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Monticello Vacation Packages

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Monticello Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $319, price is now $302 per person
$302
per person
Jan 13 - Jan 15
found 3 hours 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.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $489, price is now $408 per person
$408
per person
Nov 26 - Nov 30
found 11 hours ago
Roundtrip flight included
Cleveland (CLE) 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

Wildflower Farms, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,796, price is now $1,546 per person
$1,546
per person
Jan 18 - Jan 21
found 4 hours ago
Roundtrip flight included
Houston (IAH) 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.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $422, price is now $366 per person
$366
per person
Dec 31 - Jan 3
found 14 hours ago
Roundtrip flight included
Houston (HOU) 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 in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Caldwell House Bed & Breakfast

Caldwell House Bed & Breakfast

3 out of 5
Price was $750, price is now $651 per person
$651
per person
Jan 18 - Jan 21
found 10 hours ago
Roundtrip flight included
Houston (HOU) 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.
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
Price was $442, price is now $386 per person
$386
per person
Nov 26 - Nov 30
found 11 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
Price was $433, price is now $386 per person
$386
per person
Dec 31 - Jan 3
found 14 hours ago
Roundtrip flight included
Houston (HOU) 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.
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

3 out of 5
Price was $521, price is now $491 per person
$491
per person
Dec 31 - Jan 3
found 14 hours ago
Roundtrip flight included
Houston (HOU) 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.

Monticello Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $422, price is now $366 per person
$366
per person
Dec 31 - Jan 3
found 14 hours ago
Roundtrip flight included
Houston (HOU) to Newburgh (SWF)
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $487, price is now $394 per person
$394
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Newburgh (SWF)
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,796, price is now $1,546 per person
$1,546
per person
Jan 18 - Jan 21
found 4 hours ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
Caldwell House Bed & Breakfast

Caldwell House Bed & Breakfast

3 out of 5
Price was $750, price is now $651 per person
$651
per person
Jan 18 - Jan 21
found 10 hours ago
Roundtrip flight included
Houston (HOU) to Newburgh (SWF)

Monticello Vacation Packages 5-7 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 $610, price is now $495 per person
$495
per person
Dec 30 - Jan 4
found 11 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Newburgh (SWF)
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,650, price is now $3,219 per person
$3,219
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $789, price is now $701 per person
$701
per person
Dec 19 - Dec 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 $678, price is now $645 per person
$645
per person
Dec 19 - Dec 24
found 1 day 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
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$133 Roundtrip, found 12 hours ago
$133
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $133 found 12 hours ago
Breeze Airways
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$138 Roundtrip, found 12 hours ago
$138
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $138 found 12 hours ago
Breeze Airways
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$143 Roundtrip, found 12 hours ago
$143
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $143 found 12 hours ago
Breeze Airways
Thu, Dec 25 - Mon, Dec 29
TPA
Tampa Intl.
SWF
Stewart Intl.
$693 Roundtrip, found 2 days ago
$693
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Dec 25 from Tampa Intl. to Stewart Intl., returning Mon, Dec 29, priced at $693 found 2 days ago