Hotels in Montgomery

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Montgomery?

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (164 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 $114
$133 total
includes taxes & fees
May 18 - May 19
Borland House Inn

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, (862 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 $120
$136 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express & Suites Montgomery by IHG

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,002 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 $101
$114 total
includes taxes & fees
May 19 - May 20
Super 8 by Wyndham Montgomery Maybrook

Inn At Arbor Ridge Hotel & Conference Center

Inn At Arbor Ridge Hotel & Conference Center
2.0 star property
Hopewell Junction
6.0 out of 10, (297 reviews)
Experience Hudson Valley charm at this Hopewell Junction hotel with complimentary WiFi and parking. Near East Fishkill Community Library and Beekman Golf Course, this well-situated retreat offers attentive 24-hour service praised by travelers.
The price is $135
$153 total
includes taxes & fees
May 24 - May 25
Inn At Arbor Ridge Hotel & Conference Center

Brinckerhoff Inn

Brinckerhoff Inn
4.0 star property
Fishkill
9.6 out of 10, Exceptional, (60 reviews)
The price is $299
$338 total
includes taxes & fees
May 18 - May 19
Brinckerhoff Inn

Hampton Inn Fishkill

Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
Stay at this serene hotel with an indoor pool near Van Wyck Homestead Museum and Fishkill Golf Course. Just 17 minutes from Stewart Airport, guests praise the helpful staff and peaceful atmosphere. Enjoy free breakfast, WiFi, and parking during your visit.
The price is $112
$130 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Fishkill

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, (1,006 reviews)
Wake up refreshed at this welcoming Fishkill hotel offering free breakfast, WiFi and parking. Unwind in the indoor pool and hot tub after exploring nearby Van Wyck Homestead Museum. Clean rooms with microwaves and refrigerators enhance your Hudson Valley stay.
The price is $130
$150 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.0 out of 10, Very Good, (91 reviews)
The price is $93
$107 total
includes taxes & fees
Jun 2 - Jun 3
Spark by Hilton Fishkill

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (1,003 reviews)
Experience Fishkill's peaceful atmosphere at this well-reviewed hotel with free breakfast, WiFi, and parking. Take a refreshing dip in the seasonal outdoor pool or stay fit at the gym. The clean rooms include microwaves and refrigerators for added convenience.
The price is $143
$165 total
includes taxes & fees
May 25 - May 26
Best Western Fishkill Inn & Suites

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.8 out of 10, Excellent, (770 reviews)
Relax at this tranquil retreat just minutes from the Van Wyck Homestead Museum. Take a refreshing dip in the indoor pool, grab dinner at The Bistro, or maintain your routine at the fitness center. Free WiFi and parking enhance your convenient stay.
The price is $125
$142 total
includes taxes & fees
Jun 10 - Jun 11
Courtyard by Marriott Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,004 reviews)
Unwind at this Hudson Valley hotel with an indoor pool, convenient dining at Great American Grille, and a 24-hour fitness center. Each room includes a refrigerator and microwave, while free parking and WiFi add value for exploring nearby museums and golf courses.
The price is $130
$151 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Fishkill

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY
2.5 star property
Fishkill
6.6 out of 10, (1,005 reviews)
Escape to a quiet haven in Fishkill where hiking trails and mountain biking await. This hotel offers convenient free perks including Wi-Fi, parking, and daily on-the-go breakfast. Located near Van Wyck Homestead Museum, it's a tranquil base for outdoor enthusiasts.
The price is $80
$92 total
includes taxes & fees
May 31 - Jun 1
Studio 6 Extended Stay Fishkill Route 9 NY

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,002 reviews)
Quiet retreat with a 24-hour fitness center and onsite dining options where you can relax with a drink at the bar. Free perks include breakfast, WiFi, and parking. Near Van Wyck Homestead Museum and praised for helpful staff.
The price is $149
$172 total
includes taxes & fees
Jun 7 - Jun 8
SpringHill Suites by Marriott Fishkill

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,004 reviews)
Warm ambiance meets convenience at this Fishkill hotel near Van Wyck Homestead Museum. Enjoy the indoor pool and hot tub after exploring, then grab a drink at the bar. Clean rooms with microwaves and refrigerators add comfort to your stay.
The price is $127
$147 total
includes taxes & fees
May 25 - May 26
HYATT house Fishkill/Poughkeepsie

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (423 reviews)
This extended-stay hotel offers an indoor pool and 24-hour fitness center near Van Wyck Homestead Museum. Enjoy free breakfast, WiFi, and parking, plus in-room refrigerators and microwaves. Staff earn praise from travelers and Stewart Airport is just 22 minutes away.
The price is $161
$186 total
includes taxes & fees
Jun 14 - Jun 15
Residence Inn by Marriott Fishkill

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (266 reviews)
Minutes from Fishkill Ridge hiking trails, this cozy Cold Spring motel offers free WiFi and parking. Enjoy daily housekeeping and easy access to nearby Fishkill Golf Course for a relaxing Hudson Valley escape.
The price is $95
$103 total
includes taxes & fees
May 18 - May 19
Countryside Motel

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (468 reviews)
The price is $109
$123 total
includes taxes & fees
May 18 - May 19
Best Western Plus The Inn & Suites At The Falls

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,007 reviews)
Located near a train station in Fishkill, this hotel offers a fitness center and free continental breakfast daily. Enjoy convenient perks like complimentary WiFi and parking. Nearby attractions include Fishkill Golf Course and Fishkill Ridge.
The price is $100
$116 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn & Suites Fishkill South near I-84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,004 reviews)
Moments from the train station, this Fishkill hotel offers relaxation in the heated indoor pool or a quick workout at the fitness center. Clean, comfortable beds and friendly staff complement your stay, with easy access to Fishkill Ridge.
The price is $104
$120 total
includes taxes & fees
Jun 10 - Jun 11
Comfort Suites Fishkill near Interstate 84

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (722 reviews)
Perched along the Hudson River, this stately hotel combines military tradition with modern comfort. Explore Bear Mountain State Park and West Point Museum nearby. The attentive staff delivers exceptional service in this well-maintained riverside retreat.
The price is $208
$272 total
includes taxes & fees
Jun 1 - Jun 2
The Thayer Hotel at West Point
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.

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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Montgomery
May
High 21°C / low 9°C. Sunny most days.
View properties in May
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
25°
weather_sun
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
29°
weather_sun
July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
weather_sun
August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
24°
weather_sun
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
17°
weather_sun
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
10°
weather_partly_sunny
November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
ac_unit
December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
ac_unit
January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
ac_unit
February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
ac_unit
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
14°
weather_partly_sunny
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
Monthly weather averages (˚C)

Top landmarks in Montgomery

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.

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

Check out reviews of Montgomery hotels guests love

Frequently asked questions

What accommodations do travelers like in Montgomery?
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.