Cheap flights from EYW to SWF (Key West Intl. to Stewart Intl.)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from EYW to SWF starting at $107 One Way, $396 Round Trip

Prices starting at $396 for return flights and $107 for one-way flights to Stewart Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Nov 24 - Sun, Nov 30
EYW
Key West
SWF
Newburgh
$396 Roundtrip, found 13 hours ago
$396
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Mon, Nov 24 from Key West to Newburgh, returning Sun, Nov 30, priced at $396 found 13 hours ago

Hotel Ideas near Stewart Intl.

Airport Hotels near Stewart Intl.

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
$104 nightly
The price is $118 total per night from Dec 1 to Dec 2
$118 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,000 reviews)
Never stayed at a Red Roof before. I was pleasantly surprise. Had a good night sleep and hot shower. The people at the front desk were very helpful and friendly.

Reviewed on Nov 13, 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
1 Crossroads Ct Newburgh NY
$120 nightly
The price is $142 total per night from Dec 14 to Dec 15
$142 total
Dec 14 - Dec 15
Total with taxes and fees
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! (967 reviews)
Clean great staff great breakfast pool area warm

Reviewed on Nov 14, 2025

Hampton Inn & Suites Newburgh Stewart Airport
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
95 Route 17K Newburgh NY
$58 nightly
The price is $69 total per night from Dec 18 to Dec 19
$69 total
Dec 18 - Dec 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
5.8/10 (1,001 reviews)
Room was very clean, Friendly staff, easy ck in and out.

Reviewed on Nov 7, 2025

Howard Johnson by Wyndham Newburgh/West Point
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.

Hotels In Newburgh

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
1 Crossroads Ct Newburgh NY
$120 nightly
The price is $142 total per night from Dec 14 to Dec 15
$142 total
Dec 14 - Dec 15
Total with taxes and fees
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! (967 reviews)
Clean great staff great breakfast pool area warm

Reviewed on Nov 14, 2025

Hampton Inn & Suites Newburgh Stewart Airport
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
1287 Route 300 Newburgh NY
$76 nightly
The price is $89 total per night from Nov 23 to Nov 24
$89 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly motel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
5.4/10 (1,000 reviews)
Staff was very Good in every way

Reviewed on Nov 1, 2025

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
$93 nightly
The price is $109 total per night from Nov 20 to Nov 21
$109 total
Nov 20 - Nov 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts ...
5/10 (1,001 reviews)
Everything was dirty. The staff was rude. I didn't want to walk on the floor without shoes in my room. I was refused an extra pillow. I was concerned for my safety as well. Would not recommend.

Reviewed on Oct 21, 2025

Ramada by Wyndham Newburgh/West Point
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.

Newburgh Hotels With Airport Transportation

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
$104 nightly
The price is $118 total per night from Dec 1 to Dec 2
$118 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,000 reviews)
Never stayed at a Red Roof before. I was pleasantly surprise. Had a good night sleep and hot shower. The people at the front desk were very helpful and friendly.

Reviewed on Nov 13, 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
$127 nightly
The price is $144 total per night from Dec 14 to Dec 15
$144 total
Dec 14 - Dec 15
Total with taxes and fees
Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,000 reviews)
Front desk person at check in was amazing. She reminded me of my aunt. Bubbly personality. Breakfast staff was very accommodating. Very quiet hotel. I would definitely stay here again.

Reviewed on Nov 10, 2025

Homewood Suites Stewart Airport
Caldwell House Bed & Breakfast

Caldwell House Bed & Breakfast

3 out of 5
25 Orrs Mills Road Salisbury Mills NY
Stay at this B&B in Blooming Grove. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Brotherhood Winery and Schunnemunk State Park are ...
9.6/10 Exceptional! (108 reviews)
Great place to stay. Wonderful breakfasts. Gracious and warm hospitality.

Reviewed on May 28, 2024

Get rates
Caldwell House Bed & Breakfast
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.

Low Priced Newburgh Hotels

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
1287 Route 300 Newburgh NY
$76 nightly
The price is $89 total per night from Nov 23 to Nov 24
$89 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly motel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
5.4/10 (1,000 reviews)
Staff was very Good in every way

Reviewed on Nov 1, 2025

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury

2 out of 5
139 Route 32 Central Valley NY
$85 nightly
The price is $105 total per night from Nov 20 to Nov 21
$105 total
Nov 20 - Nov 21
Total with taxes and fees
Book a stay at this golf motel in Woodbury. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
7/10 Good! (1,001 reviews)
Price was right. Nice place

Reviewed on Nov 9, 2025

Americas Best Value Inn at Central Valley-Woodbury
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
207 Montgomery Rd Montgomery NY
$70 nightly
The price is $79 total per night from Dec 1 to Dec 2
$79 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.2/10 (1,003 reviews)
Clean room, nice staff. Great price for 1 night stay. Had microwave and little fridge. 👍

Reviewed on Nov 16, 2025

Super 8 by Wyndham Montgomery Maybrook
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.

Family Friendly Hotels in Newburgh

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing Middletown NY
$88 nightly
The price is $104 total per night from Dec 1 to Dec 2
$104 total
Dec 1 - Dec 2
Total with taxes and fees
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! (1,001 reviews)
Clean nice hotel in a very cute area with restaurants in walking distance away

Reviewed on Nov 5, 2025

Courtyard by Marriott Middletown Goshen
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
$127 nightly
The price is $144 total per night from Dec 14 to Dec 15
$144 total
Dec 14 - Dec 15
Total with taxes and fees
Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,000 reviews)
Front desk person at check in was amazing. She reminded me of my aunt. Bubbly personality. Breakfast staff was very accommodating. Very quiet hotel. I would definitely stay here again.

Reviewed on Nov 10, 2025

Homewood Suites Stewart Airport
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing Middletown NY
$81 nightly
The price is $95 total per night from Dec 3 to Dec 4
$95 total
Dec 3 - Dec 4
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,002 reviews)
Breakfast was very good, room was clean, however no information about check out, simlply no information about anyfhing

Reviewed on Nov 15, 2025

Hampton Inn by Hilton Middletown
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.

EYW to SWF Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

More to Explore