Girdletree Vacations from $397

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Your Girdletree Vacation

Spend less time planning and more time having fun adventures with a Girdletree vacation package. The neighborhood of Deep Hole, which is great for nature and views, will make an excellent base for your city escape. Fill your days with tours of Pocomoke River State Park, Nassawango Golf Course and Bishops Stock Fine Art, Craft & Wine, some of the top attractions you just have to see during a trip to Girdletree. Expedia will help you escape the everyday. Tailor your vacation to Girdletree to match your travel style, whatever that may look like.

The Latest Girdletree vacation packages

Price found within the past 48 hours. Click for updated prices.
St Michaels Inn

St Michaels Inn

2.5 out of 5
Price was $487, price is now $397 per person
$397
per person
Apr 17 - Apr 20
found 8 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
8.2/10 Very Good! (1,003 reviews)
Room was fine. Breakfast was poor with two empty hot breakfast servers. Rest of food substandard. Staff was nice

Reviewed on Jan 18, 2026

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
Downtown St. Michaels
Save 100% on your flight
Price was $965, price is now $668 per person
$668
per person
Apr 3 - Apr 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9.6/10 Exceptional! (369 reviews)
Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $2,121, price is now $1,637 per person
$1,637
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.6/10 Good! (95 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,318, price is now $1,076 per person
$1,076
per person
May 5 - May 8
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!

Reviewed on Aug 23, 2025

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Price was $822, price is now $683 per person
$683
per person
May 5 - May 8
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
6/10 (681 reviews)
Very helpful staff and clean property

Reviewed on Dec 2, 2025

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Girdletree Hotel Deals

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$119 nightly
The price is $134 total per night from Feb 26 to Feb 27
$134 total
Feb 26 - Feb 27
Total with taxes and fees
9.8/10 Exceptional! (511 reviews)
This was a Wonderful place to stay!! So much charm a the staff was wonderful!

Reviewed on Feb 17, 2026

Key West Cottages
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 out of 5
406 Punkin Ct Salisbury MD
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Mar 1 to Mar 2
$118 total
Mar 1 - Mar 2
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Didn't sleep well. The heating vent was louder than my wife's snoring. Also, the shower was not great.

Reviewed on Feb 23, 2026

Wingate by Wyndham Salisbury
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Mar 8 to Mar 9
$111 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Friendly staff, clean and comfortable rooms, delicious breakfast bar. Transportation to and from Salisbury Airport. Restaurants nearby.

Reviewed on Feb 22, 2026

Hampton Inn & Suites Salisbury/Fruitland
See all 877 properties in Girdletree
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.

Find the Best Girdletree Vacation Packages

Girdletree Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Population
150
Top Sights
Delmarva Discovery Center, Pocomoke River State Park and Julia A. Purnell Museum

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Frequently asked questions

How much does a Girdletree vacation package cost?
Offering excellent value package deals from $397 on Expedia, you'll be thrilled with how little a vacation to Girdletree costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Girdletree?
If you're hoping to score a cheap Girdletree vacation package, consider planning a trip in October, November and December. You'll generally find better rates on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Girdletree?
The ideal length for your Girdletree vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to go to all the main attractions and explore some hidden treasures along the way.
How to find the best Girdletree package deals?
Finding a cheap Girdletree package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Girdletree package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Girdletree vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Girdletree vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Girdletree?
If you're planning a spur-of-the-moment Girdletree adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Girdletree vacation packages?
Set off on your dream escape to Girdletree with help from our Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.