Hotels with Swimming Pool in Tilghman, Maryland

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Our top choices for Tilghman hotels with a pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is P6,932
P10,213 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Wylder Tilghman Island

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is P5,885
P6,473 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Knapps Narrows Marina & Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is P12,064
P13,270 total
includes taxes & fees
Jan 18 - Jan 19, 2026
The Tilghman Island Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1002)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is P5,355
P7,121 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Rod 'N' Reel Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (945)
"It was very comfortable and clean"
United States
Maria
The price is P5,120
P5,683 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1001)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is P5,917
P6,508 total
includes taxes & fees
Jan 6 - Jan 7, 2026
St Michaels Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is P7,002
P9,818 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kent Island Resort

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (828)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is P5,000
P5,500 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is P4,952
P5,497 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (800)
"Great place "
United States
John
The price is P6,700
P7,437 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Comfort Inn & Suites Cambridge
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.

Top Tilghman Hotel Reviews

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. Wylder Tilghman Island: Offers a private beach, a seasonal outdoor pool, and a sauna. Knapps Narrows Marina & Inn: Provides daily, a seasonal outdoor pool, and free self parking. Black Walnut Point Inn: Features full, a seasonal outdoor pool, and free self parking. Hyatt Regency Chesapeake Bay: Offers 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 Watermen's Museum, and Tilghman Island Marina. 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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