Hotels in Montgomery

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Check prices for these dates

Tonight
Apr 15 - Apr 16
Tomorrow
Apr 16 - Apr 17
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Where to stay in Montgomery?

Exterior detail
Borland House Inn
Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (157 reviews)
Escape to this charming Victorian B&B in Montgomery, featuring a restaurant, snack bar, and serene garden terrace. Enjoy facials and complimentary breakfast before exploring nearby City Winery Hudson Valley and Orange County Farmers Museum.
The price is $190
$221 total
includes taxes & fees
Apr 16 - Apr 17
Borland House Inn
Exterior
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, (846 reviews)
Near the train station, this Montgomery hotel offers convenience with a 24-hour health club and café. Free breakfast, WiFi and parking make stays stress-free. Close to City Winery Hudson Valley and only 16 minutes from Stewart Airport.
The price is $100
$113 total
includes taxes & fees
Apr 26 - Apr 27
Holiday Inn Express & Suites Montgomery by IHG
In-room safe, desk, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Montgomery Maybrook
Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,001 reviews)
At Super 8 Montgomery Maybrook, wake up to complimentary breakfast before exploring nearby City Winery Hudson Valley. Free WiFi and parking enhance your stay while the attentive staff, praised by fellow travelers, ensures a pleasant experience.
The price is $81
$92 total
includes taxes & fees
Apr 16 - Apr 17
Super 8 by Wyndham Montgomery Maybrook
Free daily continental breakfast
Harvest Inn
Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (561 reviews)
Experience countryside charm at this Pine Bush hotel, where a seasonal outdoor pool awaits summer guests. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Brimstone Hill Winery and Angry Orchard. Clean rooms and attentive staff ensure a comfortable retreat.
The price is $197
$223 total
includes taxes & fees
Apr 17 - Apr 18
Harvest Inn
Reception
The Crossroads Hotel, Newburgh
The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.0 out of 10, Good, (739 reviews)
Escape to this quiet Newburgh hotel with complimentary WiFi and self parking. The helpful staff creates a relaxing atmosphere near Ice Time Sports Complex and Resorts World Hudson Valley. Work out in the fitness center or enjoy room service after exploring local attractions.
The price is $99
$117 total
includes taxes & fees
Apr 16 - Apr 17
The Crossroads Hotel, Newburgh
Exterior
Courtyard by Marriott Newburgh Stewart Airport
Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.0 out of 10, Very Good, (742 reviews)
This quiet Newburgh hotel offers an indoor pool and American cuisine at The Bistro. Located 2.1 mi from Stewart Airport with free WiFi and parking. Ice Time Sports Complex and Resorts World Hudson Valley are nearby, plus a 24-hour fitness center.
The price is $93
$110 total
includes taxes & fees
Apr 26 - Apr 27
Courtyard by Marriott Newburgh Stewart Airport
Reception
Hampton Inn & Suites Newburgh Stewart Airport
Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,001 reviews)
The price is $114
$135 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn & Suites Newburgh Stewart Airport
Property amenity
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,014 reviews)
Enjoy American cuisine at The Bistro or unwind at the bar after exploring nearby LEGOLAND® and Galleria at Crystal Run. This Middletown hotel offers free WiFi, free parking, and is praised for its exceptionally helpful staff.
The price is $93
$109 total
includes taxes & fees
Apr 19 - Apr 20
Courtyard by Marriott Middletown Goshen
Lobby
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,008 reviews)
This quiet Middletown hotel offers a seasonal outdoor pool and free breakfast just minutes from LEGOLAND® New York. Clean rooms provide comfort after visiting the Galleria at Crystal Run mall. With free WiFi and parking, plus fitness center access, guests praise the helpful staff.
The price is $92
$109 total
includes taxes & fees
Apr 21 - Apr 22
Hampton Inn by Hilton Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (999 reviews)
Discover serene comfort near LEGOLAND® New York at this Middletown gem. The indoor pool invites morning swims, while free breakfast, parking, and WiFi enhance your stay. Explore nearby restaurants or visit Galleria at Crystal Run after a peaceful night's rest.
The price is $111
$132 total
includes taxes & fees
Apr 26 - Apr 27
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (762 reviews)
Immersive indoor pool and 24-hour fitness center complement spacious suites at this Middletown hotel. Located near Galleria at Crystal Run and LEGOLAND® New York, enjoy free breakfast, WiFi, and parking with friendly staff ready to assist.
The price is $174
$209 total
includes taxes & fees
Apr 18 - Apr 19
Home2 Suites by Hilton Middletown
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Middletown
Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,003 reviews)
Experience peaceful relaxation at this Middletown motel, just 15 minutes from LEGOLAND. Surrounded by restaurants and shopping, guests enjoy complimentary WiFi, free parking, and attentive 24-hour service near Galleria at Crystal Run.
The price is $72
$85 total
includes taxes & fees
Apr 16 - Apr 17
Super 8 by Wyndham Middletown
Indoor pool
Homewood Suites Stewart Airport
Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1,001 reviews)
Positioned 3.2 mi from Stewart Airport with complimentary shuttle service, this New Windsor hotel offers free breakfast, WiFi, and parking. Enjoy the indoor pool and 24-hour fitness center while staying near Hamilton Fish Bridge and Purple Heart Hall of Honor.
The price is $148
$168 total
includes taxes & fees
Apr 26 - Apr 27
Homewood Suites Stewart Airport
View from property
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (325 reviews)
Minutes from Galleria at Crystal Run and Orange County Fairgrounds, this hotel offers an inviting indoor pool and complimentary breakfast. Relax at the bar after exploring nearby LEGOLAND®. Free parking and helpful staff ensure a comfortable, convenient stay.
The price is $197
$233 total
includes taxes & fees
Apr 21 - Apr 22
Residence Inn by Marriott Middletown Goshen
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,015 reviews)
This business-friendly hotel offers a complimentary airport shuttle and is only 1.6 mi from Stewart Airport. Enjoy the indoor pool after a workout in the fitness center. With free WiFi and parking, plus proximity to Resorts World, convenience meets comfort.
The price is $104
$118 total
includes taxes & fees
May 10 - May 11
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior
The Dominion House Bed & Breakfast
The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
Unwind at this charming B&B with a refreshing outdoor pool, lush garden, and peaceful terrace. After complimentary breakfast, explore nearby hiking trails or head to LEGOLAND and Woodbury Common Premium Outlets, both within 15 minutes.
The price is $215
$243 total
includes taxes & fees
Apr 20 - Apr 21
The Dominion House Bed & Breakfast
Lobby
Howard Johnson by Wyndham Newburgh/West Point
Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.0 out of 10, (1,004 reviews)
This tranquil hotel offers a remarkably quiet atmosphere despite its convenient location. Just 4 minutes from Stewart Airport and near Hamilton Fish Bridge, enjoy complimentary WiFi, parking, and on-the-go breakfast daily.
The price is $77
$91 total
includes taxes & fees
Apr 21 - Apr 22
Howard Johnson by Wyndham Newburgh/West Point
Exterior
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (48 reviews)
Set in Middletown, this hotel offers convenient access to LEGOLAND® New York and Galleria at Crystal Run. Just 28 minutes from Stewart Intl. Airport and 22 minutes from Harriman Station, it's perfectly positioned for regional exploration.
The price is $127
$150 total
includes taxes & fees
Apr 16 - Apr 17
Candlewood Suites Middletown Goshen by IHG
Exterior
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (999 reviews)
Wake up refreshed at this welcoming Middletown hotel where complimentary continental breakfast jumpstarts your day. Just a short drive from LEGOLAND® New York and Galleria at Crystal Run, enjoy free WiFi and parking while helpful staff ensure a pleasant stay.
The price is $101
$119 total
includes taxes & fees
Apr 19 - Apr 20
Microtel Inn & Suites by Wyndham Middletown
Reception
Newburgh Inn
Newburgh Inn
2.0 star property
Newburgh
5.4 out of 10, (116 reviews)
Conveniently situated in Newburgh, this hotel offers easy access to Hamilton Fish Bridge and Resorts World Hudson Valley. Business travelers will appreciate the conference center, while everyone enjoys practical perks like complimentary WiFi and on-site parking.
The price is $81
$102 total
includes taxes & fees
Apr 16 - Apr 17
Newburgh Inn
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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When is the best time to visit Montgomery?

Our prices for hotels in Montgomery are cheapest in March
Price trends for hotels in Montgomery
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Montgomery
April
High 14°C / low 4°C. Partly sunny.
View properties in April
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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28°
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August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
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Monthly weather averages (˚C)

Top landmarks in Montgomery

Orange County Arboretum

Wander through 35 acres of themed gardens and seasonal blooms at this peaceful botanical sanctuary. Don't miss the poignant 9/11 Memorial honoring local residents who perished in the attacks.
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City Winery Hudson Valley

This riverside winery blends live music, food, and wine production in a restored historic mill. Sip award-winning wines on the outdoor patio while enjoying sunset views over the Wallkill River.
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Learn more about Montgomery

Wander through a Hudson Valley time capsule where Clinton Street's historic buildings house shops that seem to have escaped the modern rush. The Orange County Arboretum offers botanical respite in Thomas Bull Memorial Park, with gardens that change their personality each season. City Winery Hudson Valley provides tastings with a side of culture in an atmospheric setting. Highland Lakes State Park rewards hikers with views that explain why painters have been drawn to this region for centuries. Nearby LEGOLAND New York amplifies childhood imagination. Lake Minnewaska Beach provides summer swimming with mountain backdrops. This former Revolutionary War outpost now serves as a charming refuge for New Yorkers seeking weekend sanctuary from city life.

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

Check out reviews of Montgomery hotels guests love

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"I like everything there, was clean the food good "
Ada Yecenia 2-night trip
Posted 3 hours ago
Sleep Inn & Suites Middletown - Goshen

Frequently asked questions

What accommodations do travelers like in Montgomery?
Guests like Holiday Inn Express & Suites Montgomery by IHG, Super 8 by Wyndham Montgomery Maybrook and Borland House Inn.
Where can I find free parking with my stay in Montgomery?
Park your car for free at Borland House Inn.
Can I book a refundable hotel in Montgomery?
If you're looking for the flexibility to change your plans to Montgomery, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Montgomery if I want a vacation home instead of a traditional hotel?
If you're looking for a good alternative to a hotel, look over our selection of 13 vacation homes. In addition, you can choose from 5 apartments.
What will the weather in Montgomery be like during my trip?
July and August are typically the warmest months in Montgomery when the average temp is 69°F. January and February are the coldest months when the average temperature is 31°F. October and August are the months with the most rain.
Why should I book my Montgomery hotel through Hotels.com?
There are lots of reasons to book your Montgomery trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.