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Top 10 Montgomery hotels and places to stay

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1013)
"Great stay great staff great accommodations "
The price is £100
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn Harriman Woodbury

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (1004)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is £92
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very good, (1006)
"Great staff and rooms "
The price is £94
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (758)
"Super clean and breakfast was amazing "
The price is £91
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Montgomery by IHG

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1004)
"Very nice clean and quit location. Staff was very accommodating and friendly."
The price is £66
includes taxes & fees
7 Sept - 8 Sept
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

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 £83
includes taxes & fees
28 Aug - 29 Aug
Americas Best Value Inn New Paltz

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1006)
"great place to stay"
The price is £94
includes taxes & fees
1 Sept - 2 Sept
Sleep Inn & Suites Monroe - Woodbury

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1011)
"3rd stay at this cottage and we love it. Will definitely be staying here in the future "
The price is £128
includes taxes & fees
3 Sept - 4 Sept
Overlook Lodge at Bear Mountain

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (865)
"Could tell it was renovated but it was a good stay "
The price is £73
includes taxes & fees
21 Sept - 22 Sept
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very good, (1015)
"Great stay"
The price is £90
includes taxes & fees
23 Sept - 24 Sept
Sleep Inn & Suites Middletown - Goshen

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1016)
"Good place to stay"
The price is £81
includes taxes & fees
7 Sept - 8 Sept
Quality Inn & Suites Fishkill South near I-84

The Hamlet Inn at Warwick

2.5 star property
7.4 out of 10, Good, (123)
"Great price rooms clean"
The price is £80
includes taxes & fees
1 Sept - 2 Sept
The Hamlet Inn at Warwick

Holiday Inn Express West Point by IHG

2.5 star property
9.2 out of 10, Wonderful, (154)
"Staff were very nice and quick check-in. The room was clean and the bed was super comfy!"
The price is £113
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express West Point by IHG

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 £96
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Poughkeepsie / Hudson Valley

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1003)
"Property was clean and staff was friendly. "
The price is £89
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn by Hilton Middletown

Countryside Motel

2.0 star property
7.2 out of 10, Good, (245)
"Reasonably priced "
The price is £68
includes taxes & fees
28 Aug - 29 Aug
Countryside Motel

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
8.4 out of 10, Very good, (1009)
"Excellent hotel!!"
The price is £97
includes taxes & fees
3 Sept - 4 Sept
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Beacon Hotel

2.0 star property
6.8 out of 10, (55)
"This was such a unique stay! I had never been to Beacon before, but I loved it and would recommend this hotel to anyone looking to go! The hotel can be a little hard to find at first, but I felt safe staying!"
The price is £158
includes taxes & fees
4 Sept - 5 Sept
Beacon Hotel

Cadet Motel

2.0 star property
6.4 out of 10, (292)
"It was a great little motel for a 2 day business trip. Affordable, clean, and safe. "
The price is £69
includes taxes & fees
1 Sept - 2 Sept
Cadet Motel
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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.

Photo by ViajandoconAna Rustrian
Open Photo by ViajandoconAna Rustrian

Top Montgomery Hotel Reviews

More cheap stays in Montgomery

More cheap stays in Montgomery

Find out more about Montgomery

Find out more about Montgomery

Top reasons to visit Montgomery

  • Family-Friendly Attractions: Montgomery boasts a variety of family-oriented activities, perfect for creating lasting memories.
  • Outdoor Adventures: Enjoy nature in urban parks, national parks, and serene nature reserves.
  • Charming Neighbourhoods: Explore nearby towns that radiate warmth and friendliness, ideal for visitors.
  • Trendy Local Spots: Discover unique attractions that showcase the vibrant character of the region.
  • Diverse Accommodations: Choose from a range of hotels, including pet-friendly and family-oriented options.

Find great hotels near Montgomery

Discover a delightful range of hotel accommodations in Montgomery, New York, catering to various traveller preferences. Whether you're seeking pet-friendly options, family-friendly stays, or business-oriented facilities, Montgomery offers a selection of hotels designed to provide comfort and convenience. Explore the charm of this picturesque area while enjoying all the amenities that best hotels in Montgomery have to offer.

  • Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: Ideal for the business traveller, Super 8 by Wyndham Newburgh/West Point Near Stewart Airport provides a convenient motel experience just 5.6km from Montgomery. This property is tailored to meet the needs of professionals on the go, featuring a well-equipped Business Centre and Meeting Room for seamless event hosting. Guests can expect straightforward comfort, ensuring productivity without compromising on relaxation after a busy day.
  • Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Embracing inclusivity, Red Roof Inn & Suites is a welcoming haven for LGBTQIA travellers and families, located 5.6km from Montgomery. This pet-friendly hotel offers a range of amenities that cater to both children and furry friends, including complimentary cribs and a flexible pet policy. The atmosphere is warm and accommodating, making it an excellent choice for those seeking a family-friendly experience while enjoying the nearby attractions.
  • Super 8 by Wyndham Middletown: Just 5.0km from Montgomery, Super 8 by Wyndham Middletown offers a comfortable and inviting motel experience. Guests can indulge in a complimentary breakfast daily, including wrapped food options for those on the move. The rooms are equipped with entertainment features such as television and premium channels, ensuring relaxation after a day of exploration. Nearby outlet shopping adds an extra layer of convenience for guests looking to enjoy local retail therapy.

Where to stay near Montgomery

Montgomery, New York, offers a delightful mix of family-friendly attractions and outdoor adventures. Enjoy a leisurely day at Montgomery Park, where you can unwind amidst nature or engage in fun activities. Explore the charming nearby towns, each radiating a friendly atmosphere perfect for families and visitors alike. Don’t miss the opportunity to discover trendy local spots and attractions that showcase the unique character of this vibrant region during your upcoming trip.

  • Middletown: Situated 6.8km from Montgomery, Middletown is a vibrant city that offers a delightful blend of family-friendly attractions and entertainment. With visitor numbers peaking in April and the summer months, it’s an ideal spot for those seeking a lively city experience. Explore the local shopping centres and malls, or visit the nearby theme park for a day filled with fun. Nature lovers will appreciate the scenic lake and tourist precinct that provide a perfect backdrop for relaxation. Whether you're travelling with family or friends, Middletown promises a diverse range of activities to suit all tastes.
  • Newburgh: Located 7.5km from Montgomery, Newburgh is a charming city that attracts visitors year-round, especially during the summer and autumn months. Known for its outdoor experiences and family-oriented activities, Newburgh boasts excellent shopping centres and educational venues. The city's picturesque lake and historic sites offer a rich blend of culture and leisure, making it a great destination for history buffs and families alike. As you stroll along its vibrant streets, you’ll find plenty of opportunities to immerse yourself in the local culture and enjoy the scenic views.
  • Beacon: A lovely city located 8.7km from Montgomery, Beacon is perfect for outdoor enthusiasts and families seeking adventure. With peak visitor numbers in the summer and early autumn, this city is bustling with activities. Beacon is home to theatres and ski fields, providing a diverse range of entertainment options. The surrounding natural beauty, including lakes and mountains, invites exploration and relaxation in local parks. Whether you’re hiking, skiing, or enjoying a family outing, Beacon is a splendid choice for those looking to embrace the great outdoors.

Things to do in and around Montgomery

Montgomery offers a delightful mix of family-friendly and outdoor activities, making it an ideal holiday destination. Visitors can enjoy a variety of attractions, including a resort and several shopping centres and malls, perfect for indulging in retail therapy. Whether you're looking to relax or explore, Montgomery has something to suit every taste and preference.

Shopping

The nearest shopping centre is the Galleria at Crystal Run, offering a variety of shops and family-friendly entertainment. If you're up for a drive, Woodbury Common Premium Outlets is a fantastic option with numerous brand-name stores, located 9.9km away. Soons Orchards is also worth visiting for local goods, 7.5km away.

Recreation

The Rock Sports Complex offers an energetic atmosphere with various sports activities to engage in, just 8.1km from Montgomery. For a touch of elegance, visit The Golf Club at Mansion Ridge, located 9.9km away, where luxury meets leisure. Locally, Thomas Bull Memorial Park provides a tranquil space for relaxation and wellness.

Adventure

At the Orange County Fair Speedway, located 6.2km from Montgomery, experience the thrill of motor racing amidst a lively atmosphere. The Orange County Tennis Center offers exciting tennis sessions right in Montgomery. For hiking enthusiasts, the Esty and Hellie Stowell Trailhead, 8.1km away, presents stunning outdoor scenery.

Nightlife

In Montgomery, Castle Fun Center offers a lively arcadeAdventureZone perfect for family fun and adventure vibes. Paramount Theatre and Ritz Theater, both nearby, present an enchanting mix of entertainment and culture, ideal for a romantic night out or a family evening filled with memorable performances.

Booking tips and Expedia advantages for Montgomery

To save money on your trip to Montgomery, consider visiting in March or between December and January when prices are lower. Tuesdays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to filter for budget-friendly, eco-certified hotels and sort by price to find the best deals. Additionally, look for package deals that combine flights and accommodation for further savings. Don't forget to explore free activities in the area to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Montgomery are March and December to January, 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: Utilise Expedia’s search tool to refine your preferences such as budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most affordable prices and exclusive deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel stay in Montgomery with your flights and activities through an Expedia package.

Find the best attractions near Montgomery

Montgomery, New York, is perfect for family-oriented and outdoor-themed holidays, offering a rich blend of urban parks, national and state parks, and nature reserves. Visitors can explore historic Montgomery and its popular attractions while enjoying a variety of outdoor and cultural experiences. This charming destination promises memorable adventures for all ages, making it an ideal spot for a delightful getaway.

  • Storm King Art Center: Nestled 7.5km from Montgomery, this expansive outdoor sculpture park offers a unique blend of art and nature. Wander through beautifully landscaped grounds adorned with large-scale sculptures, providing a serene environment that sparks creativity and contemplation.
  • Dia Beacon: Located 8.1km away, this contemporary art museum is housed in a former Nabisco box factory. Featuring an impressive collection of minimalist and conceptual art, Dia Beacon invites visitors to explore thought-provoking installations in a spacious, light-filled setting.
  • Minnewaska State Park: Situated 8.7km from Montgomery, this stunning nature reserve boasts breathtaking vistas, serene lakes, and miles of hiking trails. Perfect for outdoor enthusiasts, it offers opportunities for hiking, biking, and enjoying the beauty of the Hudson Valley's natural landscape.

Best time to go to Montgomery

The best time to visit Montgomery is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 CloudyAverageAverage
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 LowSlightly Low

The nearest major airports for your trip to Montgomery

Montgomery, New York, can be conveniently accessed via several major airports. Newark Liberty International Airport (EWR) is situated 36.0km away, with excellent hotels nearby, including The Dominick, 33 Hotel, and The Wall Street Hotel, all rated 5 stars and located 5.6km from the airport. LaGuardia Airport (LGA) is 34.2km away, offering luxurious options like Virgin Hotels New York City, Hilton Club The Quin, and InterContinental New York Barclay, all within 3.7km. White Plains Airport (HPN) is the closest at 26.1km, with notable hotels such as The Opus Westchester and Sonesta White Plains Downtown, both 2.5km from the airport, providing convenient transportation services.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 travellers 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 centre 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, particularly April and May. During this period, temperatures are pleasantly warm, typically ranging from 15 to 28 Celsius, making it an ideal time for outdoor activities such as exploring the city's historical sites, gardens, and parks.

From March to May, Montgomery comes alive with various festivals and events, showcasing local culture and heritage. The city's picturesque landscapes are adorned with blooming flowers, inviting visitors to take leisurely strolls through attractions like the Montgomery Botanical Gardens or the historic Civil Rights sites. This vibrant atmosphere is great for those who enjoy engaging with the community and soaking in the rich history of the region.

For those who seek a quieter experience, consider visiting in late autumn, specifically in November. This month often sees fewer crowds and offers a more intimate atmosphere while still allowing you to enjoy the city's charm and historical significance. Additionally, prices for accommodations and attractions tend to be more budget-friendly, providing excellent value without compromising on quality.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Montgomery hotel for you.
How can I save on a Montgomery hotel booking with Expedia?
Before booking your Montgomery hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
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 £66 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.