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.
Howard Johnson by Wyndham Newburgh/West Point
Price was $278, price is now $234 per person
$234
per person
Dec 10 - Dec 13
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
The Kartrite Resort & Indoor Waterpark
Price was $480, price is now $344 per person
$344
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. 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 indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
YO1 Longevity & Health Resorts, Catskills
Price was $682, price is now $516 per person
$516
per person
Nov 27 - Nov 29
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.
The Crossroads Hotel, Newburgh
Price was $329, price is now $260 per person
$260
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Resorts World Catskills Casino
Price was $482, price is now $390 per person
$390
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Top Montgomery hotels deals
Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208, Montgomery, NY
Free Cancellation
$102 nightly
The price is $119 total per night
$119 total
Nov 9 - Nov 10
Total with taxes and fees
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
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd, Montgomery, NY
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $87 total per night
$87 total
Nov 27 - Nov 28
Total with taxes and fees
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
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive, Monticello, NY
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $232 total per night
$232 total
Oct 30 - Oct 31
Total with taxes and fees
A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. 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 indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Pool
Restaurant
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
$109 nightly
The price is $129 total per night
$129 total
Oct 28 - Oct 29
Total with taxes and fees
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.
Parking included
Free WiFi
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $128 total per night
$128 total
Nov 3 - Nov 4
Total with taxes and fees
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
Wildflower Farms, Auberge Collection
2702 Main St, Gardiner, NY
$1,150 nightly
The price is $1,288 total per night
$1,288 total
Nov 25 - Nov 26
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like valet parking and WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.
Pool
Spa
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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