Top Hotels with Swimming Pools in Chester

Q: What are some hotels with pools in Chester?

Historic Inns of Annapolis : Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. DoubleTree by Hilton Hotel Annapolis : Offers complimentary wireless Internet access, an indoor pool and televisions. Sonesta ES Suites Annapolis : Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Graduate by Hilton Annapolis : Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool and a snack bar/deli. Courtyard by Marriott Annapolis : Offers buffet, an indoor pool and free self parking.

Check availability on Chester Hotels with Swimming Pools

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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.

includes taxes & fees

15 Jun - 16 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.

includes taxes & fees

16 Jun - 17 Jun

Best Western Kent Narrows Inn

Grasonville

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

includes taxes & fees

16 Jun - 17 Jun

Quality Inn

Easton

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

includes taxes & fees

30 Jun - 1 Jul

Knapps Narrows Marina & Inn

Sherwood

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

includes taxes & fees

31 May - 1 Jun

Kent Island Resort

Stevensville

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

includes taxes & fees

10 Jun - 11 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.

includes taxes & fees

1 Jun - 2 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.

includes taxes & fees

7 Jun - 8 Jun

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Breakfast included

4 stars

Top Chester Hotel Reviews

Crowne Plaza Annapolis by IHG

10/10 Excellent

"I this location of this hotel because you got number of things to do near by that you can walk to. The hotel area is very quiet too."

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good

"The hotel in general needs updating badly. Carpet seems dirty in the room and in the general area. Mold in the bathroom on the ceiling in shower area and above the door frame. AC unit is loud while running and elevator broke down just before we arrived for a few days. Luckily, we had only one flight to go up and my family didn't mind the walk. Breakfast was good and Staff was super Nice. Complimentary 24hr coffee and teas was a treat. And of course, those freshly baked cookies were something to look forward for."

SpringHill Suites by Marriott Annapolis

6/10 Okay

"Carpet was old and needed replacement and cleaning. Quite smelly Once I mentioned to the front desk, they got maintenance on it and reported it to corporate. Needs some updates. Could not use the gym or pool area Gym smelled bad not cleaned though lots of housekeeping around and the pool water was and hot tub were merky. It was also insane that they were charging for unsecured parking that used to be free."

Frequently asked questions

What are some hotels with pools in Chester?

Historic Inns of Annapolis: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. DoubleTree by Hilton Hotel Annapolis: Offers complimentary wireless Internet access, an indoor pool and televisions. Sonesta ES Suites Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Graduate by Hilton Annapolis: Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool and a snack bar/deli. Courtyard by Marriott 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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Check availability on Chester Hotels with Swimming Pools

Our top choices for Chester hotels with a pool

St Michaels Inn

Quality Inn Grasonville near Kent Island

Best Western Kent Narrows Inn

Quality Inn

Knapps Narrows Marina & Inn

Kent Island Resort

Best Western Plus Easton Inn & Suites

Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Annapolis

Inn at Huntingfield Creek

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

Crowne Plaza Annapolis by IHG

Graduate by Hilton Annapolis

St Michaels Inn

DoubleTree by Hilton Hotel Annapolis

Best Western Annapolis

The Westin Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

SpringHill Suites by Marriott Annapolis

Courtyard by Marriott Annapolis

Frequently asked questions

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