Find hotels in Montgomery, NY from 1.977.424 ₫

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Filter by

Guest rating
Guest rating
Star rating

Top 10 Montgomery hotels and places to stay

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, (790)
"Perfect "
United States
Summer
The price is 2.404.488 ₫
2.812.356 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Montgomery by IHG
In-room safe, desk, iron/ironing board, free cots/infant beds
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
Montgomery
6.4 out of 10, (1006)
"Nice place"
United States
Jason
The price is 1.747.999 ₫
1.977.424 ₫ total
includes taxes & fees
30 Dec - 31 Dec
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, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Waterslide
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4.0 star property
Monticello
8.2 out of 10, Very good, (1846)
"Amazing stayed at the resort, second time here and still planning to come in the future!"
United States
Yeshua
The Kartrite Resort & Indoor Waterpark
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1023)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is 3.137.435 ₫
3.549.256 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Overlook Lodge at Bear Mountain
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
8.6 out of 10, Excellent, (1111)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Room, 2 Queen Beds, Accessible, Non Smoking | Premium bedding, pillow-top beds, in-room safe, desk
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1024)
"Everything about this hotel was great would absolutely stay again "
United States
Amanda
The price is 2.615.408 ₫
3.037.143 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Hampton Inn & Suites Poughkeepsie
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1011)
"Clean, comfortable, wonderful staff"
United States
Nicole
The price is 2.931.788 ₫
3.283.601 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn by Hilton New Paltz
Exterior
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1020)
"Staff was very nice and rooms were very clean. "
United States
colleen
The price is 2.442.717 ₫
2.836.605 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Hyatt Place Poughkeepsie / Hudson Valley
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
Monroe
9.4 out of 10, Exceptional, (1013)
"The best hotel in town"
United States
Yehuda
The price is 2.297.182 ₫
2.598.688 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Sleep Inn & Suites Monroe - Woodbury
Front of property
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3.0 star property
Newburgh
7.2 out of 10, Good, (694)
"Great Stay!"
United States
Charles
The price is 2.586.406 ₫
3.055.191 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Crossroads Hotel, Newburgh
BBQ/picnic Area
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 star property
Middletown
8.6 out of 10, Excellent, (1011)
"Friendly staff, clean room and great breakfast "
United States
Janet
The price is 2.666.820 ₫
3.150.181 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Sleep Inn & Suites Middletown - Goshen
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1010)
"Clean room, staff is friendly especially at the cafe. "
United States
Cynthia
The price is 2.451.945 ₫
2.773.762 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Poughkeepsie
Pillow-top beds, desk, blackout curtains, iron/ironing board
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2.0 star property
New Paltz
8.8 out of 10, Excellent, (1016)
"Great place for a stay on the way! "
Canada
Linh
The price is 2.498.611 ₫
2.798.446 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Americas Best Value Inn New Paltz
Front of property – evening/night
Minnewaska Lodge

Minnewaska Lodge

3.0 star property
Gardiner
9.0 out of 10, Wonderful, (520)
"Wonderful! Gorgeous scenic atmosphere, friendly welcoming, relaxing."
United States
Melissa
The price is 3.294.570 ₫
4.059.155 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Minnewaska Lodge
Exterior
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1017)
"Great breakfast, very nice staff, clean room."
United States
Lisa
The price is 2.509.948 ₫
2.914.677 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Poughkeepsie by IHG
Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, free cots/infant beds
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

2.0 star property
Wurtsboro
7.6 out of 10, Good, (590)
"Perfect for our stay "
United States
Ines
The price is 2.084.153 ₫
2.355.094 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Days Inn by Wyndham Wurtsboro
Exterior Standard Room, 2 Double Beds, Non Smoking, Annex Building | In-room safe, desk, iron/ironing board, cots/infant beds
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 star property
Arlington
7.8 out of 10, Good, (493)
"staff was very nice and everything was quiet and very clean. a quiet chilling vibe"
United States
Anthony
The price is 2.218.615 ₫
2.576.367 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Quality Inn Poughkeepsie
Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1022)
"Staff were friendly and very helpful and the hotel was well cared after. "
United States
Jason
The price is 2.509.948 ₫
3.090.373 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn Harriman Woodbury
Bar (on property)
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1006)
"Courteous staff, clean and well outfitted rooms, nice breakfast buffet. "
United States
Kaye
The price is 2.680.793 ₫
3.139.879 ₫ total
includes taxes & fees
10 Dec - 11 Dec
DoubleTree by Hilton Poughkeepsie Convention Center
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Montgomery attractions

Orange County Arboretum

Take the family on an outing to Orange County Arboretum during your trip to Montgomery. Take in the festivals while you're in the area.
See properties

City Winery Hudson Valley

You can enjoy a tasting or tour at City Winery Hudson Valley during your travels to Montgomery. While in this family-friendly area, you can enjoy the restaurants.
See properties

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.

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

Top Montgomery Hotel Reviews

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

10/10 Excellent
"Great staff and great stay"
William 1-night trip
Posted 2 weeks ago
The Crossroads Hotel, Newburgh

More cheap stays in Montgomery

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY
The price is 2.615.408 ₫ per night from 12 Dec to 13 Dec
2.615.408 ₫
3.037.143 ₫ total
12 Dec - 13 Dec
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)

Hotels in Montgomery with star rating

Frequently asked questions

What's the weather like in Montgomery?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

Explore a world of travel with Expedia