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Middletown Vacation Packages

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Middletown 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 $212, price is now $180 per person
$180
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $336, price is now $257 per person
$257
per person
Jan 7 - Jan 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Stay at this 3-star 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.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $387, price is now $301 per person
$301
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $412, price is now $326 per person
$326
per person
Jan 3 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $299, price is now $248 per person
$248
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
Price was $288, price is now $241 per person
$241
per person
Jan 7 - Jan 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Cottage Suites

Cottage Suites

2 out of 5
Price was $221, price is now $198 per person
$198
per person
Dec 3 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Stay at this hotel in Middletown. Enjoy free WiFi. Popular attractions Paramount Theatre and Orange County Fair Speedway are located nearby.
Newburgh Inn

Newburgh Inn

2 out of 5
Price was $256, price is now $231 per person
$231
per person
Dec 12 - Dec 14
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a conference center. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

Middletown 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 $288, price is now $241 per person
$241
per person
Jan 7 - Jan 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $336, price is now $257 per person
$257
per person
Jan 7 - Jan 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $387, price is now $301 per person
$301
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $412, price is now $326 per person
$326
per person
Jan 3 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)

Middletown 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 $601, price is now $565 per person
$565
per person
Dec 20 - Dec 27
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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 15 hours ago
Roundtrip flight included
Phoenix (PHX) 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.
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $149 found 6 days ago
Breeze Airways
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $154 found 6 days ago
Breeze Airways
Fri, Dec 5 - Sun, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Dec 5 from Orlando Intl. to Stewart Intl., returning Sun, Dec 7, priced at $154 found 6 days ago
Breeze Airways
Sun, Jan 4 - Sun, Jan 11
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$534 Roundtrip, found 3 days ago
$534
Roundtrip
found 3 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 3 days ago