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

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$249 per night from 22 Feb to 23 Feb
AU$249
per night
22 Feb - 23 Feb
The Tilghman Island Inn: Pet-friendly inn with free breakfast and free WiFi. Guests love the helpful staff!
Loved the room and view. Balcony was so nice to have. Comfy bed. Cozy fireplace. Big bathroom. Yummy dinner, friendly staff.

Reviewed on 23 Nov 2025

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$260 per night from 1 Mar to 2 Mar
AU$260
per night
1 Mar - 2 Mar
Wylder Tilghman Island: Pet-friendly hotel with free breakfast and free WiFi. Located on the waterfront.
I wasn't happy about the $44 "resort fee", since we couldn't use the pool (off season) the chairs, but the bicycles were available.

Reviewed on 6 Dec 2025

Opens in a new windowWylder Tilghman Island
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is AU$339 per night from 22 Feb to 23 Feb
AU$339
per night
22 Feb - 23 Feb
Hyatt Regency Chesapeake Bay: Family-friendly resort with free WiFi and free parking. Located on the waterfront.
Nice stay, but a little too crowded.

Reviewed on 30 Jan 2026

Opens in a new windowHyatt Regency Chesapeake Bay
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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.