Book Hotels in Montgomery, NY

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Top Montgomery hotels

Borland House Inn

Borland House Inn

3 out of 5
130 Clinton Street Montgomery NY
$114 nightly
The price is $129 total per night from Nov 23 to Nov 24
$129 total
Nov 23 - Nov 24
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage ...
Wonderful home, felt so

Reviewed on Nov 15, 2025

Opens in a new windowBorland House Inn
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $135 total per night from Nov 26 to Nov 27
$135 total
Nov 26 - Nov 27
Total with taxes and fees
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 ...
Staff is always pleasant when I stay. The amenities are great.

Reviewed on Nov 19, 2025

Opens in a new windowLa Quinta Inn & Suites by Wyndham Middletown-Goshen
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
$95 nightly
The price is $117 total per night from Dec 11 to Dec 12
$117 total
Dec 11 - Dec 12
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 ...
new remodels rooms, nice hotel and very clean

Reviewed on Nov 19, 2025

Opens in a new windowHampton Inn Harriman Woodbury
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Nov 29 to Nov 30
$115 total
Nov 29 - Nov 30
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
This is our second stay at this hotel. The staff is super friendly, the rooms are always clean and comfortable, and the complementary breakfast area is very clean and the food is yummy. Eggs were a little watery though, but that’s OK!

Reviewed on Nov 18, 2025

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

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
2105 Route 208 Montgomery NY
Fully refundable
$91 nightly
The price is $107 total per night from Nov 30 to Dec 1
$107 total
Nov 30 - Dec 1
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 ...
Yes

Reviewed on Nov 14, 2025

Opens in a new windowHoliday Inn Express & Suites Montgomery by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $119 total per night from Dec 2 to Dec 3
$119 total
Dec 2 - Dec 3
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 highly recommend.

Reviewed on Nov 14, 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
$175 nightly
The price is $198 total per night from Dec 4 to Dec 5
$198 total
Dec 4 - Dec 5
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 ...
N/A i didn't have breakfast in the facility

Reviewed on Nov 16, 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
$84 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
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 ...
Best stay!

Reviewed on Nov 20, 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
$64 nightly
The price is $72 total per night from Dec 7 to Dec 8
$72 total
Dec 7 - Dec 8
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 ...
Nice place

Reviewed on Nov 18, 2025

Opens in a new windowSuper 8 by Wyndham Montgomery Maybrook
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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
$64 nightly
The price is $72 total per night from Dec 7 to Dec 8
$72 total
Dec 7 - Dec 8
Total with taxes and fees
6.2/10 (1,004 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 $72. 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 1,217 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

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Best stay!"
A verified traveler stayed at Quality Inn Poughkeepsie
Quality Inn Poughkeepsie

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