Photo by Vincent Ramundo

Compare and book 4 Star hotels in Middletown, New York

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Check availability on Middletown 4 Star Hotels

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Middletown 4-star hotels

Water park
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (1872)
"Friendly staff , clean , beautiful design in the hotel and decor . "
United States
Lusvianca
The price is 5.662.988 ₫
8.075.970 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Kartrite Resort & Indoor Waterpark
Resort view
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1113)
"The staff was very courteous and helpful. "
United States
Odalys
Resorts World Catskills Casino
Lobby sitting area
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills
4.0 star property
Monticello
8.0 out of 10, Very good, (504)
"Get stay. Loved the amenities "
United States
Bernie
The price is 8.664.213 ₫
9.790.561 ₫ total
includes taxes & fees
28 Dec - 29 Dec
YO1 Longevity & Health Resorts, Catskills
Exterior
The Chatwal Lodge

The Chatwal Lodge

The Chatwal Lodge
4.0 star property
White Lake
9.8 out of 10, Exceptional, (7)
"Excellent experience serene calming and rejuvenating "
United States
tapti
The price is 23.683.500 ₫
26.762.355 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Chatwal Lodge
Meeting facility
Hotel Fauchere

Hotel Fauchere

Hotel Fauchere
4.0 star property
Milford
9.2 out of 10, Wonderful, (247)
"Great place to visit. Amazing food options, beautiful town overall!"
United States
Oleg
Hotel Fauchere
Terrace/patio
Cromwell Manor Inn

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (94)
"Great stay!"
United States
Amrita
The price is 7.033.999 ₫
8.308.911 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Cromwell Manor Inn
Exterior
Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (13)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is 4.897.748 ₫
6.066.876 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Villa Verde BB Greenwood Lake NY
Front of property
Inn at Lake Joseph

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.4 out of 10, Very good, (9)
"amazing staff and wonderful place to stay"
United States
Daniel
The price is 6.986.632 ₫
7.894.896 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Inn at Lake Joseph
Outdoor wedding area
John H Wallace House

John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (14)
"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 4.834.276 ₫
5.269.360 ₫ total
includes taxes & fees
29 Dec - 30 Dec
John H Wallace House
House, 4 Bedrooms, Non Smoking, Mountain View | Living area | 55-inch Smart TV with satellite channels, TV, fireplace
Infinity Mountview

Infinity Mountview

Infinity Mountview
4.0 star property
Sussex
10.0 out of 10, Exceptional, (1)
"Amazing rental property, amazing place to spend quality time with your loves ones from young to adult everybody felt welcome to the house with a lot to do, very very good host very responsive to messages. Will be going back for sure!!!!!!!!"
United States
Jose
Infinity Mountview
Indoor pool, outdoor pool, pool loungers
Minerals Hotel

Minerals Hotel

Minerals Hotel
4.5 star property
Vernon
8.0 out of 10, Very good, (227)
"Staff lacks training. They act like zombies. Food is bland. Property looks old. Limited capacity for activities. The pictures are deceiving. "
United States
Anonymous traveller
Minerals Hotel
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Learn more about Middletown

Just an hour from NYC, this historic Hudson Valley town offers scenic hikes along the Heritage Trail and apple picking at local orchards. Explore the interactive exhibits at the National Soaring Museum, then catch a performance at the beautifully restored Paramount Theatre built in 1930.

See all hotels in Middletown
Route 17 in ny is a great road to view the fall foliage
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Top Middletown Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Middletown?
With Expedia's handy search filters, landing a great deal on a 4-star hotel in Middletown just got simpler. Start by entering your chosen arrival date and length of your holiday. Then sort the results by price and pick the option that best fits your style and budget.

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What's the difference between 5-star and 4-star hotels in Middletown?
Offering an inviting guest experience and upscale décor, 4-star hotels are a fabulous option for your Middletown break. These kinds of accommodation generally come with lots of handy amenities that make it easy to unpack and recharge — think complimentary bathrobes, restaurants and gyms. Or get a taste of the high life at a 5-star hotel designed to indulge you in high-end perks and amenities. On-site health clubs, oversized bathrooms and gourmet dining are typically featured at these swanky properties.
Does Middletown have any 4-star all-inclusive resorts?
Enjoy a carefree holiday experience where almost everything is included in the one upfront price by using our "All inclusive" filter. Staying within budget is a cinch when your accommodation, food and many activities are already taken care of. After something a little different? Browse the amazing deals on our standard 4-star stays in and around Middletown too.