Hotels in Montgomery

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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 2 - Jul 3
Borland House Inn

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,003 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
Jul 1 - Jul 2
Super 8 by Wyndham Montgomery Maybrook

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, (879 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
Jul 5 - Jul 6
Holiday Inn Express & Suites Montgomery by IHG

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (63 reviews)
The price is $101
$125 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Suites Central Valley - Woodbury

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (123 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
Jul 1 - Jul 2
Tin Brook Bed & Breakfast

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,008 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
Jul 1 - Jul 2
Overlook Lodge at Bear Mountain

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (169 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
Jul 1 - Jul 2
The Hamlet Inn at Warwick

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, (1,004 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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,003 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 6 - Jul 7
Americas Best Value Inn New Paltz

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 $77
$86 total
includes taxes & fees
Jul 1 - Jul 2
Inn at Monticello

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (229 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 6 - Jul 7
The Alder at Resorts World Catskills

Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, (219 reviews)
The price is $89
$100 total
includes taxes & fees
Jul 1 - Jul 2
Village Motel

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,044 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 $110
$130 total
includes taxes & fees
Jul 28 - Jul 29
Sleep Inn & Suites Middletown - Goshen

Brinckerhoff Inn

Brinckerhoff Inn
4.0 star property
Fishkill
9.6 out of 10, Exceptional, (63 reviews)
The price is $299
$338 total
includes taxes & fees
Jul 1 - Jul 2
Brinckerhoff Inn

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,015 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
Jul 1 - Jul 2
Ramada by Wyndham Newburgh/West Point

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (747 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 $194
$256 total
includes taxes & fees
Jul 1 - Jul 2
The Thayer Hotel at West Point

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (277 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
Jul 1 - Jul 2
Countryside Motel

Inn at Stony Creek

Inn at Stony Creek
3.0 star property
Warwick
9.2 out of 10, Wonderful, (459 reviews)
The price is $231
$261 total
includes taxes & fees
Jul 1 - Jul 2
Inn at Stony Creek

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,003 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

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,003 reviews)
Central Valley motel just 15 minutes from Woodbury Common Premium Outlets and LEGOLAND New York. Guests praise the helpful staff, clean rooms, and overall value. Enjoy complimentary WiFi and parking, plus easy access to Bear Mountain State Park and Old Glory Mall.
The price is $85
$105 total
includes taxes & fees
Jul 6 - Jul 7
Americas Best Value Inn at Central Valley-Woodbury
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 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
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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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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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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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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.
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.

A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.

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 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.