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Hotels with Swimming Pool near Ski Resorts in Middletown

45 HOTELS IN AND AROUND MIDDLETOWNRanking can be influenced by the commissions we receive.
20 hotels nearby!
Spacious Home with Pool main photo
Spacious Home with Pool
7.9 mi from Middletown
Vacation Home in Chester NYUS flag
8.0
Very Good
$
+7
Info
Categories
Ski
Pool
Private Pool
Outdoor Pool
Dog Friendly
Holiday Inn Express Hotel & Suites Chester by IHG main photo
Holiday Inn Express Hotel & Suites Chester by IHG
8.6 mi from Middletown
Hotel in Chester NYUS flag
8.4
Very Good
From $140
$
+4
Info
Summary of reviews
The Holiday Inn Express Hotel & Suites Chester by IHG receives commendations for its strategic and convenient location, making it especially appealing to families and groups visiting attractions such as Legoland and Woodbury Common Outlet. Guests appreciate its proximity to various dining options and essential services, as well as its easy access to other key destinations and attractions thanks to the nearby highway. Despite occasional noise, the hotel's location offers a balance of accessibility and a quiet neighborhood setting.

The hotel garners praise for its breakfast offerings, with a substantial selection that satisfies a wide range of tastes. Families, in particular, value the variety of choices, including both hot and cold options. The breakfast is frequently highlighted as delicious and exceeding expectations, with standout items like cinnamon rolls gaining particular note. Friendly and helpful staff enhance the breakfast experience, contributing to a positive start to the day.

Comfortable and well-appointed rooms are a hallmark of the hotel, with guests expressing satisfaction over their generous size, modern amenities, and updated decor. High marks are given for the quality of beds, ensuring restful sleep, and for the thorough cleanliness of the rooms, which are consistently maintained to high standards. The hotel's attentive staff receive accolades for their friendliness and professionalism, further enriching the guest experience through smooth check-ins and personalized service.

Cleanliness is a prominent feature, with the hotel consistently described as exceptionally clean and well-maintained. Guests reflect on the bright bathrooms, clean indoor pool, and the overall fresh environment. The staff's commitment to cleanliness and health protocols reinforces a welcoming atmosphere.

The pool garners varied reactions, with some families praising its spaciousness and suitability for children. However, there are observations concerning maintenance issues such as cloudy water and over-chlorination, although the pool remains a pleasant amenity for many. Lastly, the beds are repeatedly celebrated for their comfort and cleanliness, making the hotel a desirable choice for travelers seeking a good night's rest. Overall, the combination of a convenient location, excellent staff service, and focus on cleanliness makes the
Holiday Inn Express Hotel & Suites Chester by IHG a reliable option for a comfortable stay.
Categories
Pool
Heated Pool
Indoor Pool
Ski
Business
Spacious Hudson Valley Gem on Private 2 Acres! main photo
Spacious Hudson Valley Gem on Private 2 Acres!
9.1 mi from Middletown
Vacation Home in Florida NYUS flag
0.0
$
+3
Info
Categories
Ski
Pool
Outdoor Pool
Days Inn by Wyndham Wurtsboro main photo
Days Inn by Wyndham Wurtsboro
9.9 mi from Middletown
Hotel in Wurtsboro NYUS flag
7.4
Good
From $82
$
+2
Info
Summary of reviews
Days Inn by Wyndham Wurtsboro impresses guests with its strategic yet tranquil location, providing easy access to attractions in the Hudson Valley and beyond. Its proximity to highways, along with nearby small eateries and shopping malls, makes it an ideal base for exploration. The hotel is lauded for its serene environment, modern amenities, and beautiful, clean surroundings enhanced by friendly staff who ensure a comfortable stay.

The breakfast offerings, especially the self-service waffle station, add a delightful touch to mornings, complementing a variety of continental options. Guests find the breakfast satisfactory, appreciating its cleanliness and presentation.

The rooms at Days Inn are commonly praised for their cleanliness, spaciousness, and modern features, including comfortable beds, microwaves, and refrigerators. Guests commend the peaceful atmosphere and the hotel staff's attentiveness. Although there are occasional minor issues, such as musty smells, the accommodations are generally seen as offering good value for money.

Cleanliness is a highlighted feature, with guests frequently noting the well-maintained rooms and grounds. The hotel offers a peaceful retreat, enhanced by beautiful landscaping, making it an excellent choice for value-conscious travelers.

Staff at the hotel are highly regarded for their warmth and professionalism, contributing significantly to a welcoming atmosphere. Their helpful and courteous demeanor ensures a positive experience for guests.

The outdoor pool adds to the appeal, being described as clean and well-maintained, and is particularly appreciated by families. Despite occasional minor issues, it is a cherished feature enhancing the hotel stay.

Beds at the hotel receive high praise for comfort, often described as luxurious, contributing to a restful night's sleep despite some guests mentioning firm mattresses. Clean, fresh linens further add to the comfortable sleeping experience.

Overall,
Days Inn by Wyndham Wurtsboro is an appealing, economical choice for travelers seeking clean, comfortable, and reasonably priced accommodations. Its location, amenities, and friendly service make it a standout option for short stays or as a stopover during longer journeys.
Categories
Pool
Outdoor Pool
Ski
Accessible
Luxury in the Woods, Pool, Privacy & Peace main photo
Luxury in the Woods, Pool, Privacy & Peace
9.9 mi from Middletown
Vacation Home in Chester NYUS flag
6.0
Rated
$
+3
Info
Categories
Ski
Pool
Outdoor Pool
Amazing Getaway 4BR 3BA, pool, hot tub, pool table, karaoke, ping pong, foosball, and more. main photo
$
+5
Info
Categories
Ski
Pool
Private Pool
Dog Friendly
Cider Mill Inn Bed and Breakfast main photo
Cider Mill Inn Bed and Breakfast
12.9 mi from Middletown
Bed & Breakfast in Pine Island NYUS flag
0.0
From $154
$
+7
Info
Categories
Ski
Pool
Outdoor Pool
Free Wi-Fi
Walton Lake Mountain Lodge main photo
Walton Lake Mountain Lodge
13.4 mi from Middletown
Vacation Home in Monroe NYUS flag
0.0
$
+3
Info
Categories
Ski
Pool
Outdoor Pool
Decked-Out Home Hot Tub, Pool, Fire Pit and More! main photo
Decked-Out Home Hot Tub, Pool, Fire Pit and More!
14.4 mi from Middletown
Vacation Home in Monroe NYUS flag
0.0
$
+3
Info
Categories
Ski
Pool
Outdoor Pool
Pool, heated floors, king bed. Perfect getaway. main photo
Pool, heated floors, king bed. Perfect getaway.
14.7 mi from Middletown
Apartment in Warwick NYUS flag
10
Excellent
$
+6
Info
Categories
Ski
Pool
Private Pool
Outdoor Pool
Dog Friendly
The Farmhouse at Glenwood Retreats main photo
The Farmhouse at Glenwood Retreats
14.9 mi from Middletown
Vacation Home in Glenwood NJUS flag
10
Excellent
$
+4
Info
Categories
Ski
Pool
Outdoor Pool
Parking
Relaxing Getaway w/ Pool, Spa, & Sauna! 1hr to NYC main photo
Relaxing Getaway w/ Pool, Spa, & Sauna! 1hr to NYC
15.7 mi from Middletown
Vacation Home in Harriman NYUS flag
0.0
$
+7
Info
Categories
Ski
Pool
Heated Pool
Private Pool
Outdoor Pool
Dog Friendly
Ramada by Wyndham Rock Hill at Sullivan Center main photo
Ramada by Wyndham Rock Hill at Sullivan Center
15.8 mi from Middletown
Hotel in Monticello NYUS flag
7.6
Good
From $78
$
+10
Info
Categories
Ski
Pool
Indoor Pool
Honeymoon
Cedar Mill Hideaway main photo
Cedar Mill Hideaway
16.4 mi from Middletown
Vacation Home in Woodbury NYUS flag
9.0
Excellent
$
+4
Info
Categories
Ski
Pool
Outdoor Pool
Parking
Family Fun Getaway near Cascade Lake in Warwick NY main photo
Family Fun Getaway near Cascade Lake in Warwick NY
16.7 mi from Middletown
Villa in Warwick NYUS flag
1.0
Rated
$
+3
Info
Categories
Ski
Pool
Dog Friendly
Hampton Inn Harriman Woodbury main photo
Hampton Inn Harriman Woodbury
16.7 mi from Middletown
Hotel in Central Valley NYUS flag
8.7
Very Good
From $177
$
+6
Info
Summary of reviews
Hampton Inn Harriman Woodbury receives overall positive reviews from guests with its standout feature being its prime location. Conveniently situated near the Woodbury Common Premium Outlets, it is an excellent base for avid shoppers. The close proximity to shopping centers, restaurants and local attractions such as Legoland, along with the easy access to the interstate, adds to the hotel's appeal. The area is appreciated for being clean, pleasant and safe.

Facilities and services at the hotel earn commendations for their high standards. Guests frequently highlight the helpful and welcoming staff, emphasizing their exceptional service and professional demeanor. The team, particularly the front desk and breakfast staff, is praised for their friendliness and attentiveness, significantly enhancing the overall guest experience.

The hotel's recent renovations have impressed many with rooms described as modern, clean, spacious and comfortable. The interiors are noted as well-maintained and up-to-date, featuring large, tidy bathrooms and comfortable beds. Although there are minor concerns regarding limited storage space for luggage and family travel, the general sentiment remains positive regarding the room's ambiance and cleanliness.

Breakfast at the
Hampton Inn Harriman Woodbury receives mixed reviews but leans positively. Guests appreciate the variety and the kosher options available with many describing the breakfast as fulfilling and complimentary. Some constructive feedback suggests improvements in healthier options and more variety, but overall, it caters well, especially for families with kids.

The hotel's pool also garners favorable mentions with guests finding it a pleasant addition to their stay, particularly for families. The convenience of the pool and gym facilities staying open until midnight is highlighted, although there are occasional issues with the jacuzzi not working.

In summary,
Hampton Inn Harriman Woodbury is widely recognized for its excellent location, comfortable clean rooms and outstanding staff service, making it an ideal choice for those visiting the nearby outlets and attractions. The overall experience is enhanced by the hotel's well-maintained facilities and pleasant ambiance.
Categories
Pool
Indoor Pool
Ski
Golf
Southwoods Mountain Estate -private mansion, pool, hottub+ 15 acres main photo
Southwoods Mountain Estate -private mansion, pool, hottub+ 15 acres
17.6 mi from Middletown
Villa in Monticello NYUS flag
7.7
Good
$
+3
Info
Categories
Ski
Pool
Private Pool
Outdoor Pool
Parking
Catskills Cabin Escape with Deck and Fire Pit! main photo
Catskills Cabin Escape with Deck and Fire Pit!
17.8 mi from Middletown
Vacation Home in Glen Wild NYUS flag
0.0
$
+4
Info
Categories
Ski
Pool
Heated Pool
Outdoor Pool
Rural New York Vacation Rental with Private Pool main photo
Rural New York Vacation Rental with Private Pool
18.3 mi from Middletown
Vacation Home in Gardiner NYUS flag
0.0
$
+4
Info
Categories
Ski
Pool
Outdoor Pool
Dog Friendly
Mountain Creek Resort Home - Hot Tub and Pool Access main photo
Mountain Creek Resort Home - Hot Tub and Pool Access
18.4 mi from Middletown
Vacation Home in Vernon Township NJUS flag
7.5
Good
$
+3
Info
Categories
Ski
Pool
Heated Pool
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 45 hotels in and around Middletown
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