Top 10 Hotels with Pool & Accommodation in Chester from AU$158

Q: What are some accommodation options with pools in Chester?

Holiday Inn Express Hotel & Suites Chester by IHG : Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. Spark by Hilton Fishkill : Provides a snack bar/deli, a pool and free self parking. DoubleTree by Hilton Hotel Nanuet : Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. Studio 6 Extended Stay Fishkill Route 9 NY : Features daily, an indoor pool and free self parking. Sonesta Simply Suites Nanuet : Offers buffet, a pool and complimentary high-speed (wired) Internet access.

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Our top choices for Chester hotels with a pool

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.

includes taxes & fees

16 June - 17 June

The Dominion House Bed & Breakfast

Chester

Dive into summer fun at this bed & breakfast's refreshing outdoor pool, surrounded by garden views.

includes taxes & fees

25 June - 26 June

11BR Retreat w Pool & Game Room

Chester

includes taxes & fees

1 July - 2 July

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation spa pool.

includes taxes & fees

14 June - 15 June

Overlook Lodge at Bear Mountain

Bear Mountain

Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.

includes taxes & fees

10 June - 11 June

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.

includes taxes & fees

11 June - 12 June

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.

includes taxes & fees

23 June - 24 June

Hampton Inn by Hilton Middletown

Middletown

Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.

includes taxes & fees

16 June - 17 June

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Choose what matters most at hotels with a pool in Chester

Breakfast included

Spa pool

Top Chester Hotel Reviews

Overlook Lodge at Bear Mountain

2/10 Terrible

"Room was situated next to a noisy mechanical closet. It was impossible to get to sleep because of the constant noise. Also, walls very thin and could hear door slamming every time someone entered the cabin. Bathroom unclean and small. I could not even access the sink without closing the door. For the price, I was not impressed."

Hampton Inn Harriman Woodbury

10/10 Excellent

"One of the cleanest Hampton Inn properties I’ve stayed at. The hotel was very well maintained, and everything felt fresh and spotless. Breakfast was the typical Hampton Inn breakfast—perfectly adequate, but nothing particularly special or different from what you would normally expect. Overall, a comfortable and pleasant stay."

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"A huge hotel! The property was well maintained and clean. Some of the furniture and fixtures were obviously worn out - the headboard was worn out in spots, the refrigerator door did not close, the vanity had lots of scuff marks - but mattress and bedding were comfortable. The pool and gym were great. The on site restaurant was very good! Super friendly staff. I will definitely stay here again vs the Grand Hilton in Pearl River."

Studio 6 Extended Stay Fishkill Route 9 NY

4/10 Poor

"Kitchen was clean, the room was clean, the bathroom had two tiny soaps, one at the bathtub and one at the sink. More than enough towels. Encountered a couple of very big ants in the bathroom. The reception area was deplorable. The front two floor mats in front of the reception area were disgusting and dirty and needed to be thrown out. The floor appeared to have not been cleaned in weeks or months. "

The Crossroads Hotel, Newburgh

4/10 Poor

"Staff was unavailable most of my stay during the evening hours from their front desk. Window blinds were absolutely disgusting and covered in dust and dead bugs. The rug and one chair in the room was covered in stains ranging from red blood like marks to brown stains. It felt disgusting to walk around the room without any type of protection on your feet whether that be socks or shoes. Also maintenance or cleaning staff was only available during the day time hours and never at night. Couldn’t get any clean sheets or towels after the cleaning staff forgot to give us new sheets or towels. Not recommended."

Frequently asked questions

What are some accommodation options with pools in Chester?

Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. Spark by Hilton Fishkill: Provides a snack bar/deli, a pool and free self parking. DoubleTree by Hilton Hotel Nanuet: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. Studio 6 Extended Stay Fishkill Route 9 NY: Features daily, an indoor pool and free self parking. Sonesta Simply Suites Nanuet: Offers buffet, a pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Chester?

Explore places such as LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. The restaurants and shopping are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Chester?

You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.

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Our top choices for Chester hotels with a pool