Hotels in Montgomery

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Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Where to stay in Montgomery?

Exterior

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.6 out of 10, Excellent, (900 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 $105
$119 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Montgomery by IHG
In-room safe, desk, iron/ironing board (on request), cribs (free)

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,005 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 $72
$85 total
includes taxes & fees
Sep 3 - Sep 4
Super 8 by Wyndham Montgomery Maybrook
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (176 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 $121
$141 total
includes taxes & fees
Aug 5 - Aug 6
Borland House Inn
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (126 reviews)
Warm, inviting atmosphere awaits at this Walden B&B where complimentary breakfast energizes your day. Explore nearby attractions with ease, knowing your car is safely parked in the free lot when you return to this cozy Hudson Valley haven.
The price is $104
$118 total
includes taxes & fees
Aug 5 - Aug 6
Tin Brook Bed & Breakfast
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very Good, (1,004 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 $98
$115 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn by Hilton Middletown
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 $122
$144 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn & Suites Newburgh Stewart Airport
Exterior

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very Good, (791 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 $118
$140 total
includes taxes & fees
Aug 30 - Aug 31
Courtyard by Marriott Newburgh Stewart Airport
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,004 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 $105
$125 total
includes taxes & fees
Aug 23 - Aug 24
Courtyard by Marriott Middletown Goshen
Free daily English breakfast

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
Modern accommodations just minutes from LEGOLAND® New York. This hotel offers complimentary English breakfast, WiFi, and parking. Energize at the 24-hour fitness center or relax on the terrace after exploring nearby Orange County Fairgrounds.
The price is $103
$121 total
includes taxes & fees
Aug 16 - Aug 17
Tru by Hilton Middletown
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, (1,001 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 $99
$117 total
includes taxes & fees
Aug 9 - Aug 10
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (749 reviews)
Situated just minutes from LEGOLAND® New York and Galleria at Crystal Run, this hotel offers a refreshing indoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while the helpful staff ensures a pleasant stay in clean, business-friendly accommodations.
The price is $116
$137 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Middletown - Goshen by IHG
Lobby

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, (1,008 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 $124
$147 total
includes taxes & fees
Aug 31 - Sep 1
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,102 reviews)
Wake up to a complimentary breakfast at this Monroe hotel, just minutes from LEGOLAND® and premium shopping. The fitness center energizes your day while in-room refrigerators and microwaves offer convenience after exploring nearby Museum Village.
The price is $110
$125 total
includes taxes & fees
Aug 31 - Sep 1
Sleep Inn & Suites Monroe - Woodbury
Free daily continental breakfast

Harvest Inn

Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (563 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
Aug 5 - Aug 6
Harvest Inn
Indoor pool

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1,002 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 $155
$183 total
includes taxes & fees
Aug 30 - Aug 31
Homewood Suites Stewart Airport
Reception

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,000 reviews)
Wake up to a free breakfast at this Goshen hotel, just 5 minutes from LEGOLAND® New York. Cool off in the seasonal outdoor pool or maintain your routine at the 24-hour fitness center. Guests love the helpful staff and convenient free parking and WiFi.
The price is $134
$165 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Goshen Middletown
Lobby

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,002 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 $83
$98 total
includes taxes & fees
Sep 3 - Sep 4
Howard Johnson by Wyndham Newburgh/West Point
Exterior

Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (1,002 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 $97
$114 total
includes taxes & fees
Sep 3 - Sep 4
Microtel Inn & Suites by Wyndham Middletown
Lobby

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (999 reviews)
Conveniently located in Newburgh near Hamilton Fish Bridge and Resorts World Hudson Valley, this hotel offers a lively nightclub for evening entertainment. Enjoy free WiFi, complimentary parking, and a workout at the fitness center, just 6 minutes from Stewart Airport.
The price is $72
$85 total
includes taxes & fees
Aug 17 - Aug 18
Ramada 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, (71 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 $113
$133 total
includes taxes & fees
Aug 23 - Aug 24
Candlewood Suites Middletown Goshen by IHG
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 February
Price trends for hotels in Montgomery
Pricing is based on two traveler single night rates
View properties in August
Currently viewing crowd sizes and weather for August.
Typical weather for Montgomery
August
High 28°C / low 16°C. Sunny most days.
View properties in August
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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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17°
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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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14°
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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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29°
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
Monthly weather averages (˚C)

Top landmarks in Montgomery

Orange County Arboretum

8.0/10 (6 reviews)
Why not give yourself a treat with a trip to Orange County Arboretum, one of the family attractions located 3.8 mi (6.2 km) from central Montgomery. If you have fun at Orange County Arboretum, you'll love LEGOLAND® New York, which isn't far.
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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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A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.

Check out reviews of Montgomery hotels guests love

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Nice place for a one-night stay, good breakfast!"
Olga 1-night trip
Posted 5 hours ago
Americas Best Value Inn New Paltz

Frequently asked questions

What accommodations do travelers like in Montgomery?
Guests like Super 8 by Wyndham Montgomery Maybrook, Holiday Inn Express & Suites Montgomery by IHG and Ramada by Wyndham Newburgh/West Point.
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 15 vacation homes.
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.