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

Tilghman Hotel Guide - Hotels with Pool in Tilghman, Maryland

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Check availability on Tilghman Hotels with Pool

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Tilghman hotels with a pool

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.
A large building with a swimming pool, dock, and green surroundings.
A spacious indoor dining area with large windows, tables, and chairs.

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
€182
includes taxes & fees
19 Oct - 20 Oct
The Tilghman Island Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A waterfront hotel with a covered dock and a large building with multiple balconies.
A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.
A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
  • Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
€275
includes taxes & fees
14 Oct - 15 Oct
Wylder Tilghman Island
A swimming pool with multiple people swimming and lounging around.
A building with a sign reading "The Inn."
A waterfront property with houses, a dock, and a grassy area.
A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

3. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
€147
includes taxes & fees
14 Oct - 15 Oct
Knapps Narrows Marina & Inn
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 conference room with round tables, black and white tablecloths, and chairs with black and white sashes.

4. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
€79
includes taxes & fees
11 Nov - 12 Nov
St Michaels Inn
A swimming pool with lounge chairs and a dining area, surrounded by a building with a red roof.
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
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

Rod 'N' Reel Resort
Chesapeake Beach
  • Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
€143
includes taxes & fees
20 Oct - 21 Oct
Rod 'N' Reel Resort
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
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.

6. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
€88
includes taxes & fees
14 Oct - 15 Oct
Baymont by Wyndham Easton
A hotel pool area with multiple pools, lounge chairs, and a pool lift.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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.

7. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
€127
includes taxes & fees
14 Oct - 15 Oct
Best Western Plus Easton Inn & Suites
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 modern hotel dining area with a long table, four chairs, and three pendant lights.

8. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness centre for your aquatic escape.
€126
includes taxes & fees
15 Oct - 16 Oct
Hampton Inn Easton
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
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.
A white house with a garden patio featuring a wicker chair and a round table.

9. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
€504
includes taxes & fees
8 Nov - 9 Nov
Inn at Perry Cabin
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.
A spacious dining area with high ceilings, large windows, and modern chandeliers.

10. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Aquatic paradise awaits with 2 outdoor pools, indoor pool, and waterslide offering year-round relaxation at this riverside resort.
€212
includes taxes & fees
8 Nov - 9 Nov
Hyatt Regency Chesapeake Bay
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Choose what matters most at hotels with a pool in Tilghman

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Tilghman Hotel Reviews

The Tidewater Inn

The Tidewater Inn

10/10 Excellent
"We’ve always enjoyed dining at the Tidewater Inn, but this is the first time we stayed there. Our room was spacious and comfortable (except for the sticky sliding bathroom door). The hotel has lovely grounds and is very well-located in the heart of historic Easton. It’s also a great value considering how nice it is."
Karen 2-night trip
Posted 1 hour ago
The Tidewater Inn
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

10/10 Excellent
"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"
Donna 2-night trip
Posted 8 hours ago
Best Western Plus Easton Inn & Suites
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"The resort was beautiful and very well maintained, the staff were accommodating and went out of their way to make sure we had what we needed or asked for. My only negative would be to make access to links/online information for room service, and restaurant menus. I spent too much time trying to navigate to find these things based on the flyers I was given at check in. For visitors who are not computer savvy, this is very challenging. But other than that, would love to come and stay again."
Debra 1-night trip
Posted 10 hours ago
Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

10/10 Excellent
"na"
Jeffrey 2-night trip
Posted 1 day ago
St Michaels Inn
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Beautiful property on the Chesapeake Bay. It was very clean. We went off season highly recommend."
Melissa 2-night trip
Posted 1 day ago
Rod 'N' Reel Resort
Baymont by Wyndham Easton

Baymont by Wyndham Easton

10/10 Excellent
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
Edwin 1-night trip
Posted 1 day ago
Baymont by Wyndham Easton
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"The checkin was smooth though we waited for the desk staff to want to move to check us in. The room was immaculate and looked newly renovated. Conveniently across the street from great restaurants"
Cynthia 1-night trip
Posted 2 days ago
Best Western Kent Narrows Inn
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

8/10 Good
"Yes, I could pick this place apart, but really, for one night it was clean and adequate. I didn't expect a palace. The worst part was that Cambridge -the whole town - reeks of skunk. Not the hotel's fault"
Ronald 1-night trip
Posted 4 days ago
Days Inn & Suites by Wyndham Cambridge

Frequently asked questions

What are some accommodation options with pools in Tilghman?
Wylder Tilghman Island: Hotel, 8-minute walk from Chesapeake Bay. Features a private beach, a seasonal outdoor pool and a sauna. The Tilghman Island Inn: Guest house, 4-minute walk from Chesapeake Bay. Offers daily, a seasonal outdoor pool and free self parking. Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Vintage Pet-Friendly Cottage | Tilghman Island: Offers daily, a seasonal outdoor pool and free self parking. Rod 'N' Reel Resort: Provides 2 outdoor swimming pools, a children's pool and a private beach.
What is there to see and do in Tilghman?
Make a point to visit attractions such as Northern Chesapeake Bay and Phillips Wharf Environmental Center. During your stay, visit sights such as Chesapeake Bay, Tilghman Island Marina and Knapp's Narrows Marina & Inn. Take in the natural beauty of Tilghman with the island views and sunsets.
When is the best time to book a hotel with a pool in Tilghman?
You may want to think about a place to stay that offers an outdoor pool if you'll be visiting Tilghman in the hottest months of July, August or June, when the average temp is 24°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 5°C.