop it was amazing.My wife loved it and we bought bunch of gifts."

Reviewed on Jul 27, 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! (1,001 reviews)
Sooo comfortable and clean!
"Always a nice experience at Hotel Zero. Clean, friendly, large rooms, great patio, and an excellent in-house restaurant (Terra). A wish list request would be better fruit at breakfast."

Reviewed on Jul 29, 2025

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Hotel Zero Degrees Danbury
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! (1,018 reviews)
"The rooms are very clean and beds are comfy. The breakfast need a wider variety of cooked food. The ironing boad could not close after opening but overall the stay was great. The staff and everyone visiting are friendly."

Reviewed on Jul 28, 2025

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Hampton Inn Harriman Woodbury
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! (458 reviews)
"Would go back"

Reviewed on Jul 30, 2025

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Wingate by Wyndham Fishkill
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! (383 reviews)
"Not bad. Staff was fine."

Reviewed on Jul 30, 2025

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Quality Inn Poughkeepsie
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! (1,019 reviews)
"Everything was accessible!"

Reviewed on Jul 28, 2025

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Holiday Inn Express Poughkeepsie by IHG
See all 807 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.