Top Hotels with Swimming Pools in Tilghman

Q: What are some accommodation options with pools in Tilghman?

The Tilghman Island Inn : Guest house, 4-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool and free self parking. Wylder Tilghman Island : Hotel, 8-minute walk from Chesapeake Bay. Offers a private beach, a seasonal outdoor pool and a sauna. Hyatt Regency Chesapeake Bay : Offers 2 outdoor swimming pools, a children's pool and a private beach. 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.

Two people in a red canoe on a body of water with a sunset and a bridge in the background.

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Our top choices for Tilghman hotels with a pool

The Tilghman Island Inn

Tilghman

Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.

includes taxes & fees

9 Aug - 10 Aug

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

includes taxes & fees

21 Jul - 22 Jul

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.

includes taxes & fees

21 Jul - 22 Jul

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

includes taxes & fees

10 Aug - 11 Aug

Quality Inn Grasonville near Kent Island

Grasonville

Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.

includes taxes & fees

29 Jul - 30 Jul

Comfort Inn & Suites Cambridge

Cambridge

Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.

includes taxes & fees

10 Aug - 11 Aug

Quality Inn

Easton

Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.

includes taxes & fees

3 Aug - 4 Aug

Best Western Plus Easton Inn & Suites

Easton

Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.

includes taxes & fees

27 Jul - 28 Jul

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Choose what matters most at hotels with a pool in Tilghman

Breakfast included

4 stars

Top Tilghman Hotel Reviews

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Me and my husband went for a one year anniversary. Staying at the hilton was wonderful relaxing, everyone was so pleasant and helpful.The restaurants nearby were great. I love the view we'll be coming back again."

Hyatt Regency Chesapeake Bay

10/10 Excellent

"We love this hotel. the rooms are very comfy and super clean. The infinity pool and other amenities make this a great place to stay if you don't want to leave the resort. My one suggestion is better training for your servers. Most who helped us were super nice, but one or 2 seemed bothered that they needed to wait on us since we were eating around 9 pm. Also, there was one worker in the gift/ coffee shop who was not very friendly any of the times we visited. Normally, in high end resorts everyone is very welcoming."

Frequently asked questions

What are some accommodation options with pools in Tilghman?

The Tilghman Island Inn: Guest house, 4-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool and free self parking. Wylder Tilghman Island: Hotel, 8-minute walk from Chesapeake Bay. Offers a private beach, a seasonal outdoor pool and a sauna. Hyatt Regency Chesapeake Bay: Offers 2 outdoor swimming pools, a children's pool and a private beach. 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.

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.

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Our top choices for Tilghman hotels with a pool