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Glenwood

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Glenwood Flights as Low as $167

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

Breeze Airways
Thu, Jun 11 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Sat, Jun 13, priced at $167 found 5 days ago
Breeze Airways
Thu, Jun 11 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$172 Roundtrip, found 5 days ago
$172
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Sat, Jun 13, priced at $172 found 5 days ago
Breeze Airways
Tue, Sep 1 - Sat, Sep 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Orlando Intl. to Stewart Intl., returning Sat, Sep 5, priced at $173 found 2 days ago
Breeze Airways
Thu, Jun 11 - Wed, Jun 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Wed, Jun 17, priced at $176 found 5 days ago
Breeze Airways
Thu, Jun 11 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Sat, Jun 13, priced at $177 found 5 days ago
Breeze Airways
Tue, Sep 1 - Sat, Sep 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Orlando Intl. to Stewart Intl., returning Sat, Sep 5, priced at $178 found 2 days ago
Breeze Airways
Tue, Sep 1 - Sat, Sep 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Orlando Intl. to Stewart Intl., returning Sat, Sep 5, priced at $183 found 2 days ago
Breeze Airways
Thu, Jun 11 - Wed, Jun 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Wed, Jun 17, priced at $185 found 3 days ago
Breeze Airways
Thu, Jun 11 - Wed, Jun 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Wed, Jun 17, priced at $187 found 3 days ago
Breeze Airways
Thu, Jun 11 - Wed, Jun 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 6 days ago
$190
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Wed, Jun 17, priced at $190 found 6 days ago
Breeze Airways
Sat, Jun 20 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 20 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $191 found 1 day ago
Breeze Airways
Sat, Jun 20 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 20 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $196 found 1 day ago
Breeze Airways
Wed, May 27 - Wed, May 27
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 15 hours ago
$198
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, May 27 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, May 27, priced at $198 found 15 hours ago
Breeze Airways
Thu, Jun 11 - Wed, Jun 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Wed, Jun 17, priced at $200 found 5 days ago
Breeze Airways
Mon, Jun 29 - Fri, Jul 3
CHS
Charleston Intl.
SWF
Stewart Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jun 29 from Charleston Intl. to Stewart Intl., returning Fri, Jul 3, priced at $287 found 1 day ago
Breeze Airways
Wed, Jun 24 - Sat, Jul 4
MYR
Myrtle Beach Intl.
SWF
Stewart Intl.
$710 Roundtrip, found 19 hours ago
$710
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jun 24 from Myrtle Beach Intl. to Stewart Intl., returning Sat, Jul 4, priced at $710 found 19 hours ago

Cheap Flights to Glenwood

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

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

Frequently Asked Questions About flights to Glenwood

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

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 Glenwood are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Glenwood?

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 Glenwood.

What airport is best to fly into Glenwood?

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

How much are flights to Glenwood?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Glenwood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $167, 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 Glenwood?

The trick to saving a stack of cash on your flight to Glenwood? 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 $167 right now, why wait?

Glenwood Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$166

Last Minute Hotel Deals in Glenwood

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
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 ...
8.8/10 Excellent! (1,013 reviews)
"Everything was clean, comfortable and in working order."

Reviewed on May 19, 2026

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Sleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
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 ...
9.4/10 Exceptional! (1,005 reviews)
"Very good stay. Friendly staff and clean room. We will be back"

Reviewed on May 11, 2026

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La Quinta Inn & Suites by Wyndham Middletown-Goshen
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209 Matamoras PA
Book a stay at this business-friendly hotel in Matamoras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.6/10 Excellent! (1,000 reviews)
"Always a great time,we always get a few rooms,cause the grandkids love the pool so much.As always clean, amenities are great, breakfast is always good. Will definitely continue to come."

Reviewed on May 16, 2026

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Best Western Hunt's Landing Hotel Matamoras/Milford
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,077 reviews)
"Breakfast was decent, room was spacious and shower was great. The temperature control was really off 73F was too hot, 72F was still humid and 71F was just too cold. Overall it was a great stay definitely will be back here again"

Reviewed on May 19, 2026

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Sleep Inn & Suites Monroe - Woodbury
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing Middletown NY
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,011 reviews)
"Courtyard Marriott is a great place to stay! Roomy rooms, clean, quiet. The website lists a restaurant, but it is more like a deli-take out restaurant. Breakfast is à la carte."

Reviewed on Apr 30, 2026

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Courtyard by Marriott Middletown Goshen
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 Central Valley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,111 reviews)
"It’s close to United States Military Academy — about a 29–30 minute drive — and conveniently near the outlets and restaurants. I highly recommend it. The breakfast is basic, but it’s hot and fresh. The rooms are clean and spacious, the hotel is very well maintained, and the staff are very accommodating ..."

Reviewed on May 18, 2026

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Hampton Inn Harriman Woodbury
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

3 out of 5
20 Hatfield Ln Goshen NY
Book a stay at this business-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,000 reviews)
"Great breakfast. Housekeeping wasn’t great hair in shower etc. Easy check in and front desk helpful."

Reviewed on May 15, 2026

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Fairfield Inn & Suites by Marriott Goshen Middletown
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3 out of 5
1 LEGOLAND BLVD Goshen NY
Book a stay at this family-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions LEGOLAND® New York and Triangle ...
8.8/10 Excellent! (42 reviews)
"Lego Land Resort was cute for the kids, but definitely not worth the price in my opinion. The pool wasn’t even open during our stay, and the park tickets were NOT included, so we ended up spending way more money. Other hotels include the park with the stay and are honestly a much better value."

Reviewed on May 17, 2026

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LEGOLAND Hotel NEW York
See all 628 properties in Glenwood
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.