
Secretary Vacations from $984
Book a Hotel + Flight or Car together to unlock savings
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.

Bay Club Resort by Coolvacay
Midtown Ocean City
$984
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
8.4/10 Very Good! (53 reviews)
First, the good: The location was great. Quick walk to the beach, plenty of quick-stop type of places for ice and other items (you definitely need to order a sandwich at Anthony’s Liquors!). Short drive to lots of restaurants and other entertainment. The kitchen was well-appointed (bring coffee filters!) and the furnishings comfortable.
The not-so-good: The floor was really grubby. My 10 month old grandson’s feet and hands were black within 15 min of crawling around on the floors, despite them appearing clean. The bathrooms were clean-ish. Otherwise, it was clean enough. Check in was confusing because you can’t check in till 5 and the office closes at 5, so ??? I was finally able to get in touch with someone who gave me instructions for accessing the keys to room.
Bottom line: I’d stay here again.
Reviewed on Sep 9, 2026

Beach Walk
Downtown Ocean City
$2,951
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
7.8/10 Good! (115 reviews)
The room was clean and comfortable. The staff were pleasant. Parking was an issue, but may have been due to bike week was going on. Good location.
Reviewed on Sep 13, 2026

Sea Bay Hotel
Midtown Ocean City
$3,012
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
8.2/10 Very Good! (673 reviews)
Rooms were only cleaned after checking out. No breakfast opportunities in the hotel. Staff nonexistent at the hotel you had to go to best Western across parking lot for help they were very nice there. Piece of advise stay parked board beach bus at 59th st.
Reviewed on Sep 15, 2026

The Shore House
West Ocean City
$2,836
per person
Nov 20 - Nov 27
found 24 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
6.6/10 (782 reviews)
You can hear your neighbors using the bathroom... doing other business. Terrible room card system. It might work for students or something.. but definitely not for solo female travelers.
Reviewed on Sep 14, 2026

Secretary Hotel Deals

St Michaels Inn
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
$93 nightly
$102 total
Oct 15 - Oct 16
Total with taxes and fees
8/10 Very Good! (1,021 reviews)
"Front desk and breakfast staff were friendly and amazing. Breakfast had good a variety of options. Housekeeping staff was rude. Extra blanket was dirty, otherwise the room was clean. Early morning renovations and construction was loud and woke us up."
Reviewed on Sep 14, 2026

Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$266 nightly
$302 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Great stay. We’ll be back!"
Reviewed on Sep 14, 2026

The Tidewater Inn
101 E Dover St Easton MD
$186 nightly
$205 total
Oct 15 - Oct 16
Total with taxes and fees
8.8/10 Excellent! (918 reviews)
"⭐️⭐️⭐️⭐️⭐️ Wonderful Birthday Getaway! We had a wonderful stay at The Tidewater Inn for my spouse’s birthday weekend. Our room was clean, spacious, comfortable, and perfect for a relaxing getaway. The location is one of the best parts of the property...you’re within walking distance of historic sites, ..."
Reviewed on Sep 12, 2026
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 $984 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.


















