Find hotels in Montgomery, NY

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (753)
"Super clean and breakfast was amazing "
The price is NT$3,334
NT$3,876 total
includes taxes & fees
Sep 15 - Sep 16
Holiday Inn Express & Suites Montgomery by IHG

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1001)
"Very nice clean and quit location. Staff was very accommodating and friendly."
The price is NT$2,400
NT$2,715 total
includes taxes & fees
Sep 7 - Sep 8
Super 8 by Wyndham Montgomery Maybrook

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (125)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
Borland House Inn

The Kartrite Resort & Indoor Waterpark

4.0 star property
8.0 out of 10, Very Good, (1659)
"Kids enjoy the resort"
The price is NT$6,223
NT$8,946 total
includes taxes & fees
Sep 1 - Sep 2
The Kartrite Resort & Indoor Waterpark

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1007)
"Would like to stay here again."
The price is NT$4,175
NT$4,723 total
includes taxes & fees
Aug 25 - Aug 26
Overlook Lodge at Bear Mountain

Resorts World Catskills Casino

4.5 star property
8.6 out of 10, Excellent, (1019)
"Great place to stay"
Resorts World Catskills Casino

The Crossroads Hotel, Newburgh

3.0 star property
7.4 out of 10, Good, (520)
"Had a good time there "
The price is NT$2,946
NT$3,480 total
includes taxes & fees
Sep 2 - Sep 3
The Crossroads Hotel, Newburgh

Hampton Inn by Hilton New Paltz

2.5 star property
9.4 out of 10, Exceptional, (1002)
"It was a great stay "
The price is NT$4,235
NT$4,743 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn by Hilton New Paltz

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very Good, (1019)
"Great stay"
The price is NT$3,058
NT$3,613 total
includes taxes & fees
Sep 2 - Sep 3
Sleep Inn & Suites Middletown - Goshen

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (998)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is NT$3,033
NT$3,735 total
includes taxes & fees
Sep 8 - Sep 9
Fairfield Inn & Suites by Marriott Goshen Middletown

Americas Best Value Inn New Paltz

2.0 star property
8.8 out of 10, Excellent, (1005)
"Great place would stay again"
The price is NT$2,846
NT$3,188 total
includes taxes & fees
Aug 28 - Aug 29
Americas Best Value Inn New Paltz

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1005)
"Beautiful hotel with self parking and great breakfast."
The price is NT$3,330
NT$3,866 total
includes taxes & fees
Sep 10 - Sep 11
Hyatt Place Poughkeepsie / Hudson Valley

Courtyard by Marriott Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1000)
"It a nice relaxing place to stay"
The price is NT$3,544
NT$4,009 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 star property
8.6 out of 10, Excellent, (1008)
"This property is always our first choice when we visit the area. "
The price is NT$3,799
NT$4,412 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Inn & Suites Poughkeepsie

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1009)
"great place to stay"
The price is NT$3,375
NT$3,817 total
includes taxes & fees
Sep 1 - Sep 2
Sleep Inn & Suites Monroe - Woodbury

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.4 out of 10, Exceptional, (789)
"Excellent stay"
The price is NT$3,595
NT$4,247 total
includes taxes & fees
Aug 25 - Aug 26
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (958)
"Clean, quiet and convenient hotel. "
The price is NT$3,034
NT$3,584 total
includes taxes & fees
Aug 24 - Aug 25
Courtyard by Marriott Middletown Goshen

DoubleTree by Hilton Poughkeepsie Convention Center

4.0 star property
8.4 out of 10, Very Good, (1009)
"Jose is very pleasant & accommodating. The hotel is very nice and has great staff."
The price is NT$3,421
NT$4,007 total
includes taxes & fees
Aug 24 - Aug 25
DoubleTree by Hilton Poughkeepsie Convention Center

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1006)
"The property is nice, near to Legoland, grocery, and fast foods."
The price is NT$4,265
NT$5,038 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
8.6 out of 10, Excellent, (1007)
"I would stay here again. It's a good hotel, easy in and out access to highway, close to attractions, clean. "
The price is NT$3,274
NT$3,802 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Poughkeepsie by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Montgomery attractions

Orange County Arboretum

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.

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.

Learn more about Montgomery

Stroll through charming streets lined with historic buildings, soaking in the small-town atmosphere of this Hudson Valley gem. Explore nearby wineries and parks, or catch a show at the City Winery for a perfect blend of culture and nature.

Mongomery New York😍
Photo by ViajandoconAna Rustrian
Open Photo by ViajandoconAna Rustrian

Top Montgomery Hotel Reviews

Frequently asked questions

What's the best place for a stay in Montgomery?

Buck's Homestead B&B is a favorite property for Expedia customers. This B&B offers free breakfast and free parking. Reviews from our site also recommend Holiday Inn Express & Suites Montgomery by IHG and Borland House Inn as top choices for your trip. See all available top hotels, or vacation rentals in Montgomery.

If I need to cancel my hotel reservation in Montgomery, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Montgomery.

Where can I learn more about changing or cancelling my trip to Montgomery?

To access more information about rescheduling or cancelling your trip to Montgomery, head over to our customer service page.

What is the top LGBTQ-friendly accommodation in Montgomery?

Holiday Inn Express & Suites Montgomery by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Montgomery.

What's the best pet-friendly hotel in Montgomery?

Borland House Inn is a top dog-friendly B&B, and offers a restaurant and concierge services for its human guests. See more pet-friendly hotel accommodations in Montgomery.

What are some accommodations with pools in Montgomery?

The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Provides a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino and Sleep Inn & Suites Middletown - Goshen are a couple of other choices that offer an onsite pool. View all hotels with pools in Montgomery.

What is the best spa hotel in Montgomery?

Borland House Inn is a highly recommended spa hotel with a restaurant. Spend an afternoon at the spa where you’ll find facials. See all spa hotels in Montgomery.

What is the best accommodation for staying close to Stewart International Airport (SWF)?

Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.

What is staying in Montgomery like?

Budget-minded travelers will find good deals in Montgomery, and many visitors are sure to appreciate the restaurants. Tourists can also enjoy the city's gardens, shopping, and coffeehouses. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Montgomery, there are 22 hotels and other accommodations to choose from. Find out more about Montgomery.

What should I do while I'm visiting Montgomery?

The picturesque setting of Orange County Arboretum and Thomas Bull Memorial Park exemplify the area's natural beauty. You'll also find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Check out what more to see and do in Expedia's Montgomery guide.

What's the seasonal weather like in Montgomery?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.