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Compare 1,214 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, (771)
"We really like the hotel and area very safe"
United States
Fiordaliza
$107 nightly
The price is $125
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
Super 8 by Wyndham Montgomery Maybrook
2.5 star property
6.4 out of 10, (1009)
"Very nice clean and quit location. Staff was very accommodating and friendly."
United States
Stephen
$82 nightly
The price is $93
Nov 16 - Nov 17
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
Borland House Inn
3.0 star property
9.2 out of 10, Wonderful, (137)
"We had a great stay at the Bordland House Inn. The Bluebird room was great with nice historical touches that added interest to the room. It was comfy and very relaxing."
United States
Charlie
$114 nightly
The price is $129
Oct 22 - Oct 23
Total with taxes and fees
Borland House Inn
The Kartrite Resort & Indoor Waterpark
4.0 star property
8.2 out of 10, Very Good, (1771)
"Great atmosphere for families "
United States
Don
$209 nightly
The price is $236
Oct 26 - Oct 27
Total with taxes and fees
The Kartrite Resort & Indoor Waterpark
Overlook Lodge at Bear Mountain
2.5 star property
8.4 out of 10, Very Good, (1024)
"Clean room, easy parking"
United States
Cynthia
$105 nightly
The price is $119
Nov 19 - Nov 20
Total with taxes and fees
Overlook Lodge at Bear Mountain
Resorts World Catskills Casino
4.5 star property
8.6 out of 10, Excellent, (1095)
"It is a great place to stay"
United States
Caonabo
$186 nightly
The price is $207
Nov 19 - Nov 20
Total with taxes and fees
Resorts World Catskills Casino
The Crossroads Hotel, Newburgh
3.0 star property
7.2 out of 10, Good, (634)
"Very nice stay."
Canada
Mary
$109 nightly
The price is $129
Oct 22 - Oct 23
Total with taxes and fees
The Crossroads Hotel, Newburgh
Hampton Inn & Suites Poughkeepsie
2.5 star property
8.6 out of 10, Excellent, (1044)
"Perfect for families with children! Loved our stay!"
United States
Allison
$110 nightly
The price is $128
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie
Hampton Inn by Hilton New Paltz
2.5 star property
9.4 out of 10, Exceptional, (1022)
"Excellent choice to stay at in this area"
United States
Donna
$122 nightly
The price is $137
Nov 16 - Nov 17
Total with taxes and fees
Hampton Inn by Hilton New Paltz
Sleep Inn & Suites Middletown - Goshen
2.5 star property
8.4 out of 10, Very Good, (1039)
"The hotel was great it was very clean, had plenty of parking, the staff was very friendly. Continental breakfast was great and fresh. "
United States
Brian
$99 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Americas Best Value Inn New Paltz
2.0 star property
8.8 out of 10, Excellent, (1024)
"Great place for a stay on the way! "
Canada
Linh
$85 nightly
The price is $96
Nov 2 - Nov 3
Total with taxes and fees
Americas Best Value Inn New Paltz
Courtyard by Marriott Poughkeepsie
3.0 star property
8.8 out of 10, Excellent, (1012)
"Clean room, staff is friendly especially at the cafe. "
United States
Cynthia
$110 nightly
The price is $124
Nov 9 - Nov 10
Total with taxes and fees
Courtyard by Marriott Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
8.8 out of 10, Excellent, (1018)
"we stayed 2 nights midweek, very comfortable, quiet and everything was top notch!"
United States
GARY
$118 nightly
The price is $137
Nov 2 - Nov 3
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
Quality Inn Poughkeepsie
2.5 star property
7.8 out of 10, Good, (456)
"Great stay"
United States
Emily
$86 nightly
The price is $100
Nov 5 - Nov 6
Total with taxes and fees
Quality Inn Poughkeepsie
Ramada by Wyndham Newburgh/West Point
2.0 star property
5.0 out of 10, (1016)
"Parking, easy checking in "
United States
Ian
$89 nightly
The price is $105
Oct 22 - Oct 23
Total with taxes and fees
Ramada by Wyndham Newburgh/West Point
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
9.4 out of 10, Exceptional, (1021)
"Wonderful place. "
United States
Vicky
$113 nightly
The price is $127
Nov 3 - Nov 4
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury
DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
8.4 out of 10, Very Good, (1018)
"Over all it is a nice hotel to stay."
United States
Moffarah
$110 nightly
The price is $129
Nov 11 - Nov 12
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center
Days Inn by Wyndham Wurtsboro
2.0 star property
7.6 out of 10, Good, (568)
"Perfect for our stay "
United States
Ines
$102 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
Days Inn by Wyndham Wurtsboro
Quality Inn & Suites Fishkill South near I-84
2.5 star property
8.8 out of 10, Excellent, (1034)
"Great location great stay."
United States
David
$113 nightly
The price is $128
Nov 16 - Nov 17
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
8.8 out of 10, Excellent, (1009)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
$93 nightly
The price is $115
Nov 4 - Nov 5
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
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.
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Trip time! Discover the gardens and local cuisine in upscale Montgomery.

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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 $93 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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