Search Deals onMontgomery Vacation Packages
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Montgomery Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Price was $309, price is now $251 per person
$251
per person
Dec 9 - Dec 12
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

The Crossroads Hotel, Newburgh
Save 100% on your flight
Price was $379, price is now $268 per person
$268
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.

Wildflower Farms, Auberge Collection
Save 100% on your flight
Price was $1,771, price is now $1,563 per person
$1,563
per person
Dec 9 - Dec 12
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mohonk Lake and Tuthilltown Spirits are located nearby.

Residence Inn by Marriott Middletown Goshen
Price was $364, price is now $336 per person
$336
per person
Dec 9 - Dec 12
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

Caldwell House Bed & Breakfast
Price was $674, price is now $629 per person
$629
per person
Dec 9 - Dec 12
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 3-star B&B in Blooming Grove. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Brotherhood Winery and Schunnemunk State Park are located nearby.

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was $367, price is now $367 per person
$367
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
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 clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Montgomery Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Montgomery Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.

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

Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago

Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 2 days ago
$188
Roundtrip
found 2 days ago

Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$193 Roundtrip, found 2 days ago
$193
Roundtrip
found 2 days ago

Thu, Oct 16 - Mon, Oct 20
TPA
Tampa Intl.
SWF
Stewart Intl.
$580 Roundtrip, just found
$580
Roundtrip
just found
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