Chester Hotel Guide - Hotels with Pool in Chester, Maryland

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Check availability on Chester Hotels with Pool

Tonight
28 Feb - 1 Mar
Tomorrow
1 Mar - 2 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

Our top choices for Chester hotels with a pool

Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is €88
includes taxes & fees
3 Mar - 4 Mar
Best Western Kent Narrows Inn
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (370 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is €93
includes taxes & fees
2 Mar - 3 Mar
Knapps Narrows Marina & Inn
Seasonal outdoor pool

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (846 reviews)
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
The price is €79
includes taxes & fees
8 Mar - 9 Mar
Quality Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,002 reviews)
"Good value and close to downtown."
United States
John
St Michaels Inn
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is €147
includes taxes & fees
2 Mar - 3 Mar
Anchored Inn at Hidden Harbour Marina
Indoor pool

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice friendly staff, clean room and lobby"
United States
Joi
The price is €111
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus Easton Inn & Suites
Indoor pool

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (598 reviews)
"Everything was great!"
United States
HEATHER
The price is €120
includes taxes & fees
3 Mar - 4 Mar
Holiday Inn Express Easton by IHG
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (877 reviews)
"Nice staff and rooms"
United States
Walter
The price is €88
includes taxes & fees
9 Mar - 10 Mar
Quality Inn Grasonville near Kent Island
Indoor pool, open 5 AM to 11 PM, pool loungers

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is €107
includes taxes & fees
5 Mar - 6 Mar
Hilton Garden Inn Kent Island Marina
Seasonal outdoor pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is €150
includes taxes & fees
9 Mar - 10 Mar
Wylder Tilghman Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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

Hampton Inn & Suites Annapolis

10/10 Excellent
"Great hotel cool staff "
Calvert 2-night trip
Posted 10 hours ago
Hampton Inn & Suites Annapolis

Frequently asked questions

What are some hotels with pools in Chester?
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool and complimentary wireless Internet access. Historic Inns of Annapolis: Provides buffet, an indoor pool and free self parking. DoubleTree by Hilton Hotel Annapolis: Features buffet, a seasonal outdoor pool and complimentary wireless Internet access. Graduate by Hilton Annapolis: Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool and a snack bar/deli. Crowne Plaza Annapolis by IHG: Features complimentary wireless Internet access, an indoor pool and televisions.
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 Paul Reed Smith Guitars, Northern Chesapeake Bay and Matapeake State Park 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.