Book on our site
up to 10% cheaper
than Booking.com
Wylder Hotel - Tilghman Island Exterior photoWylder Hotel - Tilghman Island Amenities photoWylder Hotel - Tilghman Island Beach photo

WYLDER HOTEL - TILGHMAN ISLAND

•
8.8|Great
Check rooms and rates
From$334 /nightOnly on Our Website-10%
Check-in
24Oct
Check-out
25Oct
Guests
2 Guests
Key details

About the Hotel

21551 Chesapeake House Drive, Tilghman, MD 21671
-
Near Dogwood Harbor
Great
8.8
/10
3.6
4.0
/5

Waterfront hotel on Tilghman Island with private marina and complimentary outdoor activities

Outdoor Recreation & Entertainment

The heated saltwater pool opens in April and lasts until October, and the sauna is available on site. Complimentary outdoor activities include kayaks, bikes, and lawn games like bocce and cornhole. Live music and entertainment are available at the pool area, alongside outdoor fire pits.

Dining

The hotel offers two on-site dining options: Tickler's Crab Shack and Bar Mumbo. Tickler's serves locally sourced Chesapeake Bay seafood, including blue crab, with both indoor and outdoor seating. Bar Mumbo provides a full-service bar and light fare, often accompanied by live music and happy hour specials.

Rooms & Accommodations

The main building is a restored 1898 boarding house, and additional private bungalows surround the property. All rooms include private bathrooms, air conditioning, and heating, with some bungalows having renovated showers. Family rooms are available, and pet-friendly accommodations allow dogs in rooms and at outdoor dining spaces.

Location & Nearby Attractions

The hotel is located on a 3-mile island on the Chesapeake Bay, 15 minutes from St. Michael's. It occupies 9 acres of waterfront property with a private marina that has 25 boat slips. Nearby are the Chesapeake Bay Maritime Museum and opportunities for charter fishing and sailing.

Family & Pet-Friendly

The hotel provides complimentary bicycles, kayaks, and board games for families with children. Kids' meals are available at Tickler's Crab Shack, and the heated saltwater pool is open from April to October. Pets are welcome throughout the property, and Tickler's offers a dog menu and outdoor seating for dogs.

Highlights

Marina: 25-slip private marina on Chesapeake Bay

Dining: Tickler's Crab Shack and Bar Mumbo

Outdoor Activities: Heated saltwater pool, sauna, complimentary kayaks, bikes

Family: Kids' meals, complimentary board games, lawn games

Pets: Pet-friendly rooms and dog menu at Tickler's

Weddings: Customizable wedding packages and event hosting

“The genuine Chesapeake spirit here is palpable, especially from the waterfront seating, while the grounds invite leisurely exploration by bike or simply by pausing at one of the many fire pits. It's a place that feels deeply connected to its surroundings, offering a serene escape with thoughtful touches that make a real difference to your stay.”
Hotel logo
James DavidEditor-in-Chief at Usmaryland

Select your room type

Wylder Hotel - Tilghman Island offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
  • Partial Waterview Queen
    2 persons
    220 sq. feet
    1 King-size bed
    Partial View
    Air conditioning
    Heating
  • Widow's Walk Suite
    2 persons
    400 sq. feet
    1 King-size bed
    Air conditioning
    Balcony
  • Waterman's Galley
    2 persons
    220 sq. feet
    1 Double bed
    Air conditioning
    Heating
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Wylder Hotel - Tilghman Island offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.9/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • Concierge desk
  • Pets allowed
  • Security
  • Private beach
  • Fireplace
  • Smoke detectors
  • Fire extinguishers
  • Key access

Sports & Fitness

  • Canoeing
  • Cycling
  • Fishing

Guest Parking

  • Private parking is possible on site for free.

Services

  • Housekeeping
  • Welcome drink
  • Happy hour

Dining

  • Restaurant
  • Bar/ Lounge area
  • Picnic area/ Tables
  • Special diet menus

Business

  • Meeting/ Banquet facilities

Children

  • Board games
  • Children's menu

Spa & Leisure

  • Saltwater pool
  • Seasonal outdoor pool
  • Heated swimming pool
  • Beach access
  • Sun loungers
  • Sun terrace
  • Garden area
  • Sauna
  • Pool with view
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Patio
  • Garden furniture
  • Dining table

Bathroom

  • Free toiletries

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
Show more

Dining Onsite

Wylder Hotel - Tilghman Island features an enchanting selection of dining experiences that embrace the spirit of locally sourced seafood and warm hospitality. From family-friendly settings to intimate escapes, each venue offers a distinct flavor of the Eastern Shore's culinary culture.
Wylder Hotel - Tilghman Island Restaurant photo
Wylder Hotel - Tilghman Island Restaurant photo
Wylder Hotel - Tilghman Island Restaurant photo

Tickler's Crab Shack

Seafood with vegetarian, vegan, and gluten-free options
Ambiance
Family-friendly environment with a casual, laid-back vibe
Key Offerings
Indulge in crab cakes, clam chowder, and crispy hush puppies, along with delicious sides like sweet potato fries, all while enjoying views of the marina.
Reservation
No
Open for lunch and dinner

Bar Mumbo

Seafood with vegetarian, vegan, and gluten-free options
Ambiance
Romantic atmosphere perfect for a serene dining experience or a cozy date night
Key Offerings
Savor a selection of fresh seafood dishes in a charming setting, ideal for enjoying afternoon lunches or sunset dinners.
Reservation
Recommended
Open for lunch and dinner

Wylder Hotel - Tilghman Island Location

21551 Chesapeake House Drive, Tilghman, MD 21671
Map view
Nearby
Church
Tilghman United Methodist Church
1800 ft
Skipjack -Rebecca T. Ruark Charter
2000 ft
Restaurants
Harrison's Chesapeake House
100 ft
21551 Chesapeake House Drive
Tickler's Crab Shack & Restaurant
800 ft
21551 Chesapeake House Dr Overwater Crab Shack & Waterfront Dining
Explore Tilghman
Local Highlights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Tilghman Watermen's Museum
8 minutes' walk
Museum showcasing the rich heritage of watermen on the Chesapeake Bay. Offers guided tours on select days.
Phillips Wharf Environmental Center
5-minute drive
Environmental center focused on coastal ecology. Features interactive exhibits and community events.
Dogwood Harbor
8 minutes' walk
Picturesque harbor perfect for photography and enjoying scenic boat views. Ideal for a leisurely walk.
Rebecca T Ruark
8 minutes' walk
Historic skipjack offering scenic cruises. Provides an authentic sailing experience on the Bay.
Kayaking and Paddleboarding
5-minute drive
Available at local rental shops. Great for exploring the surrounding waters and wildlife.
Fishing Charters
18 minutes' walk
Charters like Huntress Charters offer thrilling deep-sea fishing experiences for enthusiasts.
Yoga by the Bay
1-minute drive
Outdoor yoga sessions available seasonally. Promotes relaxation and mindfulness amidst nature.
Pick Your Own Farms
10-minute drive
Great summer activity for families. Engage in fruit picking and enjoy fresh produce.
Harrison's Chesapeake House
1 minute' walk
Casual dining featuring local seafood with beautiful bay views. Known for its crab cakes.
Tickler's Crab Shack & Restaurant
3 minutes' walk
Cozy eatery offering classic crab dishes and seafood favorites. A local hotspot for a laid-back meal.
Dockside Express Cruises
5-minute drive
Cruises featuring live music and scenic bayside views. Family-friendly with sunset options available.
Local festivals
varies
Seasonal events showcase local crafts, music, and food. Ideal for families and those seeking cultural experiences.
Getting around
  • City Centre
    Tilghman 10 min  ·  2700 ft
  • Airports
    Salisbury-Ocean City Wicomico Regional (SBY) 189 min  ·  78.0 mi
    Martin State (MTN) 352 min  ·  145.7 mi
Want to see Exclusive Early Booking Rate?
Get exclusive rates right now!
Check Rates
Property information and rules
Check-in
from 16:00-20:00
Check-out
from 08:00-11:00
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the entire hotel for free.
Pets
Pets are allowed on request.
Number of rooms:
44
Former name
wylder hotel tilghman hisland

Reviews and Ratings

Feedback about Wylder Hotel - Tilghman Island from previous guests about their experience.
Cleanliness
9.0/10
Comfort
8.9/10
Facilities
8.9/10
Free Wi-Fi
6.9/10
Location
9.7/10
Staff
9.4/10
Value for money
8.2/10
Pros
Engaging staff
Delicious food
Gorgeous grounds
Sparkling clean rooms
Waterfront setting
Cons
Small rooms
Dated bathrooms
Guest reviews
based on 113 reviews
8.8/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews

Next best alternative

Consider them for your next trip.