Find Luxury Hotels in Montgomery, NY

  • 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 availability on Montgomery Luxury Hotels

Tonight
Mar 5 - Mar 6
Tomorrow
Mar 6 - Mar 7
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Our top choices for Montgomery luxury hotels

Exterior

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (61 reviews)
"Great stay"
United States
Adrienne
The price is ￥142,834
￥168,449 total
includes taxes & fees
Mar 17 - Mar 18
Wildflower Farms, Auberge Collection
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, (1,005 reviews)
"Great place to stay a"
United States
Nicole
The price is ￥13,459
￥15,766 total
includes taxes & fees
Mar 10 - Mar 11
DoubleTree by Hilton Poughkeepsie Convention Center
Grand Cabin | Exterior

Inness

Inness
5.0 star property
Accord
9.2 out of 10, Wonderful, (92 reviews)
"Pros: Beautiful cabins, great restaurant (food and ambiance), lovely fitness class, dreamy massage. Cons: Staff "
United States
Joanne
The price is ￥98,743
￥117,656 total
includes taxes & fees
Mar 11 - Mar 12
Inness
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (1,999 reviews)
"Great stay"
United States
Merlyn
The price is ￥37,545
￥52,936 total
includes taxes & fees
Mar 8 - Mar 9
The Kartrite Resort & Indoor Waterpark
Resort view

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1,081 reviews)
"Yessss the hotel was great"
United States
Kelvin
Resorts World Catskills Casino
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
Cromwell Manor Inn
Front of property

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.4 out of 10, Very Good, (11 reviews)
"amazing staff and wonderful place to stay"
United States
Daniel
The price is ￥45,377
￥51,275 total
includes taxes & fees
Apr 1 - Apr 2
Inn at Lake Joseph
Front of property

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (16 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is ￥28,903
￥32,696 total
includes taxes & fees
Mar 7 - Mar 8
Villa Verde BB Greenwood Lake NY
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"Laundry room clean too Clean staff very nice "
Stephanie 3-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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.