Tilghman Vacations

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Tilghman Hotel Deals

The Tilghman Island Inn

The Tilghman Island Inn

3.5 out of 5
21384 Coopertown Rd Tilghman MD
The price is NT$7,242 per night from Aug 9 to Aug 10
NT$7,242
NT$7,967 total
Aug 9 - Aug 10
includes taxes & fees
9.4/10 Exceptional! (144 reviews)
"I was not informed until after I had booked my visit that the restaurant and bar (on-site) was not open for business. And the breakfast offered was meager but nice. There were only two other rooms occupied the entire time we were there but it WAS a Sun - Tues. stay. Other restaurants were listed. ..."

Reviewed on 2026/7/14

The Tilghman Island Inn
Wylder Tilghman Island

Wylder Tilghman Island

2 out of 5
21551 Chesapeake Access Drive Tilghman MD
The price is NT$10,719 per night from Jul 17 to Jul 18
NT$10,719
NT$13,400 total
Jul 17 - Jul 18
includes taxes & fees
8.8/10 Excellent! (101 reviews)
"Love love love this place. Staff were amazing, room super comfortable, restaurant delicious. Loved the nightly bonfires. Did I mention how great the staff was? Only complaint- a bike garage is needed. That is prime cycling territory and having to store bikes in the car was… inconvenient."

Reviewed on 2026/7/12

Wylder Tilghman Island
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is NT$10,171 per night from Jul 28 to Jul 29
NT$10,171
NT$13,080 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"We love this hotel. the rooms are very comfy and super clean. The infinity pool and other amenities make this a great place to stay if you don't want to leave the resort. My one suggestion is better training for your servers. Most who helped us were super nice, but one or 2 seemed bothered that they ..."

Reviewed on 2026/7/14

Hyatt Regency Chesapeake Bay
See all 775 properties in Tilghman
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.

Stay near popular Tilghman attractions

Tilghman Watermen’s Museum

9.8/10 (6 reviews)
This waterfront museum chronicles Tilghman Island's maritime heritage through artifacts and oral histories. Explore a replica crab shanty and join weekend guided tours for insights into watermen's traditions.
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Frequently asked questions

How much does a Tilghman vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Tilghman costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Tilghman?
December, January and February are the best times to look for cheap Tilghman vacation packages. Opting to travel in quieter months means you can usually find lower prices on flights and accommodations.
How many days is enough for Tilghman?
The ideal length for your Tilghman vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to hit all the main sights and explore some hidden treasures along the way.
How to find the best Tilghman package deals?
Start your search for a Tilghman package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Tilghman package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Tilghman adventure off to a flying start.
Is it cheaper to book a Tilghman vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the flexibility to create a customized Tilghman vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Tilghman?
If you have your Tilghman vacation dates locked in, book as early as you can to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Tilghman?

  1. Pick your dates: The things you want to do in Tilghman and your favorite season can help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will probably be the biggest expense during your trip to Tilghman.
  3. Set the duration of your trip: Start by listing all the sights and activities you'd like to get to in Tilghman. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Tilghman vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.