Photo by Kacy Kish

Find Hotels with a Pool in Tilghman, MD

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Tilghman Hotels with a Pool

Top Tilghman Hotels with a Pool

Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.4 out of 10, Exceptional, (351)
Marina-side seasonal pool creates a serene retreat overlooking Chesapeake Bay waters. Guests appreciate the immaculate rooms with private balconies, complimentary bicycles for island adventures, and boat tours launching steps away.
$100 nightly
The price is $110
Nov 11 - Nov 12
Total with taxes and fees
Knapps Narrows Marina & Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
  • On private beach
8.8 out of 10, Excellent, (88)
Seasonal outdoor swimming beckons travelers from March through October at this waterfront haven. Complementing the pool, a private beach, sauna, and free bicycles create perfect relaxation opportunities along the river's edge.
$191 nightly
The price is $211
Dec 1 - Dec 2
Total with taxes and fees
Wylder Tilghman Island
Seasonal outdoor pool, pool umbrellas
The Tilghman Island Inn

The Tilghman Island Inn

3.5 star property
Tilghman
  • Pool umbrellas
9.6 out of 10, Exceptional, (118)
Seasonal outdoor pool beckons with comfortable umbrella-shaded lounging after exploring by bicycle or kayak. From the waterfront restaurant serving delicious meals to recently remodeled rooms with jetted tubs, this inn creates a tranquil island getaway.
$200 nightly
The price is $220
Nov 11 - Nov 12
Total with taxes and fees
The Tilghman Island Inn
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
  • Indoor pool
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (1004)
Sparkling waters beckon at dual pools, where cabanas offer shaded luxury beside the marina. Beyond refreshing dips, guests enjoy complimentary bicycles, kayaking adventures, and nearby beach access, creating a complete coastal escape.
$122 nightly
The price is $134
Nov 17 - Nov 18
Total with taxes and fees
Rod 'N' Reel Resort
Indoor pool
Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG

2.5 star property
Prince Frederick
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (680)
Swimming enthusiasts savor the warm, inviting indoor pool, accessible from early morning until evening. Located near Calvert Cliffs State Park and Running Hare Vineyard, this spotless hotel earns consistent praise for its helpful staff and delicious breakfast variety.
$113 nightly
The price is $125
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Express Prince Frederick by IHG
Indoor pool
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 star property
Cambridge
  • Indoor pool
8.2 out of 10, Very Good, (782)
Swimming enthusiasts delight in the temperature-controlled indoor pool, open from 9:00 AM to 10:00 PM daily. Beyond aquatic recreation, guests appreciate free bicycles for exploring nearby Choptank River Lighthouse and the consistently praised breakfast buffet.
$110 nightly
The price is $122
Nov 30 - Dec 1
Total with taxes and fees
Comfort Inn & Suites Cambridge
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
  • Pool loungers
8.2 out of 10, Very Good, (1006)
Sparkling waters beckon at the seasonal outdoor pool, complete with sun loungers and umbrellas from May through September. Conveniently situated near Chesapeake Bay Maritime Museum, this hotel offers continental breakfast and garden views after invigorating local hikes.
$108 nightly
The price is $119
Nov 18 - Nov 19
Total with taxes and fees
St Michaels Inn
Seasonal outdoor pool
Quality Inn

Quality Inn

2.5 star property
Easton
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, (810)
Poolside relaxation awaits after exploring the city center at this welcoming hotel. Spacious, clean rooms provide comfort while friendly staff ensure exceptional service. Guests appreciate the quiet atmosphere, complimentary breakfast, and convenient amenities.
$81 nightly
The price is $89
Dec 7 - Dec 8
Total with taxes and fees
Quality Inn
Exterior
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
  • Full-service spa
9.4 out of 10, Exceptional, (425)
Seasonal outdoor pool beckons from May to September amid upscale amenities at this Chesapeake Bay hotel. Professional staff complement the experience with nearby dining options, complimentary bicycles, and rejuvenating spa treatments.
$207 nightly
The price is $230
Dec 1 - Dec 2
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
Indoor pool
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property
Grasonville
  • Indoor pool
  • Hot tub
8.0 out of 10, Very Good, (1004)
Sparkling waters await in the pristine indoor swimming pool, complemented by a rejuvenating hot tub and sauna. Active travelers appreciate the nearby hiking trails while enjoying spotless accommodations with 49-inch TVs and refrigerators.
$92 nightly
The price is $102
Nov 17 - Nov 18
Total with taxes and fees
Best Western Kent Narrows Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Tilghman Hotel Reviews

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent
"Nice clean room, and nice customer service! Beautiful location close to everything!"
Clara 1-night trip
Posted 3 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG

Frequently asked questions

What are some accommodations with pools in Tilghman?
The Tilghman Island Inn: Features daily, a seasonal outdoor pool, and free self parking. Knapps Narrows Marina & Inn: Offers daily, a seasonal outdoor pool, and free self parking. Wylder Tilghman Island: Provides a private beach, a seasonal outdoor pool, and a sauna. Black Walnut Point Inn: Features full, a seasonal outdoor pool, and free self parking. Hyatt Place Kent Narrows & Marina: Offers a snack bar/deli, an indoor pool, and free self parking.
What is there to see and do in Tilghman?
Make a point to visit attractions like Chesapeake Bay and Phillips Wharf Environmental Center. During your stay, check out sights such as Tilghman Watermen's Museum, Tilghman Island Marina, and Talbot County Library Tilghman Branch. 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