Book Hotels in Montgomery, NY

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Montgomery hotels

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St, Gardiner, NY
$1,211 nightly
The price is $1,356 total per night from Sep 30 to Oct 1
$1,356 total
Sep 30 - Oct 1
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 ...
"Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect ..."

Reviewed on Sep 16, 2025

Opens in a new windowWildflower Farms, Auberge Collection
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr, Central Valley, NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $156 total per night from Oct 8 to Oct 9
$156 total
Oct 8 - Oct 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free train station ...
"Good"

Reviewed on Sep 28, 2025

Opens in a new windowHampton Inn Harriman Woodbury
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
2105 Route 208, Montgomery, NY
$117 nightly
The price is $132 total per night from Oct 19 to Oct 20
$132 total
Oct 19 - Oct 20
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 ...
"We really like the hotel and area very safe"

Reviewed on Sep 14, 2025

Opens in a new windowHoliday Inn Express & Suites Montgomery by IHG
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive, Monticello, NY
$174 nightly
The price is $194 total per night from Oct 1 to Oct 2
$194 total
Oct 1 - Oct 2
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 ...
"Quick check in, check out. Friendly, informative staff. Comfortable walking path."

Reviewed on Sep 23, 2025

Opens in a new windowResorts World Catskills Casino
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $123 total per night from Sep 30 to Oct 1
$123 total
Sep 30 - Oct 1
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 ...
"The rooms are comfortable and cozy. The breakfast is great. Clean rooms"

Reviewed on Sep 24, 2025

Opens in a new windowSleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
$147 nightly
The price is $167 total per night from Oct 7 to Oct 8
$167 total
Oct 7 - Oct 8
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 ...
"Great experience for my entire family."

Reviewed on Sep 24, 2025

Opens in a new windowOverlook Lodge at Bear Mountain
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
$216 nightly
The price is $244 total per night from Oct 2 to Oct 3
$244 total
Oct 2 - Oct 3
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 ...
"We stayed at this resort with family children and had a really enjoyable time. The indoor waterpark and arcade were a big hit and kept everyone entertained for hours. The entire facility was very clean, and since there were hardly any guests this weekend, we never had to wait in lines. We also took ..."

Reviewed on Sep 25, 2025

Opens in a new windowThe Kartrite Resort & Indoor Waterpark
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Oct 28 to Oct 29
$115 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"I would have given the property a five if the ac had been working properly."

Reviewed on Sep 21, 2025

Opens in a new windowQuality Inn Poughkeepsie
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
$88 nightly
The price is $100 total per night from Oct 30 to Oct 31
$100 total
Oct 30 - Oct 31
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 ...
"Well done all around. Good value"

Reviewed on Aug 8, 2025

Opens in a new windowSuper 8 by Wyndham Montgomery Maybrook
Don't see what you're looking for?
See all available properties in Montgomery
View all properties
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.

Cheap Montgomery hotels

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

207 Montgomery Rd, Montgomery, NY
$88 nightly
The price is $100 total per night from Oct 30 to Oct 31
$100 total
Oct 30 - Oct 31
Total with taxes and fees
6.2/10 (1,008 reviews)
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.

Montgomery Hotel & Travel Guide\n

If you are roaming through Newburgh and have the urge to visit Montgomery, as a prepared traveler, you would be wise to book as early as possible through Travelocity's hotels page to make sure you end up with the best place to stay at. Within an easy driving distance from the Montgomery CBD, travelers will find 3 suitable short and long-stay accommodation options.

The Borland House Inn is considered one of best-located Travelocity-listed rooms, one of a small number of options within a short walk of the Montgomery town center.

The Caldwell House Bed & Breakfast can be found 9 miles (15 kilometers) from the center of Montgomery. If you would prefer another option, the Minnewaska Lodge is located 14 miles (23 kilometers) away. You could also choose to make a booking at the Hampton Inn Harriman Woodbury or the Courtyard by Marriott Newburgh Stewart Airport.

If time is on your side, why not visit the many delights to be found in Hudson Valley while you are here? Admire the terrain of Hudson Valley's rivers, valleys and rolling hills. On top of that, explore its historic bridges. Popular things to do in this pocket of United States of America include rock climbing, hiking and sea kayaking.

Want more to do? Spend some time exploring Dia Beacon and Bannerman Castle, in Beacon, 15 miles (25 kilometers) east of Montgomery. The The Roundhouse and Quality Inn & Suites are just a handful of the Travelocity-listed short and long-stay choices in Beacon. 17 miles (27 kilometers) to the southeast of Montgomery, you'll find West Point, home to the West Point Motel and FairBridge Inn & Suites at West Point. The United States Military Academy and West Point Museum are a couple of the most frequented places to visit when you're in West Point.

Prior to leaving Newburgh, you should certainly ensure you are able to see an exciting game. Get to Madison Square Garden, which you will find to the south of Montgomery. Any sports fans that wish to find a Travelocity-listed room close to the stadium should look at the The St. Regis New York or the Mandarin Oriental, New York.

Located 9 miles (14 kilometers) outside the downtown area of Montgomery is Stewart International Airport. Stay nearby at Hudson Valley Hotel and Conference Center by Fairbridge or Howard Johnson Inn - Newburgh.

Frequently asked questions

What are the top kid-friendly hotels in Montgomery?
From cool amenities to extra room to move, kid-friendly hotels come with features that can help turn a good family vacation into an incredible one. These Montgomery options make vacationing with young ones a snap: Put your bags down at Borland House Inn. It comes with complimentary breakfast, a picnic area and a flair for making families feel at home. Alternatively, spend your Montgomery break at Bucks Homestead B&B. Take advantage of complimentary breakfast, a swimming pool and more here.
Where can I find cheap hotels in Montgomery?
At Travelocity you'll find really nice hotels in Montgomery at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Montgomery rather than in Montgomery. We may find you even better rates, too.
How do I find the best Montgomery hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Montgomery then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Montgomery?
The cheapest hotel in Montgomery is $100. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Montgomery?
There are 1,204 hotels in Montgomery on Travelocity.
What are the best hotels in Montgomery?
Montgomery has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Montgomery for you!
When is the best time to visit Montgomery?
If you want the joy of a fun-filled trip in peak season, visit Montgomery during July, October and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, August and December.
When is the cheapest time to stay in Montgomery?
Based on historic data is usually the cheapest month to visit Montgomery. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Montgomery?
There are multiple hotels in Montgomery that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Montgomery. We have plenty of kid-friendly hotels in Montgomery to choose from on Travelocity!
Why book a hotel in Montgomery through Travelocity?
Because we have the top hotels in Montgomery! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Montgomery on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Montgomery hotel reviews by fellow wanderers

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Good "
A verified traveler stayed at Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity