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 Escape to Tilghman Island, just a short drive from major cities like Baltimore, Washington D.C., and Philadelphia. Immerse yourself in the relaxed yet vibrant Eastern Shore lifestyle, filled with sailing, kayaking, and the freshest seafood. Book your stay now and discover the magic of Tilghman Island!
What this place offers
- WiFi available
- Free WiFi
- Parking
- Free Parking
- Non-smoking rooms
- Air conditioning
Policies & house rules
- Check-in from 16:00 until 20:00
- Check-out until 11:00
- Children welcome
- Pets allowed
- Free parking
Available rooms
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228 reviews
Guests liked
Guests mentioned
Business · Jul 2026
Unwind, relax, and recharge on a little slice of heaven on earth
From the moment we arrived, we were greeted with exceptional hospitality by Ramon and Lauren! We needed a bit more room than the unit we originally booked and were graciously upgraded the next night to accommodate our needs by Ramon.. Ramon offered help with our luggage and checked in throughout our long weekend stay; always with a smile, while Lauren solved our television issue promptly. The grounds are very well maintained offering a serene place to relax and recharge. Everything from the bikes available to ride and explore, the sauna and cold plunge, relaxing poolside, and enjoying our morning coffee outside on the waterfront was exactly what our souls needed. We will definitely be back to stay!
Family · Jul 2026
Anniversary Quick Getaway
This place was exactly what we needed to celebrate our anniversary while traveling with our toddler. The value for money felt very reasonable given everything included. There were plenty of activities for the whole family—our toddler had a blast with the pool, kayaking, and canoeing! Our room was clean, quiet, and relaxing. What set the experience apart was the staff. They were so kind and accommodated an early check-in and late check-out for us. They even gifted us a bottle of wine to celebrate our anniversary! Thank you Ramon and team. We will be returning!
Family · Jul 2026
Nice stay by the water
We loved being next to the water, the fire pits with s’mores kits were a lot of fun. We really enjoyed how peaceful and quiet it is and the amenities like kayak, paddle boards, bikes, and the saltwater pool. The restaurant on site to dine by the water was also a plus! The room we had was a little small and could use a little updating but overall we enjoyed our stay.
ANNAPOLIS, MARYLAND · Couples · Jul 2026
A Great Escape!!
Fantastic experience exceeded our expectations, the entire property is so well managed and cared for, highly recommend for an escape to Tilghman Island. Excellent staff, spotless everywhere, housekeeping excellent. Rooms well appointed and totally renovated just a few years ago. We came by boat, no dock fee, 30amp service, water depth 4+feet. Decks are old but very sufficient. Restaurant & bar do a great job, all good. Staying here is like stepping back in time, take a breath and enjoy!
Family · Jul 2026
Great stay
Great atmosphere, pretty waterfront property. Kayaks, paddle boards and a great pool. Really friendly and professional staff, who make it like your staying with friends. Fantastic drinks, the bartender knows what he's doing for sure. the food and crab are perfect. This was our 2nd time and we will be back.
Location
21551 Chesapeake House Dr · Tilghman