Search Deals onMontgomery Vacation Packages
Photo by ViajandoconAna Rustrian
Montgomery Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Montgomery by IHG
Price was $263, price is now $235 per person
$235
per person
Feb 12 - Feb 15
found 3 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Sleep Inn & Suites Middletown - Goshen
Price was $326, price is now $255 per person
$255
per person
Feb 12 - Feb 15
found 3 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Courtyard by Marriott Newburgh Stewart Airport
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.
Holiday Inn Express Hotel & Suites Chester by IHG
Price was $336, price is now $275 per person
$275
per person
Feb 12 - Feb 15
found 3 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Courtyard by Marriott Middletown Goshen
Price was $301, price is now $249 per person
$249
per person
Feb 12 - Feb 15
found 3 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Candlewood Suites Middletown Goshen by IHG
Price was $358, price is now $314 per person
$314
per person
Feb 12 - Feb 15
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Newburgh (SWF)
Stay at this hotel in Middletown. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Holiday Inn Express & Suites Middletown - Goshen by IHG
Price was $349, price is now $306 per person
$306
per person
Feb 12 - Feb 15
found 3 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Caldwell House Bed & Breakfast
Save 100% on your flight
Price was $828, price is now $727 per person
$727
per person
Mar 19 - Mar 23
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this B&B in Blooming Grove. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Brotherhood Winery and Schunnemunk State Park are located nearby.
Montgomery Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Montgomery Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Feb 6 - Mon, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 6 days ago
$105
Roundtrip
found 6 days ago
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Fri, Jan 30 - Mon, Feb 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Fri, Feb 6 - Mon, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$115 Roundtrip, found 6 days ago
$115
Roundtrip
found 6 days ago
Discover Other Travel Deals
- Orange County Arboretum Vacations
- Thomas Bull Memorial Park Vacations
- Woodbury Common Premium Outlets Vacations
- LEGOLAND® New York Vacations
- Vassar College Vacations
- Resorts World Catskills Vacations
- United States Military Academy Vacations
- The Kartrite Resort & Indoor Waterpark Vacations
- Bear Mountain State Park Vacations
- Marist College Vacations
- Mohonk Preserve Visitor Center Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
