An aerial view of a town with a river, buildings, and surrounding greenery.

Find Hotels with an Indoor Pool in Chestertown, MD from CA $142

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Check availability on Chestertown Hotels with an Indoor Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chestertown hotels with an indoor pool

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
Marina

1. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
  • Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
CA $216
CA $239 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Kent Narrows & Marina
An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.
A multi-story hotel with a modern facade, featuring a prominent 'HOME 2' sign. The entrance is accessible via a covered walkway, and the building is equipped with large windows and a flagpole.
A modern restaurant with a bar area, seating, and a counter with a menu display.
An indoor swimming pool with clear depth markers, lounge chairs, and umbrellas.

2. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
Aberdeen
  • Indoor pool retreat offers relaxing swims with modern amenities and helpful staff around the clock.
CA $138
CA $155 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Baltimore / Aberdeen, MD
A modern restaurant with high ceilings, pendant lighting, and a mix of seating options including tables and booths.
A modern building with a stone facade, large windows, and outdoor seating area with chairs.
A hotel reception area with a wooden reception desk, a minibar, and a wall with a textured pattern.
A modern coffee shop interior with a counter, shelves stocked with snacks, and a refrigerated display.

3. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
Bel Air
  • Splash into relaxation at this Aberdeen hotel with an inviting indoor pool and comfy loungers.
CA $150
CA $168 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Bel Air
A patio with outdoor seating, overlooking a marina with boats.
An indoor swimming pool with clear views of boats and water.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
  • Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
CA $208
CA $231 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Kent Island Marina
A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.
A reception desk with a clock, framed pictures, and a sign for express checkout.
A restaurant with a counter, seating area, and a clock on the wall.
Exterior

5. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
  • Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
CA $128
CA $142 total
includes taxes & fees
Nov 11 - Nov 12
Best Western Kent Narrows Inn
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk, a coffee machine, and a chalkboard menu.
A large indoor swimming pool with clear pool rules and a capacity sign, surrounded by windows and a tiled floor.
A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.
A snack and beverage vending area with a sign for the Express Shop.

6. Holiday Inn Express White Marsh by IHG

Holiday Inn Express White Marsh by IHG
Nottingham
  • Splash into year-round aquatic fun at this hotel's refreshing indoor pool retreat.
CA $149
CA $172 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express White Marsh by IHG
An outdoor patio area with wicker furniture, a fire pit, and umbrellas.
A modern hotel with a flat roof, multiple floors, and a prominent entrance.
A modern living room with a stone accent wall, a flat-screen TV, and a dining area with wooden furniture.
A restaurant interior with multiple tables and booths, wooden flooring, and artwork on the walls.

7. Fairfield Inn & Suites by Marriott Aberdeen

Fairfield Inn & Suites by Marriott Aberdeen
Aberdeen
  • Splash into vacation bliss with an indoor pool perfect for year-round swimming at this Aberdeen hotel with continental breakfast.
CA $157
CA $176 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn & Suites by Marriott Aberdeen
A modern lobby with a curved sofa, red armchairs, a fireplace, and a dining area with green chairs.
A hotel room with a dining area, a TV, a dresser, and a tray table.
An outdoor patio with round tables and chairs, a barbecue grill, and umbrellas providing shade.
A hotel dining area with a buffet setup, multiple dining tables, chairs, and a ceiling fan.

8. Homewood Suites by Hilton Bel Air

Homewood Suites by Hilton Bel Air
Bel Air
  • Splashy fun guaranteed at this hotel with an indoor pool and playground near Cedar Lane Regional Park.
CA $144
CA $161 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Bel Air
A hotel room with a large bed, a sofa, a TV, and a wall-mounted artwork.
A modern hotel with a blue and white facade, a covered entrance, and a parking lot.
An outdoor patio area with a sectional sofa, lounge chairs, and a round table.
A pool area with chairs and a changing room.

9. SpringHill Suites by Marriott Edgewood/Aberdeen

SpringHill Suites by Marriott Edgewood/Aberdeen
Bel Air
  • Splash into comfort with an indoor pool getaway at this contemporary Aberdeen hotel offering morning swims and fitness options.
CA $158
CA $177 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Edgewood/Aberdeen
A modern building with a patio area featuring outdoor seating and a fire pit.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.
A modern living room with a stone fireplace, wooden ceiling, and a large TV mounted above it.
A modern living room with a stone accent wall, a flat-screen TV, a dining area with a table and chairs, and a sofa with cushions.

10. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
Middletown
  • Dive into relaxation at this hotel's inviting indoor pool, a refreshing retreat with year-round swimming in Middletown.
CA $169
CA $188 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Middletown
View all properties

Top Chestertown Hotel Reviews

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

8/10 Good
"The place was a little better than average, I'd stay here again. The room smelled musty as if it used to be a smoking room, but not completely unbearable. The desk help was not friendly but not rude either...kind of robotic. Easy parking, roomy room. Decent shower."
Bill 1-night trip
Posted 14 hours ago
Red Roof Inn & Suites Chestertown
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"Just like always a nice quiet place to stay"
Thomas 1-night trip
Posted 15 hours ago
Hampton Inn & Suites Edgewood/Aberdeen-South
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

10/10 Excellent
"Oh my goodness thanks to all who made our stay so covenant and comfortable. I would definitely suggest a stay here if you are in the area. Kindest Regards"
Brenda 1-night trip
Posted 3 days ago
Best Western Plus Hotel & Conference Center
Country Inn & Suites by Radisson, Baltimore North, MD

Country Inn & Suites by Radisson, Baltimore North, MD

8/10 Good
"Our stay was quite un eventful and very restful with the following exception; I had checked the wrong date on the arrival and called Expedia to correct it which they said they would do, then beyond that my brother in law passed away and we had to leave a day early, which the hotel was very understanding and only charged for the nights we stayed. BUT Expedia has not refunded any of the excessive charges for either of the two nights involved. They sent a letter saying the hotel would not accept refunding the two nights, which is completely not true as I have a copy of the bill from the hotel and it only covers the two nights we actually spent. At this time I can never trust Expedia again to book anything!"
Steve 3-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Baltimore North, MD

Frequently asked questions

What does Chestertown have to offer on top of hotels with indoor pools?
Enjoy the sports events and college atmosphere in Chestertown accompanied by accommodation with an indoor pool for some easy access R&R. Don't miss the festivals in Chestertown—prepare to be entertained from sunrise to sunset.
What is there to do in Chestertown?
After several refreshing laps in the swimming pool, head out and visit some of the top attractions in and around Chestertown. Consider a trip to Historical Society of Kent County Maryland, Chestertown Historic District, and Rolphs Wharf Marina. A few other contenders are Northern Chesapeake Bay, Chesapeake Bay, and Larrabee Arts Center.
Why should I choose a hotel with an indoor pool for my stay in Chestertown?
You won't be sad if it starts raining during your stay in Chestertown as you can take a swim in the hotel's pool especially given that the majority of indoor pools are heated. An indoor pool is perfect for staying active when adjusting to time zone differences if you're traveling from afar.

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