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

This weekend
Jun 26 - Jun 28
Next weekend
Jul 3 - Jul 5

Where to stay in Montgomery?

Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 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
Jul 1 - Jul 2
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, (875 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 $104
$118 total
includes taxes & fees
Jul 26 - Jul 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, (1,005 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 $79
$90 total
includes taxes & fees
Jun 28 - Jun 29
Super 8 by Wyndham Montgomery Maybrook
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (62 reviews)
The price is $94
$115 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Suites Central Valley - Woodbury
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, laptop workspace, iron/ironing board

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (630 reviews)
The price is $109
$123 total
includes taxes & fees
Jun 30 - Jul 1
Days Inn by Wyndham Wurtsboro
Reception

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (168 reviews)
Discover comfort at this Warwick hotel offering convenient amenities including complimentary WiFi and parking. The 24-hour front desk ensures round-the-clock assistance, while nearby attractions like Albert Wisner Memorial Library and Veteran's Memorial Park await exploration.
The price is $86
$97 total
includes taxes & fees
Jun 28 - Jun 29
The Hamlet Inn at Warwick
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (122 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
Jun 28 - Jun 29
Tin Brook Bed & Breakfast
Restaurant

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,009 reviews)
Enjoy complimentary breakfast, WiFi, and parking at this welcoming motel near Samuel Dorsky Museum of Art. Adventure awaits with hiking and mountain biking trails close by, while the fitness center offers workout options after exploring the area.
The price is $117
$131 total
includes taxes & fees
Jul 2 - Jul 3
Americas Best Value Inn New Paltz
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,002 reviews)
This historic hotel offers deep-tissue massages at the spa and refreshments at the bar. Just 15 minutes from Bear Mountain State Park with nearby shopping outlets, rooms include microwaves and fridges for added convenience.
The price is $169
$208 total
includes taxes & fees
Jun 29 - Jun 30
Overlook Lodge at Bear Mountain
Terrace/patio

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, (479 reviews)
The price is $114
$128 total
includes taxes & fees
Jun 30 - Jul 1
Best Western Plus The Inn & Suites At The Falls
Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (228 reviews)
Relax at this Monticello spa hotel just steps from Resorts World Catskills. Pamper yourself with deep-tissue massages and body wraps at the full-service spa. Choose from 7 restaurants and enjoy free parking while exploring nearby Concord Monster Golf Course.
The price is $140
$183 total
includes taxes & fees
Jul 7 - Jul 8
The Alder at Resorts World Catskills
Breakfast, lunch, dinner and brunch served

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (57 reviews)
This charming farmhouse B&B offers a relaxing escape next to a golf course. Rejuvenate in the sauna, dine at Farmhouse Tavern, or enjoy drinks at the bar. Located near Minnewaska State Park with free WiFi and parking.
The price is $104
$167 total
includes taxes & fees
Jun 28 - Jun 29
Stonehill's Farmhouse
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 $110
$130 total
includes taxes & fees
Jul 5 - Jul 6
Courtyard by Marriott Middletown Goshen
Reception

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,002 reviews)
Minutes from SUNY New Paltz and the Dorsky Museum of Art, this hotel welcomes guests with free breakfast and parking. The indoor pool offers year-round relaxation, while the convenient train station access makes exploration easy. Travelers consistently praise the helpful staff.
The price is $132
$148 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn by Hilton New Paltz
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, (1,005 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 $109
$129 total
includes taxes & fees
Jun 28 - Jun 29
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,001 reviews)
This conveniently located Chester hotel offers free perks including WiFi, parking, and weekday breakfast. Splash in the indoor pool after exploring nearby Woodbury Common Premium Outlets. Guests consistently praise the helpful staff and clean rooms.
The price is $115
$142 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Express Hotel & Suites Chester by IHG
Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (1,002 reviews)
Wake up to complimentary continental breakfast at this Highland hotel, just a short drive from Berean Park Beach and McCann Arena. Clean, comfortable rooms await after exploring nearby attractions, with helpful staff available 24/7.
The price is $84
$94 total
includes taxes & fees
Jul 1 - Jul 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Front of property

Inn at Monticello

Inn at Monticello
3.5 star property
Monticello
4.0 out of 10, (490 reviews)
This charming Monticello hotel offers room service and free amenities just minutes from the excitement of Resorts World Catskills and Monticello Casino. Travelers consistently praise the helpful staff for creating a welcoming atmosphere during their stay.
The price is $69
$78 total
includes taxes & fees
Jul 9 - Jul 10
Inn at Monticello
Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,042 reviews)
Wake up to a complimentary breakfast before exploring nearby attractions like LEGOLAND® New York and Paramount Theatre. After sightseeing, enjoy a refreshing swim in the indoor pool or visit the 24-hour fitness center. Free WiFi and parking enhance your stay.
The price is $112
$133 total
includes taxes & fees
Jul 26 - Jul 27
Sleep Inn & Suites Middletown - Goshen
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 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 $112
$132 total
includes taxes & fees
Jun 29 - Jun 30
Hampton Inn by Hilton Middletown
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

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

Top landmarks in Montgomery

Orange County Arboretum

8.0/5 (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.
See properties

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.

See all hotels in Montgomery
A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.

Check out reviews of Montgomery hotels guests love

Spark by Hilton Fishkill

Spark by Hilton Fishkill

10/10 Excellent
"Breakfast could have had more choices"
Paul 3-night trip
Posted 7 hours ago
Spark by Hilton Fishkill

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 The Crossroads Hotel, Newburgh.
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 14 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.