
Tilghman Holiday Packages
Save when you book Tilghman package deals

Book your Tilghman holiday
Do you want to save some dollarydoos with Wotif?
We can bundle your accommodation and flights into a tidy little package.
Tilghman here we come!
So, what's stopping you? Book now and save up to . Simply mix and match from more than 550 partner airlines and 665,000 worldwide properties.
All travellers love a good deal, and Wotif's awesome prices will definitely satisfy. You'll be zipping up your bags and hitting the skies in less than no time.
Tilghman Accommodation
Wotif's got your back when it comes to locking in an awesome place to stay. You'd best put your skates on though. There are only 5 accommodations in Tilghman.
Supposed to have booked your accommodation by now? Left it to the very last minute? No probs — we've got your back. Check out The Tilghman Island Inn (21384 Coopertown Road) or the Lazyjack Inn on Dogwood Harbour (5907 Tilghman Island Road).
Holidays to Tilghman
When in doubt, travel. But before you jet off on your next epic adventure to Tilghman, let us show you how to find it on a map.Tilghman has a few prominent cities right on its doorstep. Chesapeake Beach is 17 kilometres away to the west. You can also easily make your way to Shady Side, which is 20 kilometres to the northwest.
Travelling's about meeting stacks of new people and sharing awesome moments. With around 800 people in this part of Eastern Shore, you'll be sure to make friends with a few like-minded individuals.
Top Tilghman hotels

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
"We enjoyed the location and peaceful setting. Only disappointment…no WiFi access."
Reviewed on 29 June 2026

The Tilghman Island Inn
"Nice spot with access to downtown St Michaels. The only unfortunate part of our stay was the restaurant was closed for renovations. Staff was kind and helpful during our stay and the room was very clean. Property right on the canal; so perfect for boaters too!! Also- dog friendly, we appreciated ..."
Reviewed on 30 June 2026

Wylder Tilghman Island
"Property and the grounds were really beautiful and well maintained. Rooms were somewhat small, but there were so many outdoor places to hang out it was not a problem."
Reviewed on 27 June 2026
