Secretary Vacations from $584

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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.
Francis Scott Key Family Resort

Francis Scott Key Family Resort

2.5 out of 5
West Ocean City
Price was $655, price is now $584 per person
$584
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.6/10 Excellent! (19 reviews)
The front desk lady was a wonderful, helpful person. Sweet personality as well as knowledgeable.

Reviewed on Oct 2, 2025

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $651, price is now $586 per person
$586
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
7.4/10 Good! (170 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.

Reviewed on Oct 1, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $659, price is now $596 per person
$596
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
Clean rooms, nice staff!! I will be booking again

Reviewed on Jan 13, 2026

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was $842, price is now $765 per person
$765
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.8/10 Excellent! (1,000 reviews)
Great rooms, amenities, staff

Reviewed on Dec 29, 2025

Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 out of 5
Price was $644, price is now $593 per person
$593
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
6.4/10 (881 reviews)
Hotel was clean. Staff very friendly. I liked the breakfast just wish there were more variety. Worth the trip!

Reviewed on Dec 12, 2025

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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
$204 nightly
The price is $232 total per night from Feb 9 to Feb 10
$232 total
Feb 9 - Feb 10
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Great rooms, amenities, staff

Reviewed on Dec 29, 2025

Hyatt Regency Chesapeake Bay
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

2.5 out of 5
8708 Alicia Drive Easton MD
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $131 total per night from Jan 18 to Jan 19
$131 total
Jan 18 - Jan 19
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Clean room and friendly staff!

Reviewed on Dec 31, 2025

Best Western Plus Easton Inn & Suites
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundable
$99 nightly
The price is $109 total per night from Jan 18 to Jan 19
$109 total
Jan 18 - Jan 19
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Good value and close to downtown.

Reviewed on Dec 31, 2025

St Michaels Inn
See all 253 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 $584 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.