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Montgomery Vacation Packages

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Montgomery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
Price was $162, price is now $152 per person
$152
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
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 rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $303, price is now $225 per person
$225
per person
Jan 8 - Jan 11
found 4 hours ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
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 staff in our reviews. Popular attractions Paramount Theatre and Soons Orchards are located nearby.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $280, price is now $221 per person
$221
per person
Dec 5 - Dec 7
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.
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
Price was $345, price is now $328 per person
$328
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
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 rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was $307, price is now $294 per person
$294
per person
Dec 5 - Dec 7
found 1 day 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.
Caldwell House Bed & Breakfast

Caldwell House Bed & Breakfast

3 out of 5
Price was $1,402, price is now $1,353 per person
$1,353
per person
Dec 30 - Jan 4
found 19 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) 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.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $436, price is now $422 per person
$422
per person
Jan 18 - Jan 22
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). 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

Wildflower Farms, Auberge Collection

5 out of 5
Price was $1,918, price is now $1,862 per person
$1,862
per person
Dec 12 - Dec 14
found 5 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.

Montgomery Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $303, price is now $225 per person
$225
per person
Jan 8 - Jan 11
found 4 hours ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
Price was $288, price is now $244 per person
$244
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Newburgh (SWF)
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was $513, price is now $446 per person
$446
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
Price was $345, price is now $328 per person
$328
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)

Montgomery Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
Price was $372, price is now $372 per person
$372
per person
Dec 26 - Dec 31
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $749, price is now $573 per person
$573
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Newburgh (SWF)
Caldwell House Bed & Breakfast

Caldwell House Bed & Breakfast

3 out of 5
Price was $1,402, price is now $1,353 per person
$1,353
per person
Dec 30 - Jan 4
found 19 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Newburgh (SWF)
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
Price was $2,735, price is now $2,666 per person
$2,666
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Newburgh (SWF)

Top Flight Deals

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

Breeze Airways
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$142 Roundtrip, found 4 hours ago
$142
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $142 found 4 hours ago
Breeze Airways
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $147 found 4 hours ago
Breeze Airways
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 4 hours ago
$153
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $153 found 4 hours ago
Breeze Airways
Sun, Jan 4 - Sun, Jan 11
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$534 Roundtrip, found 4 days ago
$534
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Jan 4 from Raleigh - Durham Intl. to Stewart Intl., returning Sun, Jan 11, priced at $534 found 4 days ago