Enjoy some extra space with 2 rooms for 2 adults, 1 child

2 × Waterman's Galley
Price for:
Max adults: 2
Max adults: 2
Each unit has:
Bed: 1 double bed
Non-refundable
Pay the property before arrival
We have 5 left
US$342 per night
Price US$1,254
3 nights, 2 adults, 1 child
Reserve your selections
Don't worry — pressing this button won't charge you anything!

About this property

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.

Couples particularly like the location — they rated it 9.6 for a two-person trip.

Distance in property description is calculated using © OpenStreetMap

Property highlights

Perfect for a 3-night stay!

Top location: Highly rated by recent guests (9.6)

Rooms with:

  • River view

  • Pool with a view

  • Free private parking available at the hotel


Availability

 ! 

Please select one or more options you want to book

All available rooms

Start of dialog content
Something went wrong. Please try again later.
End of dialog content
Waterman's Galley
  • Non-refundable
  • Pay the property before arrival
  • 1 double bed
US$627 for 3 nights
  • You won't be charged yet
Start of dialog content
Something went wrong. Please try again later.
End of dialog content
Partial Waterview Full
  • Non-refundable
  • Pay the property before arrival
  • 1 double bed
US$627 for 3 nights
  • You won't be charged yet
Start of dialog content
Something went wrong. Please try again later.
End of dialog content
Queens Quarters
  • Non-refundable
  • Pay the property before arrival
  • 1 large double bed
US$681 for 3 nights
  • You won't be charged yet
Start of dialog content
Something went wrong. Please try again later.
End of dialog content
Partial Waterview Queen
  • Non-refundable
  • Pay the property before arrival
  • 1 large double bed
US$681 for 3 nights
  • You won't be charged yet
Start of dialog content
Something went wrong. Please try again later.
End of dialog content
Bungalow King
  • Non-refundable
  • Pay the property before arrival
  • 1 extra-large double bed
US$749 for 3 nights
  • You won't be charged yet
Start of dialog content
Something went wrong. Please try again later.
End of dialog content
Waterfront King Suite
  • Non-refundable
  • Pay the property before arrival
  • 1 extra-large double bed
US$965 for 3 nights
  • You won't be charged yet

Error: Please select one or more options you want to book

Select a room type and the number of rooms you want to reserve.
Room type Number of guests Today's price Your choices

How many rooms will you need for your stay? Please select here.

Select rooms
Waterman's Galley
To fit 2 adults, 1 child, you'll need to select 2 of these
  • 1 double bed
210 feet²
Pool with a view
Air conditioning
Ensuite bathroom
Flat-screen TV
Sauna
Free WiFi

  • Free toiletries
  • Bathrobe
  • Toilet
  • Bath or shower
  • Towels
  • Linen
  • TV
  • Heating
  • Hairdryer
  • Carpeted
  • Cable channels
  • Alarm clock
  • Upper floors accessible by stairs only
  • Toilet paper
  • Carbon monoxide detector
  • Single-room air conditioning for guest accommodation
Max adults: 2
US$171 per night
Price US$627
Included: US$ 38 Resort fee per night
Excluded: 10 % Tax
  • Non-refundable
  • Pay the property before arrival
  • We have 5 left
  • 1 double bed
165 feet²
Pool with a view
Air conditioning
Ensuite bathroom
Flat-screen TV
Sauna
Free WiFi
Max adults: 2
US$171 per night
Price US$627
Included: US$ 38 Resort fee per night
Excluded: 10 % Tax
  • Non-refundable
  • Pay the property before arrival
  • We have 3 left
  • 1 large double bed
195 feet²
River view
Pool with a view
Air conditioning
Ensuite bathroom
Flat-screen TV
Sauna
Free WiFi
Max adults: 2
US$189 per night
Price US$681
Included: US$ 38 Resort fee per night
Excluded: 10 % Tax
  • Non-refundable
  • Pay the property before arrival
  • We have 4 left
  • 1 large double bed
220 feet²
River view
Pool with a view
Air conditioning
Patio
Ensuite bathroom
Flat-screen TV
Sauna
Free WiFi
Max adults: 2
US$189 per night
Price US$681
Included: US$ 38 Resort fee per night
Excluded: 10 % Tax
  • Non-refundable
  • Pay the property before arrival
  • We have 2 left
  • 1 extra-large double bed
300 feet²
Pool view
River view
Pool with a view
Air conditioning
Patio
Ensuite bathroom
Flat-screen TV
Sauna
Free WiFi
Max adults: 2
US$212 per night
Price US$749
Included: US$ 38 Resort fee per night
Excluded: 10 % Tax
  • Non-refundable
  • Pay the property before arrival
  • We have 4 left
  • 1 extra-large double bed
400 feet²
River view
Pool with a view
Air conditioning
Spa bath
Ensuite bathroom
Flat-screen TV
Sauna
Free WiFi
Max adults: 2
US$284 per night
Price US$965
Included: US$ 38 Resort fee per night
Excluded: 10 % Tax
  • Non-refundable
  • Pay the property before arrival
  • We have 1 left
  • You won't be charged yet

Guest reviews

Categories:

Staff
Facilities
Cleanliness
Comfort
Value for money
Location
Free WiFi

Select topics to read reviews:

Guests who stayed here loved

  • Heather
    United States United States
    So many activities to stay busy. Very quiet. Staff was very pleasant. The views were amazing. We will be back!!
  • Maddie
    United States United States
    We loved all the amenities the hotel offered. It felt like an actual summer camp! It was truly a paradise getaway from the city. There was so much to do and they made you feel right at home. We were able to get a room upgrade to one of the...
  • Jonte
    United States United States
    Out of the way! Wonderful location and so very peaceful! Can’t wait to go back.
  • Dana
    United States United States
    Food - stay here for the food. This is a relaxing and enjoyable Eastern Shore Maryland experience. The food is worth the stay. If you appreciate good food, stay here.
  • Abby
    United States United States
    This was a spur of the moment find. We couldn’t have been happier with how charming and quaint this hotel is. Friendly staff, so clean and inviting.
  • Andrew
    United States United States
    We were running late when we arrived but check in was quick and easy. The room fit our needs perfectly.
  • Lillian
    United States United States
    I think the breakfast was not the best . It was fine . It was at the location and that was good but otherwise it was just ok. Didn't have a black tea available and the baked goods were not good not the freshest. location was good. View was great...
  • Richele
    United States United States
    Peaceful with many opportunities to enjoy the natural surroundings— kayaks, canoes,bikes, beach, pool, lawn games, brick walkways etc. Beautiful views.
  • Rafael
    United States United States
    Beautiful property peaceful with wonderful amenities.
  • Jaclyn
    United States United States
    I enjoyed the continental breakfast in the morning. It was super convenient (and also very tasty). The whole property is an enjoyable atmosphere. The pool was clean and the perfect temperature.

Hotel surroundings

Restaurants

2 restaurants on site
  • Tickler's Crab Shack
    • Cuisine
      Seafood
    • Open for
      Lunch • Dinner
    • Ambiance
      Family friendly
    • Dietary options
      Vegetarian • Vegan • Gluten-free
  • Bar Mumbo
    • Cuisine
      Seafood
    • Open for
      Lunch • Dinner
    • Ambiance
      Romantic
    • Dietary options
      Vegetarian • Vegan • Gluten-free

House rules

Wylder Hotel - Tilghman Island takes special requests - add in the next step!
Check-in
From 16:00 to 20:00
Guests are required to show a photo identification and credit card upon check-in
Check-out
From 08:00 to 11:00
Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Please check what conditions may apply to each option when making your selection.
Children and beds

Child policies

Children of any age are welcome.

To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.

Cot and extra bed policies

Cots and extra beds are not available at this property.

Age restriction
The minimum age for check-in is 21
Pets
Pets are allowed. Charges may be applicable.
Groups
When booking more than 9 rooms, different policies and additional supplements may apply.
Cards accepted at this hotel
American ExpressVisaMastercardDiscover Cash is not accepted

The fine print

Need-to-know information for guests at this property

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.

Guests are required to show a photo identification 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.