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Check availability on Montgomery Luxury Hotels

Tonight
Jan 31 - Feb 1
Tomorrow
Feb 1 - Feb 2
Next weekend
Feb 6 - Feb 8
In two weeks
Feb 13 - Feb 15

Our top choices for Montgomery luxury hotels

Ballroom

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, (1,002 reviews)
"Great place to stay a"
United States
Nicole
The price is ￥12,950
￥15,167 total
includes taxes & fees
Feb 24 - Feb 25
DoubleTree by Hilton Poughkeepsie Convention Center
Resort view

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,115 reviews)
"Yessss the hotel was great"
United States
Kelvin
Resorts World Catskills Casino
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (1,936 reviews)
"Great place kids loved it "
United States
Michael
The price is ￥29,594
￥43,805 total
includes taxes & fees
Feb 1 - Feb 2
The Kartrite Resort & Indoor Waterpark
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (95 reviews)
"Great stay!"
United States
Amrita
The price is ￥40,521
￥47,866 total
includes taxes & fees
Feb 1 - Feb 2
Cromwell Manor Inn
Exterior

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (15 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is ￥25,638
￥33,646 total
includes taxes & fees
Feb 2 - Feb 3
Villa Verde BB Greenwood Lake NY
Grand Cabin | Exterior

Inness

Inness
5.0 star property
Accord
9.2 out of 10, Wonderful, (91 reviews)
"Amazing experience "
United States
Fernando
The price is ￥97,373
￥116,023 total
includes taxes & fees
Feb 8 - Feb 9
Inness
Exterior

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (61 reviews)
"Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect "
United States
Sandra N
The price is ￥167,107
￥195,432 total
includes taxes & fees
Feb 16 - Feb 17
Wildflower Farms, Auberge Collection
Front of property

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.4 out of 10, Very Good, (10 reviews)
"amazing staff and wonderful place to stay"
United States
Daniel
The price is ￥44,291
￥50,049 total
includes taxes & fees
Mar 1 - Mar 2
Inn at Lake Joseph
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

Top Montgomery Hotel Reviews

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"Everything about the Thayer is amazing. From the food to the people to the room to the views. Love love love!!"
Helena 1-night trip
Posted 1 day ago
The Thayer Hotel at West Point

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Montgomery?
Use Expedia and let us help you arrange a flight to Stewart Intl. Airport (SWF) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Montgomery has to offer. During your visit, you might want to enjoy the restaurants which Montgomery is known for.
When can I expect good weather in Montgomery?
Planning for the weather is an important factor for making your trip to Montgomery a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What's there to see and do in Montgomery?
Take in some sights and attractions while you're in Montgomery by visiting Orange County Arboretum, City Winery Hudson Valley, and Thomas Bull Memorial Park. If you have extra time while you're in the area, you might want to stop by Highland Lakes State Park and Orange County Tennis Center.