Montgomery Vacations from $291
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Your Montgomery Vacation
The vibrant city of Montgomery is calling. Discover its highlights and hidden gems with a Montgomery vacation package that's customized to you. A trip to Montgomery is a terrific opportunity to sightsee. Be sure to visit big-name attractions such as Angry Orchard, Thomas Bull Memorial Park and Orange County Arboretum. Whoever you're going away with and whether your budget is big or small, your dream Montgomery vacation is just a few clicks away with Expedia.
The Latest Montgomery vacation packages
Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh
per person
Sep 13 - Sep 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
7.6/10 Good! (449 reviews)
It was quiet but smell of cigarettes even though it’s supposed to be non smoking. The carpets were filthy. Will not stay here again
Reviewed on Jul 1, 2025
La Quinta Inn & Suites by Wyndham Middletown-Goshen
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
9.4/10 Exceptional! (725 reviews)
Room is very nice but the breakfast is not very good, compare with the other La Quinta hotel we used to stay several in deferent locations this one is the worst one
Reviewed on Jul 2, 2025
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
per person
Sep 13 - Sep 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
8.4/10 Very Good! (1,007 reviews)
First and foremost the staff is exceptional. Comfortable, clean, affordable rooms. Very pleased. Extended our stay and if in town again, we will stay again. Highly recommend.
Reviewed on Jul 2, 2025
What to do in Montgomery
Taste the Hudson Valley with Gourmet Beacon Food Tour
$135
per adult
Montgomery Hotel Deals
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd, Montgomery, NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Jul 6 to Jul 7
$101 total
Jul 6 - Jul 7
Total includes taxes and fees
6.4/10 (1,005 reviews)
"The staff were wonderful and friendly. Breakfast was better than anticipated. Floors in the room were sticky, and there were cups, but no coffee pot. Overall good for the price."
Reviewed on Jun 23, 2025
Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208, Montgomery, NY
Fully refundable
$111 nightly
The price is $129 total per night from Aug 3 to Aug 4
$129 total
Aug 3 - Aug 4
Total includes taxes and fees
8.6/10 Excellent! (728 reviews)
"Nice, quiet, and clean"
Reviewed on Jun 8, 2025
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive, Monticello, NY
$258 nightly
The price is $291 total per night from Jul 23 to Jul 24
$291 total
Jul 23 - Jul 24
Total includes taxes and fees
8/10 Very Good! (1,532 reviews)
"Wanted more dining options at site itself, not enough dining options outside of property. Nothing is available after 11 onsite or off. Other than that during the day pretty decent"
Reviewed on Jul 1, 2025
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.
Find the Best Montgomery Vacation Packages
Montgomery Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 4,600 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Brotherhood Winery, Angry Orchard and Castle Fun Center |
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