Search Hotels with Pool in Tilghman

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Check availability on Tilghman Hotels with Pool

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Tilghman hotels with a pool

Seasonal outdoor pool
Wylder Tilghman Island

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 ฿3,701
฿5,453 total
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (362)
"nice clean room staff very nice would stay again "
United States
mario
The price is ฿3,769
฿4,146 total
includes taxes & fees
27 Dec - 28 Dec
Knapps Narrows Marina & Inn
Seasonal outdoor pool, pool umbrellas
The Tilghman Island 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 ฿6,439
฿7,083 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Tilghman Island Inn
Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1004)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ฿2,859
฿3,802 total
includes taxes & fees
28 Dec - 29 Dec
Rod 'N' Reel Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

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 ฿3,159
฿3,475 total
includes taxes & fees
4 Jan - 5 Jan 2026
St Michaels Inn
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (938)
"It was very comfortable and clean"
United States
Maria
The price is ฿2,733
฿3,033 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is ฿5,182
฿6,551 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Inn at Chesapeake Bay Beach Club
Indoor pool
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very good, (797)
"Staff was very accommodating and the hotel was clean with very good breakfast."
United States
salema
The price is ฿3,310
฿3,675 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Cambridge
Seasonal outdoor pool
Quality Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (827)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is ฿2,536
฿2,790 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (129)
"Beautiful and peaceful property!"
United States
Jerry
The price is ฿4,505
฿6,123 total
includes taxes & fees
23 Dec - 24 Dec
Kent Island Resort
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.
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Top Tilghman Hotel Reviews

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Clean and friendly staff"
Lisa 2-night trip
Posted 6 days ago
Hilton Garden Inn Kent Island Marina
The Tidewater Inn

The Tidewater Inn

10/10 Excellent
"Staff is very friendly and accommodating. The hotel is beautiful and the rooms are clean and welcoming 😊"
Shawn 1-night trip
Posted 2 weeks ago
The Tidewater Inn

Frequently asked questions

What are some accommodation options 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 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 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 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.