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 from CA $139

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Check availability on Tilghman Hotels with a Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Tilghman hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a fenced area.
A spacious indoor dining area with large windows, tables, and chairs.
A large building with a swimming pool, dock, and green surroundings.
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
CA $262
CA $288 total
includes taxes & fees
Sep 29 - Sep 30
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 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.
CA $239
CA $333 total
includes taxes & fees
Sep 30 - Oct 1
Wylder Tilghman Island
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 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.
CA $212
CA $233 total
includes taxes & fees
Sep 29 - Sep 30
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 conference room with round tables, black and white tablecloths, and chairs with black and white sashes.
A hotel room with two beds, a chair, and a painting on the wall.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

4. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
CA $126
CA $139 total
includes taxes & fees
Oct 4 - Oct 5
St Michaels Inn
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 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.

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.
CA $188
CA $256 total
includes taxes & fees
Oct 8 - Oct 9
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 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.

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.
CA $140
CA $154 total
includes taxes & fees
Sep 30 - Oct 1
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.
CA $182
CA $201 total
includes taxes & fees
Sep 29 - Sep 30
Best Western Plus Easton Inn & Suites
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 Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
CA $156
CA $173 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG
A swimming pool with blue lounge chairs and a building with balconies in the background.
A marina with boats docked at wooden piers, surrounded by greenery and houses in the background.
A black Mercedes-Benz SUV parked in front of a building with a sign that reads "Anchored Inn at Hidden Harbour Marina."
A marina with docked boats, a picnic area, and a grassy lawn with a tree.

9. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
  • Pool paradise meets scenic marina views for a refreshing escape on the water.
CA $268
CA $306 total
includes taxes & fees
Oct 20 - Oct 21
Anchored Inn at Hidden Harbour Marina
An indoor swimming pool with clear water, a tiled floor, and a few lounge chairs.
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.
A hotel with a brick facade, a covered entrance, and a sign reading "Springhill Suites."

10. Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
Prince Frederick
  • Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
CA $167
CA $185 total
includes taxes & fees
Oct 25 - Oct 26
Springhill Suites by Marriott Prince Frederick
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

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

8/10 Good
"Decent hotel for the price, clean. Wifi wasn't great."
Jennifer 2-night trip
Posted 18 hours ago
Comfort Inn & Suites Cambridge
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Beautiful location. Indoor pool is fabulous."
Carolyn 5-night trip
Posted 21 hours ago
Hyatt Regency Chesapeake Bay
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent
"Pet friendly. Full breakfast. Desk was accommodating for a ground floor room for my dog. Room was clean and comfortable."
Wayne 1-night trip
Posted 5 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG

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. Rod 'N' Reel Resort: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. St Michaels Inn: Offers daily, a seasonal outdoor pool, and free self parking. Hyatt Regency Chesapeake Bay: Features 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.

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