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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Our top choices for Tilghman hotels with a pool

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (138 reviews)
  • cleanliness
    Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is AED 826
AED 909 total
includes taxes & fees
29 Jun - 30 Jun
The Tilghman Island Inn

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (98 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is AED 1,262
AED 1,572 total
includes taxes & fees
29 Jun - 30 Jun
Wylder Tilghman Island

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is AED 333
AED 367 total
includes taxes & fees
6 Jul - 7 Jul
St Michaels Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (927 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is AED 367
AED 408 total
includes taxes & fees
5 Jul - 6 Jul
Quality Inn Grasonville near Kent Island

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (892 reviews)
  • cleanliness
    Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
The price is AED 372
AED 409 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (147 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is AED 545
AED 728 total
includes taxes & fees
5 Jul - 6 Jul
Kent Island Resort

Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge
2.5 star property
Cambridge
6.6 out of 10, (1,003 reviews)
  • cleanliness
    Dive into seasonal outdoor pool bliss at this Cambridge retreat for adult relaxation.
The price is AED 297
AED 329 total
includes taxes & fees
5 Jul - 6 Jul
Days Inn & Suites by Wyndham Cambridge

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (388 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is AED 551
AED 606 total
includes taxes & fees
29 Jun - 30 Jun
Knapps Narrows Marina & Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is AED 472
AED 635 total
includes taxes & fees
30 Jun - 1 Jul
Rod 'N' Reel Resort

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (732 reviews)
  • cleanliness
    Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
The price is AED 419
AED 506 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express Prince Frederick by IHG
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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Frequently asked questions

What are some accommodations with pools in Tilghman?
The Tilghman Island Inn: Guesthouse, 4-minute walk from Chesapeake Bay. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Wylder Tilghman Island: Hotel, 8-minute walk from Chesapeake Bay. Offers a private beach, a seasonal outdoor pool, and a sauna. Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets: Features 2 outdoor pools, a children's pool, and a private beach. Hyatt Regency Chesapeake Bay: Hotel, 1-minute walk from Chesapeake Bay. Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Rod 'N' Reel Resort: Features a sauna, an indoor pool, and full.
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 Tilghman Watermen's Museum, Chesapeake Bay, 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.