Montgomery Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd Montgomery NY
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. ...
Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208 Montgomery NY
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 ...
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Resorts World Catskills Casino
888 Resorts World Drive Monticello NY
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
Ramada by Wyndham Newburgh/West Point
1289 Route 300 Newburgh NY
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts ...
Comfort Suites Fishkill near Interstate 84
835 Route 52 Fishkill NY
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
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 ...
The Thayer Hotel at West Point
674 Thayer Road West Point NY
Book a stay at this business-friendly hotel in West Point. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Sleep Inn & Suites Monroe - Woodbury
1 Sleep Way Monroe NY
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Studio 6 Extended Stay Fishkill Westage Center NY
55 W Merritt Blvd Fishkill NY
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
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 ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$108
Roundtrip
found 3 days ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$113
Roundtrip
found 3 days ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$118
Roundtrip
found 3 days ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$168
Roundtrip
found 2 days ago
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