Deals on vacations and trips to Montgomery
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Montgomery flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Newburgh (SWF)
A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
YO1 Longevity & Health Resorts, Catskills
Save 100% on your flight
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.
Resorts World Catskills Casino
Save 100% on your flight
per person
Sep 4 - Sep 8
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 6 bars/lounges.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
per person
Jul 22 - Jul 29
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A safe deposit box is provided and the front desk is staffed around-the-clock.
Stonehill's Farmhouse
Save 100% on your flight
per person
Jul 25 - Jul 30
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This bed & breakfast features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a garden, and a snack bar/deli are also on offer.
Top Montgomery hotels deals
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd, Montgomery, NY
Free Cancellation
Reserve now, pay when you stay
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free buffet breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
Breakfast included
Parking included
Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208, Montgomery, NY
Free Cancellation
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Parking included
Borland House Inn
130 Clinton Street, Montgomery, NY
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in, express check-out, and airport shuttle. A restaurant, concierge services, and a virtual front desk are also provided.
Breakfast included
Spa
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive, Monticello, NY
Free Cancellation
Reserve now, pay when you stay
This smoke-free hotel includes 5 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Make the most of the 24-hour gym and sauna, and relax with drinks at one of the 2 bars/lounges.
Pool
Restaurant
HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
Free Cancellation
Reserve now, pay when you stay
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Free Cancellation
Reserve now, pay when you stay
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Pet friendly
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.
Popular places to visit
Orange County Arboretum
Take the family on an outing to Orange County Arboretum during your trip to Montgomery. Take in the festivals while you're in the area.
City Winery Hudson Valley
You can enjoy a tasting or tour at City Winery Hudson Valley during your travels to Montgomery. While in this family-friendly area, you can enjoy the restaurants.
Thomas Bull Memorial Park
1/5(1 review)
Explore the great outdoors at Thomas Bull Memorial Park, a lovely green space in Montgomery. Take in the festivals in this family-friendly area.
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