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Check availability on Middletown Luxury Hotels

Tonight
Feb 3 - Feb 4
Tomorrow
Feb 4 - Feb 5
This weekend
Feb 6 - Feb 8
Next weekend
Feb 13 - Feb 15

Our top choices for Middletown luxury hotels

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 ￥168,885
￥197,511 total
includes taxes & fees
Mar 2 - Mar 3
Wildflower Farms, Auberge Collection
Exterior

The Chatwal Lodge

The Chatwal Lodge
4.0 star property
White Lake
9.8 out of 10, Exceptional, (7 reviews)
"Room was idyllic, clean, and cozy. Staff were friendly, accommodating, and helpful. Food was abundant and very delicious!"
United States
Ann
The price is ￥154,780
￥174,901 total
includes taxes & fees
Mar 5 - Mar 6
The Chatwal Lodge
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 ￥45,981
￥54,315 total
includes taxes & fees
Feb 8 - Feb 9
Cromwell Manor Inn
Lobby sitting area

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills
4.0 star property
Monticello
8.2 out of 10, Very Good, (505 reviews)
"Clean and relaxing"
United States
Fatima
The price is ￥61,442
￥69,429 total
includes taxes & fees
Feb 5 - Feb 6
YO1 Longevity & Health Resorts, Catskills
Resort view

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,116 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, (1,942 reviews)
"Great place kids loved it "
United States
Michael
The price is ￥28,300
￥42,343 total
includes taxes & fees
Feb 22 - Feb 23
The Kartrite Resort & Indoor Waterpark
Meeting facility

Hotel Fauchere

Hotel Fauchere
4.0 star property
Milford
9.2 out of 10, Wonderful, (250 reviews)
"Very courteous staff, comfortable clean accommodations and excellent breakfast."
United States
Nancy
Hotel Fauchere
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 ￥44,500
￥50,285 total
includes taxes & fees
Mar 1 - Mar 2
Inn at Lake Joseph
Exterior

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)
"Excellent stay and delicious breakfast. Clear communication!"
United States
Linda
The price is ￥26,051
￥34,136 total
includes taxes & fees
Feb 11 - Feb 12
Villa Verde BB Greenwood Lake NY
Outdoor wedding area

John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (15 reviews)
"The John H. Wallace House is a welcoming and comfortable place to stay. Don’t hesitate to make a reservation to go there. "
United States
Barbara
The price is ￥26,161
￥28,515 total
includes taxes & fees
Feb 10 - Feb 11
John H Wallace House
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.
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Top Middletown 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 4 days ago
The Thayer Hotel at West Point

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Middletown?
Expedia can help you arrange a flight to Stewart Intl. Airport (SWF) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to get what you'd like 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 Middletown has to offer. During your visit, you might want to enjoy the restaurants which Middletown is known for.
When can I expect good weather in Middletown?
Planning for the weather is an important factor for making your trip to Middletown a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown 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 Middletown?
Take in the sights and attractions that Middletown offers with a visit to Paramount Theatre, Orange County Fair Speedway, and Orange County Fairgrounds. If you have some spare time during your trip, you might want to check out Galleria at Crystal Run and Highland Lake.