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

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Check availability on Tilghman Hotels with a Pool

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Tilghman hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

1. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
"Very nice stay"
United States
Gary
The price is ₩270,131
₩363,842 total
includes taxes & fees
Dec 1 - Dec 2
Wylder Tilghman Island
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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Choose what matters most at hotels with a pool in Tilghman

Breakfast included
4 stars

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
"Good stay. Conveniently located"
Francis 1-night trip
Posted 9 hours 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: 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.