Wylder Hotel - Tilghman Island
21551 Chesapeake House Drive, Saint Michaels
Checking price…
Top-rated location
Guests rate location 9.3/10.
By the beach
Steps from the sand.
Pool on site
Cool off without leaving.
Guests loved it
Great location
Popular amenities
About Wylder Hotel - Tilghman Island
Waterfront Charm and History
Experience the rebirth of a historic 1898 boarding house where watermen once ruled and crabs were a staple. The Wylder Hotel Tilghman Island pays homage to the hardworking fishermen of the past with a touch of irreverence, offering a welcoming vibe that instantly makes you feel at home.
Exciting Amenities
Indulge in the delights of Tickler’s Crab Shack & Restaurant and Bar Mumbo, or take advantage of the private marina with 25 boat slips. For adventure seekers, charter fishing trips and a variety of fun activities await. Whether you're an overnight guest or a local, there's something for everyone at this waterfront gem.
Eastern Shore Paradise
Good to know about Wylder Hotel - Tilghman Island
Check-in
04:00 PM
Check-out
11:00 AM
Pets
Allowed
Children
Welcome
How Wylder Hotel - Tilghman Island's price works
One flat fee
The price is what the hotel charges us plus one small, flat service fee — the same for every guest.
No surveillance pricing
We never use your device, location or browsing history to decide what you pay.
All-in, no surprises
Taxes and known fees are shown up front. What you see is what you book.
Wylder Hotel - Tilghman Island reviews
Very good
222 reviews · updated January 2026
Guests loved
- + Great location
- + Friendly staff
- + Lovely views
- + Cozy atmosphere
Worth noting
- – Limited food service
- – Small room size
- – Cold food at buffet
Things to do near Wylder Hotel - Tilghman Island
21551 Chesapeake House Drive, Saint Michaels
Open in Google Maps ↗Wylder Hotel - Tilghman Island property amenities
Internet
- WiFi available
- Free WiFi
Parking & transportation
- Parking
- Free Parking
- Private parking
- Accessible parking
Pools, spa & fitness
- Swimming pool
- Sauna
- Outdoor pool
- Outdoor pool - seasonal
- Pool with view
- Heated pool
- Salt-water pool
Food & drink
- Restaurant
- Bar
- Sun loungers or beach chairs
Family
- Family rooms
- Kid meals
Things to do
- Garden
- Sun terrace
- Board games/puzzles
- Beachfront
- Water sport facilities on site
- Private beach area
Services & conveniences
- Daily housekeeping
- Concierge service
Climate & comfort
- Non-smoking rooms
- Air conditioning
- Heating
- Non-smoking throughout
More
- Pets allowed
- Fishing
- Cycling
- Meeting/banquet facilities
- Canoeing
- Special diet menus - on request
- Outdoor furniture
- Picnic area
- Wine/champagne
- Outdoor fireplace
Wylder Hotel - Tilghman Island room amenities
Bedroom
- Linen
- Sofa
Bathroom
- Hair dryer
- Bathrobe
- Private bathroom
- Toilet paper
- Designer toiletries
- Shower
- Toilet
Entertainment
- Satellite channels
- TV
Food & drink
- Refrigerator
Comfort
- Air conditioning
- Heating
More
- Desk
- Bottle of water
- Shampoo
- Daily housekeeping
- Private entrance
- Alarm clock
- Sauna
- Outdoor furniture
- Upper floors accessible by stairs only
- Seating Area
- Separate sitting area
Frequently asked questions about Wylder Hotel - Tilghman Island
What are the check-in and check-out times at Wylder Hotel - Tilghman Island?
Check-in starts at 04:00 PM and check-out is by 11:00 AM.
Does Wylder Hotel - Tilghman Island have WiFi?
WiFi is available at Wylder Hotel - Tilghman Island. Check your room's details for whether it's free or carries a charge.
Is parking available at Wylder Hotel - Tilghman Island?
Yes, parking is available at Wylder Hotel - Tilghman Island. A fee may apply — see the property's important information.
Does Wylder Hotel - Tilghman Island have a pool?
Yes — Wylder Hotel - Tilghman Island has a swimming pool.
Does Wylder Hotel - Tilghman Island have a spa?
Yes, Wylder Hotel - Tilghman Island offers spa or wellness facilities.
Does Wylder Hotel - Tilghman Island have a restaurant?
Yes, there is on-site dining at Wylder Hotel - Tilghman Island. There's also a bar or lounge.
Do the rooms at Wylder Hotel - Tilghman Island have air conditioning?
Yes, rooms at Wylder Hotel - Tilghman Island have air conditioning.
Is Wylder Hotel - Tilghman Island wheelchair accessible?
Wylder Hotel - Tilghman Island offers facilities for guests with disabilities. Contact the property to confirm the specifics for your needs.
Is Wylder Hotel - Tilghman Island pet-friendly?
Yes, pets are allowed at Wylder Hotel - Tilghman Island.
Is Wylder Hotel - Tilghman Island family-friendly?
Yes, Wylder Hotel - Tilghman Island welcomes families and offers family facilities.
Is Wylder Hotel - Tilghman Island non-smoking?
Yes, Wylder Hotel - Tilghman Island is non-smoking throughout.
How far is Wylder Hotel - Tilghman Island from Honolulu airport (HNL)?
It's about 4872 mi (straight-line) from Honolulu airport (HNL).
What's the closest beach to Wylder Hotel - Tilghman Island?
The nearest is Lanikai Beach, about 4858 mi away (straight-line).
What is the cancellation policy at Wylder Hotel - Tilghman Island?
It depends on the rate you pick — many rooms at Wylder Hotel - Tilghman Island offer free cancellation. You'll see each room's exact policy before you book.
Are there extra fees at Wylder Hotel - Tilghman Island?
Wylder Hotel - Tilghman Island may charge a resort fee. Any mandatory property fees are shown in your all-in total before you book — no surprises at checkout.
What guest services does Wylder Hotel - Tilghman Island offer?
Wylder Hotel - Tilghman Island offers services such as concierge.
Is Wylder Hotel - Tilghman Island a good place to stay?
Guests rate it 8.7/10 (Very good) across 222 reviews.
How does pricing work at Wylder Hotel - Tilghman Island on travelpluscost?
One honest price: what the hotel charges us plus one small flat fee — the same for everyone, never based on your data. No hidden markup and no fake discounts.
Wylder Hotel - Tilghman Island policies
Parking
Free private parking is possible on site (reservation is not needed).
Internet
WiFi is available in all areas and is free of charge.
Children and extra bed policy
Children of any age are allowed. You haven't added any cots. You haven't added any extra beds.
Pets
Pets are allowed. Charges may be applicable.
Groups
When booking more than 9 rooms, different policies and additional supplements may apply.
You need to know about Wylder Hotel - Tilghman Island
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 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. A deposit may be required at the property.
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