Wylder Hotel - Tilghman Island Exterior photoWylder Hotel - Tilghman Island Exterior photoWylder Hotel - Tilghman Island Exterior photo

WYLDER HOTEL - TILGHMAN ISLAND

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From$334 /night
Check-in
10Jun
Check-out
11Jun
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

21551 Chesapeake House Drive, Tilghman, MD 21671
-
Near Dogwood Harbor
Great
8.7
/10
3.6
4.0
/5

Waterfront hotel on a 3-mile Chesapeake Bay island with a private marina and heated saltwater pool

Outdoor Recreation and Amenities

Wylder Hotel Tilghman Island sits on 9 acres of private waterfront property on the Chesapeake Bay. The hotel offers a heated saltwater pool open from April to October, along with a sauna and cold plunge for guests. Complimentary outdoor activities include kayaking, canoeing, biking, and use of the private marina with 25 boat slips.

Dining and Entertainment

On-site dining includes Tickler's Crab Shack and Bar Mumbo, both serving locally sourced seafood. The pool area features live music and entertainment during operating hours. Guests can also enjoy s'mores around the firepit at night and board games in the common areas.

Activities for Families and Children

The hotel provides complimentary use of kayaks, canoes, and paddle boards, which are suitable for children and adults. Lawn games such as bocce, corn hole, and other outdoor games are set up and ready to play. Board games and puzzles are available inside for family entertainment.

Weddings and Events

Wylder Hotel offers customizable wedding packages and event-oriented amenities, including a large event room with windows overlooking Harris Creek. The property is available for full buyout for private gatherings and celebrations. On-site event coordination is provided by the hotel's planning team.

Pet-Friendly Accommodations

The hotel is pet-friendly, with designated dog-friendly rooms available for booking. Outdoor dining spaces at Tickler's Crab Shack allow dogs to accompany guests during meals. The property includes ample outdoor space for dogs to roam and explore.

Highlights

Location: 3-mile island on the Chesapeake Bay, 15 min from St. Michael's

Pool: Heated saltwater pool, open April to October

Activities: Complimentary kayaking, canoeing, biking, lawn games

Dining: Tickler's Crab Shack, Bar Mumbo with local seafood

Wellness: Sauna and cold plunge on-site

Events: Customizable wedding packages with event hall

“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
    20 sq. feet
    1 King-size bed
    Air conditioning
    Heating
  • Widow's Walk Suite
    2 persons
    37 sq. feet
    1 King-size bed
    Air conditioning
    Balcony
  • Waterman's Galley
    2 persons
    20 sq. feet
    1 Double bed
    Air conditioning
    Heating
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!
June 2026 - June 2027
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Check-in/ Check-out

Facilities

Wylder Hotel - Tilghman Island offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.8/10Review 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

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
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
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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.
Review score
Based on 177 verified reviews
8.3 /10
Great
79 %
Recommend
Cleanliness
8.9/10
Comfort
8.7/10
Facilities
8.8/10
Free WiFi
6.9/10
Location
9.6/10
Staff
9.1/10
Value for money
8.1/10
Pros
Engaging staff
Delicious food
Gorgeous grounds
Sparkling clean rooms
Waterfront setting
Cons
Small rooms
Dated bathrooms
Guest reviews
based on 113 reviews
8.7/10
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.
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