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Pleasant Valley Vacation Packages

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Pleasant Valley Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
Price was $238, price is now $221 per person
$221
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Newburgh (SWF)
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. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $308, price is now $243 per person
$243
per person
Jan 30 - Feb 2
found 21 hours ago
Roundtrip flight included
Austin (AUS) to Newburgh (SWF)
Book a stay at this 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.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Save 100% on your flight
Price was $624, price is now $502 per person
$502
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $306, price is now $262 per person
$262
per person
Jan 30 - Feb 2
found 21 hours ago
Roundtrip flight included
Austin (AUS) to Newburgh (SWF)
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 LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,150, price is now $1,971 per person
$1,971
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
Price was $252, price is now $232 per person
$232
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
Price was $467, price is now $433 per person
$433
per person
Feb 25 - Mar 2
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
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 Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
Price was $343, price is now $321 per person
$321
per person
Feb 6 - Feb 8
found 20 hours ago
Roundtrip flight included
Charlotte (CLT) 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.

Pleasant Valley Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $308, price is now $243 per person
$243
per person
Jan 30 - Feb 2
found 21 hours ago
Roundtrip flight included
Austin (AUS) to Newburgh (SWF)
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $306, price is now $262 per person
$262
per person
Jan 30 - Feb 2
found 21 hours ago
Roundtrip flight included
Austin (AUS) to Newburgh (SWF)
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,150, price is now $1,971 per person
$1,971
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
Price was $260, price is now $260 per person
$260
per person
Jan 30 - Feb 2
found 21 hours ago
Roundtrip flight included
Austin (AUS) to Newburgh (SWF)

Pleasant Valley 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 $395, price is now $395 per person
$395
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Newburgh (SWF)
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Save 100% on your flight
Price was $624, price is now $502 per person
$502
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
Price was $500, price is now $463 per person
$463
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
Price was $467, price is now $433 per person
$433
per person
Feb 25 - Mar 2
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)

Top Flight Deals

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

Breeze Airways
Fri, Feb 6 - Mon, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Feb 6 from Orlando Intl. to Stewart Intl., returning Mon, Feb 9, priced at $105 found 5 days ago
Breeze Airways
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jan 30 from Orlando Intl. to Stewart Intl., returning Mon, Feb 2, priced at $107 found 3 days ago
Breeze Airways
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jan 30 from Orlando Intl. to Stewart Intl., returning Mon, Feb 2, priced at $114 found 1 day ago
Breeze Airways
Fri, Feb 6 - Mon, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$115 Roundtrip, found 5 days ago
$115
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Feb 6 from Orlando Intl. to Stewart Intl., returning Mon, Feb 9, priced at $115 found 5 days ago