This hotel, housed in an 1898 original boarding house, is situated on a 3-mile island on the Chesapeake Bay. It features a swimming pool, two on-site restaurants, and pet-friendly rooms, set against a beachfront backdrop. The property includes Tickler’s Crab Shack & Restaurant and Bar Mumbo, along with a private marina offering charter fishing trips.
Should you book Wylder Hotel - Tilghman Island?
A beachfront hotel on a 3-mile island in the Chesapeake Bay.
Best for
- Beach access
- On-site dining
- Pet-friendly stays
- Access to charter fishing
Maybe not ideal for
- Limited local transport
Island beachfront setting
Located on a 3-mile stretch of the Chesapeake Bay, the hotel provides direct beach access. Enjoy the sun deck and garden areas, or make use of the private beach area.
On-site dining and drinks
Dine at Tickler’s Crab Shack & Restaurant for seafood or enjoy a drink at Bar Mumbo. Special diet meals are available upon request.
Pool and activities
Cool off in the outdoor swimming pool. The property also offers bicycle rentals and has water sports facilities on site.
Marina and fishing
With 25 boat slips at its private marina, the hotel can arrange charter fishing trips. Several other marinas are located nearby.
Rooms & rates
What you'll enjoy
Gallery
Amenities & facilities
Most popular facilities
- Sauna
- Beachfront
- Garden
- Outdoor swimming pool
- Bicycle rental
- 2 restaurants
- Free Wifi
- Daily housekeeping
Great for your stay
- 2 restaurants
- Parking
- Private bathroom
- Air conditioning
- Pet friendly
- Free Wifi
- Free parking
- Flat-screen TV
Private bathroom
- Toilet paper
- Towels
- Bath or shower
- Toilet
- Free toiletries
- Bathrobe
- Hairdryer
Bedroom
- Linens
- Alarm clock
Outdoors
- Outdoor fireplace
- Picnic area
- Outdoor furniture
- Beachfront
- Sun deck
- Private beach area
- Garden
Activities
- Bicycle rental
- Happy hour Additional charge
- Beach
- Water sports facilities on site
- Cycling
- Canoeing
- Fishing Additional charge
Location
21551 Chesapeake House Drive, Tilghman Island, MD 21671, United States, Saint Michaels, Maryland
Wylder Hotel - Tilghman Island is located in Saint Michaels, Maryland.
5 sights nearby, 3 of them within 0.5 mi; the closest is Tilghman on Chesapeake Community Association Marina at 0.3 mi.
Things to do nearby
- Tilghman on Chesapeake Community Association Marinamarina0.3 mi
- Kronsberg Parkpark0.3 mi
- Tilghman Waterman's Museummuseum0.4 mi
- Tilghman Island Marinamarina0.7 mi
- Back Creek Community Parkpark0.8 mi
Straight-line distances from the property · data © OpenStreetMap contributors
What guests say
8.8 / 10 · Very good on Booking.com, from 119 guest reviews
Wylder Hotel on Tilghman Island earns consistently warm reviews for its stunning waterfront views, friendly staff, and tranquil Eastern Shore atmosphere, making it a genuinely appealing coastal retreat. Those visiting in warmer months and prioritising scenery and outdoor activities over amenities will likely find it well worth the trip.
Reviews scoring 9–10: 22 · average 9.5
They wrote about: room, staff, location
Reviews scoring 7–9: 8 · average 8
They wrote about: room, breakfast, staff
No reviews in the selected score range.
Good to know
House rules
- Check-in
From 4:00 PM to 8:00 PM
Guests are required to show a photo ID and credit card at check-in.
- Check-out
From 8:00 AM to 11:00 AM
- Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Enter your stay dates and check the conditions of your selected option.
- Age restriction
The minimum age for check-in is 21
- Pets
Pets are allowed. Charges may apply.
- Groups
When booking more than 9 rooms, different policies and additional fees may apply.
Frequently asked questions
What is the hotel's location?
The hotel is on Tilghman Island, which is a 3-mile island on the Chesapeake Bay in Maryland.
Does the hotel have a restaurant?
Yes, there are two on-site restaurants: Tickler’s Crab Shack & Restaurant and Bar Mumbo.
Is parking available?
Yes, free parking is available for guests.
Does the hotel allow pets?
Yes, the hotel offers pet-friendly rooms.
Are there swimming pools?
Yes, there is an outdoor swimming pool on the property.
What types of rooms are available?
Room options include Double Cabin, Waterman's Galley, Partial Waterview Full, Queens Quarters, Partial Waterview Queen, Bungalow King, Bungalow 2 Queens, Widow's Walk Suite, and Waterfront King Suite.
Is Wi-Fi provided?
Free Wi-Fi is available for guests.