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Cragsmoor

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Cragsmoor Flights as Low as $157

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

Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $157 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $162 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $168 found 3 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $183 found 3 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $188 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $190 found 2 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $193 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $195 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $200 found 2 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$203 Roundtrip, found 4 days ago
$203
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $203 found 4 days ago
Breeze Airways
Tue, Jul 8 - Thu, Jul 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jul 8 from Orlando Intl. to Stewart Intl., returning Thu, Jul 10, priced at $209 found 5 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$214 Roundtrip, found 12 hours ago
$214
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $214 found 12 hours ago
Breeze Airways
Sun, May 25 - Sun, Jun 1
MCO
Orlando Intl.
SWF
Stewart Intl.
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 25 from Orlando Intl. to Stewart Intl., returning Sun, Jun 1, priced at $218 found 5 days ago
Breeze Airways
Sun, May 25 - Sun, Jun 1
MCO
Orlando Intl.
SWF
Stewart Intl.
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 25 from Orlando Intl. to Stewart Intl., returning Sun, Jun 1, priced at $223 found 5 days ago
Breeze Airways
Thu, Jul 17 - Tue, Jul 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$224 Roundtrip, found 6 days ago
$224
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jul 17 from Orlando Intl. to Stewart Intl., returning Tue, Jul 22, priced at $224 found 6 days ago
Fly Play
Mon, Nov 24 - Fri, Nov 28
STN
Stansted
SWF
Stewart Intl.
$394 Roundtrip, found 12 hours ago
$394
Roundtrip
found 12 hours ago
Select Fly Play flight, departing Mon, Nov 24 from Stansted to Stewart Intl., returning Fri, Nov 28, priced at $394 found 12 hours ago

Cheap Flights to Cragsmoor

Fall in love at first flight with your vacation to Cragsmoor 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 Cragsmoor on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Cragsmoor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Cragsmoor 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 SWF airport.

What is the cheapest month to fly to Cragsmoor?

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 Cragsmoor are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Cragsmoor?

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 Cragsmoor.

What airport is best to fly into Cragsmoor?

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

How much are flights to Cragsmoor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Cragsmoor 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 Cragsmoor?

The trick to saving a stack of cash on your flight to Cragsmoor? 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?

Cragsmoor Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$157

Last Minute Hotel Deals in Cragsmoor

The Kartrite Resort & Indoor Waterpark
The Kartrite Resort & Indoor Waterpark
4 out of 5
555 Resorts World Drive, Monticello, NY
The price is $262 per night from May 1 to May 2
$262
includes taxes & fees
May 1 - May 2
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff ...
7.8/10 Good! (1,339 reviews)
"nice"

Reviewed on Apr 14, 2025

The Kartrite Resort & Indoor Waterpark
La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
The price is $150 per night from Apr 27 to Apr 28
$150
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (673 reviews)
"The best part about our stay was the staff. We were warmly greet by Anthony who took care of us immediately, provided information about the hotel's amenities, and local restaurants and shopping. The morning staff also eent above and beyond to ensure we had an amazing stay. Checking out with Rachel ..."

Reviewed on Apr 15, 2025

La Quinta Inn & Suites by Wyndham Middletown
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
The price is $146 per night from May 4 to May 5
$146
includes taxes & fees
May 4 - May 5
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,015 reviews)
"The breakfast area"

Reviewed on Apr 16, 2025

Sleep Inn & Suites Middletown - Goshen
Resorts World Catskills Casino
Resorts World Catskills Casino
4.5 out of 5
888 Resorts World Drive, Monticello, NY
The price is $239 per night from Apr 21 to Apr 22
$239
includes taxes & fees
Apr 21 - Apr 22
Stay at this 4.5-star luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,005 reviews)
"It's very good!"

Reviewed on Mar 27, 2025

Resorts World Catskills Casino
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3 out of 5
24 Crystal Run Xing, Middletown, NY
The price is $130 per night from Apr 27 to Apr 28
$130
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (867 reviews)
"Clean room beds comfy"

Reviewed on Apr 17, 2025

Courtyard by Marriott Middletown Goshen
Wildflower Farms, Auberge Resorts Collection
Wildflower Farms, Auberge Resorts Collection
5 out of 5
2702 Main St, Gardiner, NY
The price is $1,005 per night from May 13 to May 14
$1,005
includes taxes & fees
May 13 - May 14
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
9.4/10 Exceptional! (49 reviews)
"Its a beautiful property and some of the best staff and service. Looking forward to be back soon"

Reviewed on Mar 4, 2025

Wildflower Farms, Auberge Resorts Collection
Hampton Inn & Suites Newburgh Stewart Airport
Hampton Inn & Suites Newburgh Stewart Airport
2.5 out of 5
1 Crossroads Ct, Newburgh, NY
The price is $150 per night from Apr 27 to Apr 28
$150
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (880 reviews)
"We had a pleasant stay .."

Reviewed on Apr 12, 2025

Hampton Inn & Suites Newburgh Stewart Airport
Americas Best Value Inn New Paltz
Americas Best Value Inn New Paltz
2 out of 5
7 Terwilliger Ln, New Paltz, NY
The price is $106 per night from Apr 24 to Apr 25
$106
includes taxes & fees
Apr 24 - Apr 25
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"The staff was very friendly. Hotel inside and out was clean the room, the kitchen area, the lobby, hallways all very clean. Room had a recliner which was a nice surprise considering most rooms have desk chairs which are not comfortable."

Reviewed on Apr 16, 2025

Americas Best Value Inn New Paltz
See all 813 properties in Cragsmoor
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.