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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.
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
Price was $351, price is now $319 per person
$319
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
Price was $604, price is now $487 per person
$487
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Castle Fun Center are located nearby.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $445, price is now $384 per person
$384
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

2.5 out of 5
Price was $665, price is now $578 per person
$578
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
Price was $497, price is now $438 per person
$438
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown

2 out of 5
Price was $409, price is now $366 per person
$366
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly motel in New Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Soons Orchards are located nearby.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $371, price is now $335 per person
$335
per person
Mar 12 - Mar 15
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 in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
Price was $358, price is now $326 per person
$326
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.

Monticello Vacation Packages 3-4 Night Stays

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

Super 8 by Wyndham Middletown

2.5 out of 5
Price was $351, price is now $319 per person
$319
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $445, price is now $384 per person
$384
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown

2 out of 5
Price was $409, price is now $366 per person
$366
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $371, price is now $335 per person
$335
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)

Monticello Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
Price was $497, price is now $438 per person
$438
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
Price was $604, price is now $487 per person
$487
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

2.5 out of 5
Price was $665, price is now $578 per person
$578
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)

Top Flight Deals

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

Breeze Airways
Wed, Jun 17 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$112 Roundtrip, found 8 hours ago
$112
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jun 17 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $112 found 8 hours ago
Breeze Airways
Wed, Jun 17 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$117 Roundtrip, found 8 hours ago
$117
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jun 17 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $117 found 8 hours ago
Breeze Airways
Tue, Sep 1 - Sat, Sep 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 7 hours ago
$153
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Orlando Intl. to Stewart Intl., returning Sat, Sep 5, priced at $153 found 7 hours ago
Breeze Airways
Sat, Jun 20 - Mon, Jul 6
TPA
Tampa Intl.
SWF
Stewart Intl.
$364 Roundtrip, found 17 hours ago
$364
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Sat, Jun 20 from Tampa Intl. to Stewart Intl., returning Mon, Jul 6, priced at $364 found 17 hours ago