
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
Price was $337, price is now $263 per person
$263
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.

Sleep Inn & Suites Middletown - Goshen
Price was $814, price is now $658 per person
$658
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Newburgh (SWF)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Price was $646, price is now $542 per person
$542
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newburgh (SWF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Price was $493, price is now $415 per person
$415
per person
Nov 27 - Dec 1
just found
Roundtrip flight included
Dallas (DFW) 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.

Resorts World Catskills Casino
Price was $789, price is now $677 per person
$677
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) 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

Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd, Montgomery, NY
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $103 total per night
$103 total
Sep 22 - Sep 23
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.

Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208, Montgomery, NY
Free Cancellation
$98 nightly
The price is $114 total per night
$114 total
Sep 28 - Sep 29
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.

The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive, Monticello, NY
$216 nightly
The price is $244 total per night
$244 total
Sep 21 - Sep 22
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.

Resorts World Catskills Casino
888 Resorts World Drive, Monticello, NY
Free Cancellation
Reserve now, pay when you stay
$177 nightly
The price is $197 total per night
$197 total
Oct 20 - Oct 21
Total with taxes and fees
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.

Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $125 total per night
$125 total
Sep 23 - Sep 24
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $163 total per night
$163 total
Oct 19 - Oct 20
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
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
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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