Montgomery Vacation Packages

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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.

Top Montgomery Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.5 out of 5
per person
Jul. 21 - Jul. 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
5.6/10 (1,003 reviews)
Clean and nice always

Reviewed on Apr. 29, 2024

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
per person
Jul. 21 - Jul. 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
5.2/10 (1,000 reviews)
Smooth, efficient, comfortable, quiet.

Reviewed on Apr. 13, 2024

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
per person
Jul. 21 - Jul. 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
6/10 (1,002 reviews)
Good hotel for the price.

Reviewed on May 24, 2024

Montgomery Hotel Deals

Super 8 by Wyndham Montgomery Maybrook
Super 8 by Wyndham Montgomery Maybrook
2.5 out of 5
207 Montgomery Rd, Montgomery, NY
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Jun. 6 to Jun. 7
CA $103
CA $117 total
includes taxes & fees
Jun 6 - Jun 7
6.4/10 (1,000 reviews)
"Fast and easy check in and the staff was super friendly!"

Reviewed on Jun. 4, 2024

Super 8 by Wyndham Montgomery Maybrook
Holiday Inn Express & Suites Montgomery, an IHG Hotel
Holiday Inn Express & Suites Montgomery, an IHG Hotel
2.5 out of 5
2105 Route 208, Montgomery, NY
Fully refundable
The price is CA $195 per night from Jul. 3 to Jul. 4
CA $195
CA $225 total
includes taxes & fees
Jul 3 - Jul 4
8.6/10 Excellent! (541 reviews)
"Very convenient for visiting family."

Reviewed on Jun. 3, 2024

Holiday Inn Express & Suites Montgomery, an IHG Hotel
The Kartrite Resort & Indoor Waterpark
The Kartrite Resort & Indoor Waterpark
4 out of 5
555 Resorts World Drive, Monticello, NY
The price is CA $212 per night from Jun. 6 to Jun. 7
CA $212
CA $327 total
includes taxes & fees
Jun 6 - Jun 7
7.8/10 Good! (1,024 reviews)
"Amazing. Loved everything about it."

Reviewed on Jun. 3, 2024

The Kartrite Resort & Indoor Waterpark
See all 1,202 properties in Montgomery
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Montgomery vacation package cost?
Starting from as low as CA $533, you can build your own Montgomery vacation package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Montgomery?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got them all. Pick a combination that suits your style and see your savings grow. We know a travel package is never one-size-fits-all. That’s why we offer over 550 airlines and 1,000,000 hotel options around the globe, which lets you customize your Montgomery vacation.
What are the top hotels in Montgomery?
Secure a room at Borland House Inn. It’s one of this area’s most sought-after hotels. Another reputable option in Montgomery is Bucks Homestead B&B.
How far in advance should I book my Montgomery vacation?
While not all airlines advertise ticket prices early, it’s usually possible to look up international fares on Expedia up to a year in advance. This is the time you can bag some fantastic bargains. If you’ve left everything to the last minute, there’s a chance you could get lucky. Low prices occasionally emerge only weeks prior to departure.
What does an Expedia Montgomery travel package include?
From hotels and airfares to rental cars, Expedia can help you craft a Montgomery package that’s perfect for you. Heading away for a while? Look into a rental car, flight and hotel bundle. If you’re taking a quick break, a flight and hotel deal may suit you better. Activities can also be added once you’ve made your booking. Our travel packages make it a breeze to plan and save.
What should I know before booking a Montgomery travel package?
Bundling your bookings into a Montgomery vacation package is the most convenient way to organize your trip. Not only that, you’ll save when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a Montgomery Expedia vacation package?
Most definitely. We offer more than 550 airlines worldwide, so you can customize your Montgomery trip according to your budget and needs.
If I'm not able to travel, can I cancel my Montgomery vacation package?
Because we know life can be unpredictable, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you’ve booked your Montgomery vacation package in the last 24 hours, you may be able to cancel or change it with no penalties. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Discover the most popular places to visit in Montgomery

Image for Orange County Arboretum

Orange County Arboretum

Find out about the history of Montgomery with a stop at Orange County Arboretum. Take in the festivals in this family-friendly area.

Orange County Arboretum
Image for Thomas Bull Memorial Park

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.

Thomas Bull Memorial Park
Image for City Winery Hudson Valley

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.

City Winery Hudson Valley

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.