Tilghman Holiday Packages

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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

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Tilghman Island MD
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets: Pet-friendly holiday home with WiFi and parking. Located on a river.
"We enjoyed the location and peaceful setting. Only disappointment…no WiFi access."

Reviewed on 29 June 2026

Opens in a new windowWaterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
The Tilghman Island Inn

The Tilghman Island Inn

3.5 out of 5
21384 Coopertown Rd Tilghman MD
Fully refundableReserve now, pay when you stay
The price is AU$357 per night from 20 July to 21 July
AU$357
20 July - 21 July
includes taxes & fees
The Tilghman Island Inn: Pet-friendly guesthouse with free breakfast and free WiFi. Guests love the helpful staff!
"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

Opens in a new windowThe Tilghman Island Inn
Wylder Tilghman Island

Wylder Tilghman Island

2 out of 5
21551 Chesapeake Access Drive Tilghman MD
Fully refundableReserve now, pay when you stay
The price is AU$643 per night from 6 July to 7 July
AU$643
6 July - 7 July
includes taxes & fees
Wylder Tilghman Island: Pet-friendly hotel with free breakfast and free WiFi. Located on a river.
"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

Opens in a new windowWylder Tilghman Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.