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

Find Hotels with a Pool in Tilghman, MD

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Tilghman Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Tilghman hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a fenced area.
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.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
￥29,287
￥32,216 total
includes taxes & fees
Oct 21 - Oct 22
The Tilghman Island Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A waterfront property with a covered patio, a dock, and a boat.
A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.
A waterfront hotel with a covered dock and a large building with multiple balconies.

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
  • Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
￥33,153
￥44,400 total
includes taxes & fees
Oct 18 - Oct 19
Wylder Tilghman Island
A swimming pool with multiple people swimming and lounging around.
A building with a sign reading "The Inn."
A covered patio area with wicker furniture and a view of a building with large windows.
A waterfront property with houses, a dock, and a grassy area.

3. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
￥23,747
￥26,122 total
includes taxes & fees
Oct 22 - Oct 23
Knapps Narrows Marina & 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 staircase with a wooden handrail, a blue wall, and a ceiling light fixture.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

4. 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.
￥20,601
￥22,867 total
includes taxes & fees
Oct 25 - Oct 26
Rod 'N' Reel Resort
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
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.
A conference room with round tables, black and white tablecloths, and chairs with black and white sashes.

5. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
￥12,681
￥13,949 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A white house with a garden patio featuring a wicker chair and a round table.
A bedroom with a large bed, a wooden chair, a balcony with white curtains, and a view of greenery.
A golf course with a water hazard and surrounding trees.

6. 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.
￥81,213
￥89,335 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Perry Cabin
An indoor swimming pool with a 'NO LIFEGUARD ON DUTY' sign, lounge chairs, and potted plants.
A bathroom with a toilet, a sink, and a mirror. There are towels on a rack above the toilet and a towel on the sink counter.
A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

7. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
  • Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
￥23,588
￥25,947 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Easton by IHG
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
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.

8. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
￥21,396
￥23,536 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott 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 with a brick facade, multiple parking spaces, and a landscaped area with trees.

9. 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.
￥20,422
￥22,465 total
includes taxes & fees
Oct 14 - Oct 15
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 modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

10. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness center for your aquatic escape.
￥20,245
￥22,270 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Easton
View all properties

Choose what matters most at hotels with a pool in Tilghman

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Tilghman Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."
Mary 1-night trip
Posted 8 hours ago
St Michaels Inn
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 9 hours 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 17 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 18 hours ago
Hyatt Regency Chesapeake Bay
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 2 days 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 accommodations 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: Guesthouse, 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 pools, a children's pool, and a private beach.
What is there to see and do in Tilghman?
Make a point to visit attractions like Northern Chesapeake Bay and Phillips Wharf Environmental Center. During your stay, check out 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 consider a place to stay with an outdoor swimming pool if you plan to visit Tilghman in the hottest months of July, August, or June when the average temp is 75°F. Lodging with 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 41°F.

Explore a world of travel with Expedia