Hotel with Pool in Chester: Find Hotel with Pool in Chester

Q: What are some hotels with pools in Chester?

Waterfront Sunset Bayview: sleeps 6 : Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets! : Offers complimentary wireless Internet access, an indoor pool and televisions. Historic Inns of Annapolis : Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. DoubleTree by Hilton Hotel Annapolis : Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool and a snack bar/deli. Sonesta ES Suites Annapolis : Offers buffet, an indoor pool and free self parking.

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Our top choices for Chester hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

HK$1,166 total

includes taxes & fees

9 Jun - 10 Jun

Quality Inn Grasonville near Kent Island

Grasonville

Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.

HK$924 total

includes taxes & fees

9 Jun - 10 Jun

Best Western Plus Easton Inn & Suites

Easton

Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.

HK$1,198 total

includes taxes & fees

3 Jun - 4 Jun

Best Western Kent Narrows Inn

Grasonville

Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.

HK$1,001 total

includes taxes & fees

9 Jun - 10 Jun

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

HK$1,293 total

includes taxes & fees

3 Jun - 4 Jun

Quality Inn

Easton

Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.

HK$975 total

includes taxes & fees

4 Jun - 5 Jun

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

HK$1,622 total

includes taxes & fees

16 Jun - 17 Jun

Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.

HK$1,166 total

includes taxes & fees

29 Jun - 30 Jun

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Choose what matters most at hotels with a pool in Chester

Breakfast included

4 stars

Top Chester Hotel Reviews

Hampton Inn & Suites Annapolis

10/10 Excellent

"The only complaint we would have is that we had to pay $10 a night for outside parking."

Crowne Plaza Annapolis by IHG

8/10 Good

"The room was very clean and beautifully appointed. The only problem for me is that the hotel is near the highway and a Main Street. The traffic is So loud. Woke me up every early, it was still dark outside. Add to that the sound of the air conditioning unit going on and off. The last night I just turned it to fan only. Thankfully it was not too hot outside. Unfortunately I couldn’t turn down the sound of the heavy trucks rolling by."

Courtyard by Marriott Annapolis

4/10 Poor

"Bed was lumpy and room smelled Like stale cigarettes and marijuana filled the second floor. Kept the balcony door open for fresh air that made it difficult to sleep because of feeling unsafe. The staff were friendly at check in and check out. We only needed one night. Will definitely use a different hotel brand for next visit to Annapolis"

Country Inn & Suites by Radisson, Annapolis, MD

6/10 Okay

"The room and staff were fine and no problems. Whoever designed the bathrooms should be fired. they only offer cleaning for towels every 3 days but there are no towel racks to hang wet towels in the bathroom. It was extremely small and you actually had to step to the side of the toilet to close the door. Really disappointed overall with the stay because of this."

Frequently asked questions

What are some hotels with pools in Chester?

Waterfront Sunset Bayview: sleeps 6: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!: Offers complimentary wireless Internet access, an indoor pool and televisions. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool and a snack bar/deli. Sonesta ES Suites Annapolis: Offers buffet, an indoor pool and free self parking.

What is there to see and do in Chester?

Enjoy a stroll along the shore at Sandy Point Beach and Bay Ridge Beach. Discover sights such as Northern Chesapeake Bay, Matapeake State Park and Chesapeake Bay Environmental Center during your stay.

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

You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Chester in the warmest months of July, August or June, when the average temp is 23°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 4°C.

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Our top choices for Chester hotels with a pool

St Michaels Inn

Quality Inn Grasonville near Kent Island

Best Western Plus Easton Inn & Suites

Best Western Kent Narrows Inn

Knapps Narrows Marina & Inn

Quality Inn

Kent Island Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

Inn at Huntingfield Creek

Country Inn & Suites by Radisson, Annapolis, MD

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

Hampton Inn & Suites Annapolis

Crowne Plaza Annapolis by IHG

Courtyard by Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

Best Western Annapolis

The Westin Annapolis

St Michaels Inn

Country Inn & Suites by Radisson, Annapolis, MD

Sonesta ES Suites Annapolis

Frequently asked questions

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