2-Star Hotel

Wylder Hotel - Tilghman Island

21551 Chesapeake House Drive, Saint Michaels, MD - United States
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Wylder Hotel - Tilghman Island
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  • Amenities
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$252
per night

2-Star Hotel

Wylder Hotel - Tilghman Island

21551 Chesapeake House Drive, Saint Michaels, MD - United States
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Top Amenities:

BeachfrontFree Internet AccessFree ParkingHealth ServicesSwimming PoolSwimming PoolRestaurantSpaPets AllowedHandicapped Rooms/FacilitiesNo Smoking Rooms/FacilitiesFamily Friendly
Show All Amenities

Guest Rating

8.1

Very Good

Based on 72 reviews

Location Of Hotel

9.3

Hotel Cleanliness

8.3

Hotel Staff

9.1

Overall Quality

8.1

Show 1 Verified Reviews

About

Where a bayside cool retreat awaits: a rebirth of an 1898 original boarding house where watermen ran the docks and crabs were piled high on picnic tables. The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear in an irreverent manner. This waterfront hotel makes you feel right at home with its welcoming vibe and great offerings: Tickler’s Crab Shack & Restaurant, Bar Mumbo, a private marina with 25 boat slips, charter fishing trips, and plenty of fun-filled activities. Wylder Hotel Tilghman Island is an awesome location for overnight guests, locals, as well as private gatherings and celebrations. A short drive from Baltimore, Washington D.C. and Philadelphia, Tilghman Island is a relaxed, yet exciting Eastern Shore escape. Drive through St. Michael’s, past the farmland, corn stalks and pumpkin patches, and over the drawbridge across Knapp’s Narrow, and you’ll be on our 3-mile stretch of salty paradise. From charter fishing, to sailing and kayaking, Tilghman Island life is built around the Chesapeake Bay and its bounty of pleasures. Crack your blue crab in the glow of our super-sized sunset, wash it down with a cold one and give yourself a high five from us here at Tilghman Island.

Guest Policies

Check-in:

After 16:00

Check-out:

Before 11:00

Pets:

Pets are allowed. Charges may apply.

Important Info:

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Guests under the age of 18 can only check in with a parent or official guardian. The resort fee includes the following: -Wifi -Parking -Paddleboards, Kayaks, Canoes -Heated Saltwater Pool -Fire Pits -Lawn Games -Woodfired Sauna -Bicycles - Continental breakfast served daily from 7:00-10:00 Please note that well-behaved dogs are permitted at this dog-friendly property. A nightly, per dog fee will be assessed. Contact property for details.

Features & Amenities

Highlighted Amenities:

Beachfront
Free Internet Access
Free Parking
Health Services
Swimming Pool
Swimming Pool
Restaurant
Spa
Pets Allowed
Handicapped Rooms/Facilities
No Smoking Rooms/Facilities
Family Friendly

Amenities & Services:

Accessible parking
Beachfront
Daily disinfection
Family rooms
Fence around pool
Free Wi-Fi
Free parking
Heated pool
Kids' pool
Non-smoking property
Non-smoking rooms available
Outdoor pool
Pets allowed
Pool with view
Private beach
Restaurant (special diets available)
Restaurant(s)
Salt-water pool
Spa/sauna
Swimming pool

Guest Rating

8.1

Very Good

Based on 72 reviews

Location Of Hotel

9.3

Hotel Cleanliness

8.3

Hotel Staff

9.1

Overall Quality

8.1

Pros +

  • This was a spur of the moment find. We couldnt have been happier with how charming and quaint this hotel is. Friendly staff, so clean and inviting.

Business Traveler (2)

Solo Traveler (5)

Traveling as Couple (93)

Family with Young Children (32)

Group Traveler (15)

Total (72)

10.0
3/10/2025
This was a spur of the moment find. We couldnt have been happier with how charming and quaint this hotel is. Friendly staff, so clean and inviting.

Room Options

1/8

Double Cabin

196 sqft • 1 Double and 1 Single

Air conditioningAlarm clockBath or ShowerBathrobe(s)

Room Details and Photos

1/9

Waterview Classic

166 sqft • 1 Double

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Room Details and Photos

1/12

Deluxe Waterview

221 sqft • 1 Queen

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Room Details and Photos

1/8

Bungalow 2 Queens

300 sqft • 2 Queen

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Room Details and Photos

1/7

Bungalow King

300 sqft • 1 King

Air conditioningAlarm clockBath or ShowerBathrobe(s)

Room Details and Photos

Location

Wylder Hotel - Tilghman Island

21551 Chesapeake House Drive, Saint Michaels, MD