Secretary Vacations from $513

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Your Secretary Vacation

There's no better way to embark on an adventure than with one of our vacation packages to Secretary. The rich history and spectacular views are just two of the many reasons you'll want to stay in this fascinating city. During your trip to Secretary, take all the time you need for sightseeing. A perfect place to start is Bill Burton Fishing Pier State Park. Stop dreaming and start traveling. Check out the broad range of options on Expedia today and put your Secretary vacation plans into action!

The Latest Secretary vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $744, price is now $513 per person
$513
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9/10 Wonderful! (3,474 reviews)
Great hotel Love the amenities although the pool and game room was a bit crowded other than that the room was great we got the double bed double queens with the hot tub very cool view of the ocean and the city overall had a great time very clean would definitely go there again and stay a lot longer My suggestion pick this one you won't regret it

Reviewed on Apr 9, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $894, price is now $633 per person
$633
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9.4/10 Exceptional! (734 reviews)
We have stayed here five or six times in the last few months while doing a beach house renovation, always clean and inviting,the rooms are large and everyone is friendly and helpful.

Reviewed on Apr 9, 2026

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Save 100% on your flight
Price was $1,078, price is now $826 per person
$826
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9/10 Wonderful! (800 reviews)
We went during March so the weather was not warm yet but booked because I found a great deal and wanted to check out this hotel. Overall the grounds are nice. The bedroom was smaller than expected. Location is great with being right on the beach. Breakfast was typical since it was free. The pool was somewhat heated but not really but overall my kids were able to enjoy.

Reviewed on Apr 8, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,435, price is now $1,150 per person
$1,150
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.2/10 Very Good! (704 reviews)
Please don’t believe these reviews I had an excellent experience. The hotel was older but is a mom and pop hotel family feel.

Reviewed on Mar 31, 2026

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $2,294, price is now $1,855 per person
$1,855
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Partial view of beach. Excellent property for large groups. Nicer than my own house! Big balconies. Newer appliances.

Reviewed on Apr 9, 2026

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Secretary Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $297 total per night from Apr 20 to Apr 21
$297 total
Apr 20 - Apr 21
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Had a great time will be back soon

Reviewed on Apr 6, 2026

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $138 total per night from Apr 12 to Apr 13
$138 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Staff was amazing and kind. Room was very clean. Looks outdated but not too bad honestly. I would stay again.

Reviewed on Apr 9, 2026

St Michaels Inn
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $186 total per night from Apr 12 to Apr 13
$186 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (867 reviews)
Charming place to stay and it's in walking distance of great restaurants, art and music venues, and shopping. Short drive to other Eastern Shore towns and sights.

Reviewed on Apr 10, 2026

The Tidewater Inn
See all 256 properties in Secretary
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 Secretary Vacation Packages

Secretary Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Population
530
Top Sights
Bill Burton Fishing Pier State Park, Laytons Chance Vineyard and Winery and Choptank River Lighthouse

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Frequently asked questions

How much does a Secretary vacation package cost?
You'll find cheap prices from $513 on Expedia for your Secretary break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Secretary costs.
What are the cheapest months to go to Secretary?
November, December and January are the best times to search for cheap Secretary vacation packages. Choosing to travel in less busy periods means you can typically find lower prices on flights and hotels.
How many days is enough for Secretary?
The ideal duration of your Secretary vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to visit all the major attractions and discover some hidden spots along the way.
How to find the best Secretary package deals?
Start your search for a Secretary package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Secretary package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Secretary adventure underway.
Is it cheaper to book a Secretary vacation as a package?
You can enjoy significant savings on your Secretary getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Secretary?
If you have your Secretary vacation dates confirmed, book as early as you can to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Secretary vacation packages?
Your Secretary getaway should be a relaxing escape from your daily routine, not a source of money worries. So to give you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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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.