Two people in a red canoe on a body of water with a sunset and a bridge in the background.

Hotels with a Pool in Tilghman

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Hotels with a Pool in Tilghman

A swimming pool with a wooden deck, lounge chairs, and a fenced area.

A modern lounge area with a fireplace, seating, and a view of the outdoors.

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A spacious indoor dining area with large windows, tables, and chairs.

1. The Tilghman Island Inn

Tilghman

Pool umbrellas

$175

$193 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

A waterfront property with a covered patio, a dock, and a boat.

A waterfront hotel with a covered dock and a large building with multiple balconies.

2. Wylder Tilghman Island

Tilghman

On private beach

$219

$291 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with multiple people swimming and lounging around.

A covered patio area with wicker furniture and a view of a building with large windows.

A building with a sign reading "The Inn."

A waterfront property with houses, a dock, and a grassy area.

3. Knapps Narrows Marina & Inn

Sherwood

Pool
Free breakfast
Free parking
Free WiFi
Air conditioning
Laundry facilities

$130

$143 total

includes taxes & fees

Oct 30 - Oct 31

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

A hotel room with two beds, a chair, and a painting on the wall.

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

4. St Michaels Inn

St. Michaels

Pool loungers

$89

$98 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and a dining area, surrounded by a building with a red roof.

A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

A modern bar area with a long counter and multiple bar stools.

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

5. Rod 'N' Reel Resort

Chesapeake Beach

Indoor pool
Pool loungers
Near the beach

$137

$152 total

includes taxes & fees

Nov 12 - Nov 13

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A room with a view of a wooden deck and a gazebo by the water.

A golf course with a water hazard and surrounding trees.

A bedroom with a large bed, a wooden chair, a balcony with white curtains, and a view of greenery.

6. Inn at Perry Cabin

Downtown St. Michaels

Outdoor pool
Poolside bar
Hot tub

$485

$533 total

includes taxes & fees

Nov 11 - Nov 12

A resort with a large pool, outdoor seating, and a view of the sea.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

A marina with boats docked, a sandy beach, and a clear blue sky.

A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

7. Hyatt Regency Chesapeake Bay

Cambridge

2 outdoor pools
Indoor pool
Poolside bar
Pool loungers
On private beach
Hot tub

$144

$192 total

includes taxes & fees

Nov 23 - Nov 24

A swimming pool with a 5ft depth marker, white lounge chairs, and tables arranged around the pool area.

A spacious lobby with a reception desk, seating area, and a television screen.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

8. Comfort Inn & Suites Cambridge

Cambridge

Indoor pool

$109

$121 total

includes taxes & fees

Oct 29 - Oct 30

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A gym with a treadmill, elliptical, and stationary bike.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

9. Baymont by Wyndham Easton

Easton

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Air conditioning

$89

$98 total

includes taxes & fees

Nov 16 - Nov 17

A large indoor swimming pool with clear water, tiled walls, and a ceiling with ventilation ducts.

A hotel room with two beds, a desk with a flat-screen TV, a small table, and a colorful carpet.

A breakfast buffet with various food items and a sign indicating complimentary breakfast hours.

A bathtub with a showerhead, grab bar, and a shelf with toiletries.

10. Holiday Inn Express Cambridge by IHG

Cambridge

Indoor pool
Hot tub

$119

$132 total

includes taxes & fees

Nov 22 - Nov 23

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

11. George Brooks House B&B

St. Michaels

Outdoor pool

$215

$237 total

includes taxes & fees

Nov 2 - Nov 3

A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.

A cozy room with a fireplace, a framed picture above it, and two armchairs.

An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.

12. Parsonage Inn

Downtown St. Michaels

Free breakfast
Pet friendly
Free parking
Free WiFi
Connecting rooms available
Air conditioning

$250

$275 total

includes taxes & fees

Nov 2 - Nov 3

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

13. Hampton Inn Easton

Easton

Indoor pool

$128

$141 total

includes taxes & fees

Oct 29 - Oct 30

A swimming pool with blue lounge chairs and a building with balconies in the background.

A marina with docked boats, a picnic area, and a grassy lawn with a tree.

A black Mercedes-Benz SUV parked in front of a building with a sign that reads "Anchored Inn at Hidden Harbour Marina."

A modern kitchen with a large island, bar stools, and a wine rack.

14. Anchored Inn at Hidden Harbour Marina

Deale

Outdoor pool

$206

$235 total

includes taxes & fees

Oct 26 - Oct 27

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

A gym with exercise equipment, a bench, and a wall-mounted mirror.

A bathroom with a toilet, a shower with a curtain, a bathtub, and a marble wall.

15. Best Western Kent Narrows Inn

Grasonville

Indoor pool
Hot tub

$90

$100 total

includes taxes & fees

Nov 8 - Nov 9

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

16. Best Western Plus Easton Inn & Suites

Easton

Indoor pool

$119

$131 total

includes taxes & fees

Nov 15 - Nov 16

A spacious lobby with a staircase, a reception desk, and a dining area.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

A bathroom with a green wall, a white sink, a mirror, and a towel rack.

17. Quality Inn Grasonville near Kent Island

Grasonville

Pool
Free parking
Free WiFi
Air conditioning
24/7 front desk

$83

$93 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear water, a tiled floor, and a few lounge chairs.

A lobby with two yellow armchairs, a glass-top coffee table, a lamp, and a decorative bamboo wall.

A hotel lobby with multiple seating areas, including tables and chairs, a television mounted on the wall, and a kitchen area in the background.

A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.

18. Springhill Suites by Marriott Prince Frederick

Prince Frederick

Indoor pool
Hot tub

$114

$126 total

includes taxes & fees

Oct 26 - Oct 27

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

A hotel with a covered entrance, multiple floors, and a parking lot.

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

19. Fairfield Inn & Suites by Marriott Easton

Easton

Indoor pool

$135

$149 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a white fence, lounge chairs, and umbrellas.

Two Adirondack chairs facing a calm body of water with a clear sky above.

A modern food court with a central island, various food stations, and a yogurt display.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

20. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Pool loungers

$99

$110 total

includes taxes & fees

Nov 22 - Nov 23

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Discover your perfect hotel with a pool in Tilghman

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Top landmarks in Tilghman

Tilghman Watermen’s Museum

9.8/10 (6 reviews)

Tilghman Watermen’s Museum is 0.4 mi (0.7 km) from central Tilghman, why not stop by during your stay. If you want to experience more of the culture Tilghman has to offer, head to Tilghman Island Marina and Knapp's Narrows Marina & Inn.

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Tilghman Island Marina

Imagine strolling along Tilghman Island Marina for some great waterfront pics. It's located 1.1 mi (1.8 km) from central Tilghman. If you carry on walking you'll get to Knapp's Narrows Marina & Inn for some more water views.

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Phillips Wharf Environmental Center

10.0/10 (3 reviews)

Why not give yourself a treat with a trip to Phillips Wharf Environmental Center, one of the family attractions located 1 mi (1.6 km) from central Tilghman. If you'd also like to explore some of the parks in Tilghman, head to Church Cove Park and CL Open Field.

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Kronsberg Park

Kronsberg Park is worth a visit, located 0.8 mi (1.3 km) from central Tilghman.

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Talbot County Library Tilghman Branch

Talbot County Library Tilghman Branch is worth a visit, located 0.6 mi (1 km) from central Tilghman.

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About the destination

If you're looking for a place to get away, look no further than Tilghman. Whether you're planning to stay for a night or for the week, the area around Tilghman has accommodations to fit every need. Search for hotels in Tilghman with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Tilghman hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Tilghman hotel deals are here with our lowest price guarantee.