Find hotels in Montgomery, NY from $88

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Our top choices for Montgomery hotels

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (801)
"Clean quiet and nice reception "
United States
Nick
$90 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 28 - Dec 29
Total with taxes and fees
Borland House Inn

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1002)
"Nice place"
United States
Jason
$77 nightly
The price is $88
Dec 25 - Dec 26
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1001)
"Room was clean and staff was great!"
United States
Annemarie
$80 nightly
The price is $94
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn by Hilton Middletown

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1004)
"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
$91 nightly
The price is $103
Dec 27 - Dec 28
Total with taxes and fees
Courtyard by Marriott Poughkeepsie

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (959)
"Staff both during check in and out were great . Great stay ."
United States
david
$89 nightly
The price is $106
Jan 1 - Jan 2, 2026
Total with taxes and fees
Tru by Hilton Middletown

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1004)
"The room was very clean, comfortable bed, good service and at a reasonable price."
Canada
DIMITRIOS
$86 nightly
The price is $97
Jan 14 - Jan 15, 2026
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1002)
"The rooms were very clean and comfortable, staff was very nice and welcoming"
United States
Jordan
$78 nightly
The price is $87
Jan 5 - Jan 6, 2026
Total with taxes and fees
Americas Best Value Inn New Paltz

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.4 out of 10, Very Good, (1001)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
$95 nightly
The price is $112
Jan 1 - Jan 2, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1000)
"Yes stay was pleasant "
United States
henry
$94 nightly
The price is $106
Jan 1 - Jan 2, 2026
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
$294 nightly
The price is $346
Jan 2 - Jan 3, 2026
Total with taxes and fees
LEGOLAND Hotel NEW York

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1004)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$97 nightly
The price is $114
Dec 29 - Dec 30
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (395)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
$114 nightly
The price is $132
Jan 1 - Jan 2, 2026
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1001)
"Great stay with many breakfast options! "
United States
Sara
$98 nightly
The price is $113
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
8.8 out of 10, Excellent, (1001)
"Always stay here on my way through NY."
United States
Kathleen
$89 nightly
The price is $101
Dec 31 - Jan 1, 2026
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1000)
"Great place to stay a"
United States
Nicole
$93 nightly
The price is $109
Dec 28 - Dec 29
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1003)
"Brayden was great"
United States
Will
$92 nightly
The price is $104
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hilton Garden Inn Fishkill

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1000)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
$122 nightly
The price is $137
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn by Hilton New Paltz

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1001)
"Very nice stay."
United States
Peter
$90 nightly
The price is $102
Jan 24 - Jan 25, 2026
Total with taxes and fees
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1001)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$99 nightly
The price is $113
Jan 6 - Jan 7, 2026
Total with taxes and fees
Overlook Lodge at Bear Mountain
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Stay near popular Montgomery attractions

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.

Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.

Top Montgomery Hotel Reviews

More cheap stays in Montgomery

Hotels in Montgomery with star-rating

Find out more about Montgomery

Top reasons to visit Montgomery

  • Outdoor Activities: Montgomery offers a range of outdoor adventures, including urban parks, state parks, and nature reserves, perfect for family outings.
  • Vibrant Downtown: The downtown area features friendly locals, lively entertainment options, and charming shops, creating a welcoming atmosphere.
  • Family-Friendly Attractions: Enjoy a mix of fun and relaxation with activities suitable for all ages, ensuring a memorable family vacation.
  • Diverse Accommodations: From pet-friendly hotels to luxury suites, Montgomery provides a variety of lodging options to suit every traveler.
  • Nearby Exploration: The surrounding neighborhoods offer budget-friendly and upscale experiences, enhancing your stay with stunning views and local charm.

Find great hotels near Montgomery

Montgomery, New York, offers a variety of hotel accommodations tailored to meet diverse traveler needs. From pet-friendly options to business-focused facilities, you'll find hotels that ensure a comfortable stay. Whether you're seeking adventure or a relaxing retreat, Montgomery boasts top hotels and inviting suites that cater to both leisure and work travelers. Discover the perfect lodging for your visit to this charming town.

  • Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: Ideal for business travelers, the Super 8 by Wyndham Newburgh/West Point Near Stewart Airport offers a practical and efficient lodging experience just 9 miles from Montgomery. The motel features a well-equipped Business Center and Meeting Room, catering specifically to the needs of professionals on the go. With its straightforward design and essential amenities, this property ensures a comfortable stay while providing easy access to local attractions and business venues.
  • Super 8 by Wyndham Middletown: Located 8 miles from Montgomery, Super 8 by Wyndham Middletown combines convenience with entertainment for an enjoyable stay. Guests can indulge in a complimentary breakfast featuring wrapped food options, and unwind with various in-room entertainment options such as television, premium channels, and satellite TV. The motel is in proximity to nearby outlet shopping, making it a perfect spot for those looking to explore the local retail scene while enjoying a comfortable retreat.
  • Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Offering a welcoming environment for families, pet owners, and the LGBTQIA community, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is a standout choice just 9 miles from Montgomery. The hotel prides itself on being pet-friendly, allowing dogs and cats with certain restrictions, and providing free cribs for children. This inclusive property not only emphasizes comfort but also ensures that every guest feels at home during their stay, making it an excellent option for diverse travel needs.

Where to stay near Montgomery

Montgomery, New York, offers a delightful vacation experience for families and outdoor enthusiasts alike. Explore its unbeatable downtown, where you can find friendly locals and vibrant entertainment options. Nearby cities and neighborhoods provide a perfect blend of budget-friendly and luxury experiences, all while enjoying stunning city views and a relaxed atmosphere. Whether you're seeking low crowds or a bustling environment, Montgomery has something for everyone to enjoy during their stay.

  • Middletown: Located approximately 11 miles from Montgomery, Middletown is a vibrant city that offers a blend of family-friendly entertainment and urban charm. Visitors can enjoy a variety of attractions, including a popular theme park and serene lakeside spots. The city is known for its shopping centers and malls, making it an ideal destination for those looking to indulge in retail therapy. With peak travel times in the spring and summer, Middletown provides a lively atmosphere for tourists seeking fun and leisure activities.
  • Newburgh: Situated around 12 miles from Montgomery, Newburgh is a city rich in outdoor and historical experiences. The town features a beautiful lake and several historic sites that draw families and adventurers alike. Newburgh’s shopping centers and educational venues offer diverse options for visitors. The city sees an increase in travelers during the summer months and fall, making it a fantastic place to explore parks and enjoy scenic views while soaking up the local culture.
  • Beacon: About 14 miles away from Montgomery, Beacon is a charming city known for its outdoor adventures and artistic flair. The area is perfect for families and thrill-seekers, with opportunities for skiing in the winter and hiking in nearby mountains during warmer months. Visitors can enjoy local theaters and parks that showcase the region’s natural beauty. With a peak in tourism during late summer and early fall, Beacon is a delightful destination for those looking to combine relaxation with adventure.

Things to do in and around Montgomery

Montgomery, New York is a great destination for family vacations, offering a mix of outdoor activities and entertainment. Visitors can enjoy local resorts and explore shopping centers and malls. Whether you're looking for a fun-filled trip or a relaxing getaway, Montgomery provides a variety of activities to suit all interests.

Shopping

The Galleria at Crystal Run is the closest shopping destination, offering a variety of stores for gifts and souvenirs. If you're up for a drive, check out Soons Orchards and the Woodbury Common Premium Outlets for a broader selection and unique finds.

Recreation

Ice Time Sports Complex offers an exhilarating atmosphere for sports enthusiasts, perfect for skating and hockey. For tranquility, visit Thomas Bull Memorial Park, where you can unwind among nature. Jenkinstown Day Spa provides rejuvenating body treatments, ensuring a relaxing experience just a short drive away.

Adventure

Experience the thrill of high-speed racing at Orange County Fair Speedway, located 10 miles from Montgomery, where adrenaline and excitement meet. For family fun, visit SplashDown Beach, a waterpark 17 miles away, offering slides and attractions. Engage in strategic gameplay at Paintball Sports, located 13 miles away, for an action-packed adventure.

Nightlife

For a fun night, visit Castle Fun Center for arcade excitement, located 12 miles from Montgomery. If you're in the mood for culture, romance, and entertainment, check out Paramount Theatre or Ritz Theater, both situated 11 and 12 miles away, respectively.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Montgomery

To save money on your trip to Montgomery, consider visiting between January and March for lower accommodation rates, especially on Tuesdays. Avoid weekends, particularly Saturdays, when prices peak. Use Expedia to filter hotel prices from lowest to highest, and take advantage of package deals that combine flights, hotels, and activities. Joining Expedia's One Key membership can provide exclusive discounts and help you earn cash for future stays. Look out for last-minute deals and great rates to maximize your savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Montgomery are January to March, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Montgomery is Tuesday. The most expensive day to stay in Montgomery is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your preferences, such as your budget, preferred location, and type of hotel you’re looking for. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Montgomery with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Montgomery

Montgomery, New York, is perfect for family-friendly outdoor and entertainment-themed vacations. Visitors can explore various points of interest, including urban parks, state parks, and nature reserves, offering a blend of cultural experiences and outdoor activities. Whether you're seeking adventure or a peaceful family outing, Montgomery has something to enrich every traveler's experience.

  • Orange County Arboretum: Immerse yourself in the beauty of nature at the Orange County Arboretum. This scenic spot offers a peaceful outdoor experience with family-friendly vibes, making it perfect for leisurely strolls among diverse plant collections and vibrant gardens.
  • Orange County Farmers Museum: Discover the rich agricultural heritage of the region at the Orange County Farmers Museum, located just 3 miles away from Montgomery. This museum showcases local culture through exhibits on farming tools, antique machinery, and historical artifacts, providing a fascinating glimpse into rural life.
  • Dia Beacon: Experience contemporary art in a unique setting at Dia Beacon, located 13 miles away. Housed in a former Nabisco box factory, this art museum features large-scale installations and thought-provoking exhibitions, making it a haven for art lovers.

Best time to go to Montgomery

The best time to visit Montgomery can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Montgomery falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Montgomery falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly SunnyAverageSlightly Low
February28.8°F (-1.8°C)Light RainMostly CloudyAverageSlightly Low
March36.3°F (2.4°C)Light RainMostly CloudyAverageSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnyAverageAverage
May58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly HighAverage
July73.0°F (22.8°C)Light RainMostly SunnySlightly HighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
September63.9°F (17.7°C)Light RainMostly SunnySlightly HighAverage
October52.9°F (11.6°C)Light RainMostly SunnySlightly LowSlightly High
November40.8°F (4.9°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Montgomery

When planning your visit to Montgomery, New York, you can fly into several major airports. Newark Liberty International Airport (EWR) is 58 miles away, with nearby luxury hotels like The Dominick, The Wall Street Hotel, and The Beekman, all 9 miles from the airport. LaGuardia Airport (LGA) is 55 miles away, offering hotel options such as Virgin Hotels New York City and The Mark, both 5 miles from the airport. Lastly, Westchester County Airport (HPN) is 42 miles away, with hotels like The Opus Westchester, just 4 miles from the airport, providing convenient transportation services. Each location offers easy access to Montgomery for a seamless travel experience.

Frequently asked questions

What are the best budget hotels in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG is a fantastic choice for budget-conscious travelers seeking comfort and convenience. Rated 8.8 by guests, this hotel offers a range of complimentary amenities, including free breakfast options and WiFi, ensuring a stress-free start to your day. Families will appreciate the availability of free cribs and rollaway beds, making it easy to accommodate children in spacious rooms. Additionally, a 24-hour fitness center allows guests to maintain their exercise routines while traveling.

Another budget-friendly option is the Super 8 by Wyndham Montgomery Maybrook. This hotel also provides complimentary breakfast and cribs for families, enhancing the appeal for those traveling with kids. Its child-friendly window design and in-room safes ensure a secure environment for families. Plus, with free self-parking and proximity to local attractions, it makes an excellent base for exploring the Montgomery area. View all budget hotels in Montgomery.
When is the best time to go to Montgomery?
The most popular time to visit Montgomery is during the spring months of March through May. During this period, the weather becomes pleasantly warm, with temperatures averaging between the mid-60s and low 80s Fahrenheit. This inviting climate is great for exploring the city's rich history and beautiful parks, making it an excellent choice for outdoor activities and sightseeing.

Peak tourist season in Montgomery typically occurs from April to June. This is when visitors flock to experience the area's vibrant festivals, including the Montgomery Jazz Festival and the Alabama National Fair. The atmosphere is filled with excitement, as numerous events and activities provide ample opportunities to immerse yourself in local culture and community life.

For travelers who appreciate attentive service and quality experiences, Montgomery's springtime charm is particularly appealing. You can enjoy leisurely strolls through the historic downtown district or visit significant landmarks such as the Civil Rights Memorial and the Dexter Avenue Baptist Church. The comfortable weather also allows for delightful meals at outdoor cafes, where you can savor Southern cuisine while soaking up the sun.

If you're looking for a more budget-friendly option, consider visiting in late winter or early March. This time often features lower accommodation rates and fewer crowds, yet you can still enjoy the city's historical sites and warm Southern hospitality.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montgomery.
How can I save on a Montgomery hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Montgomery hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Montgomery hotel?
Prices for hotels in Montgomery often vary, but you can find a great deal from $88 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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