Secretary Vacations from $693

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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.
Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

2 out of 5
Price was $741, price is now $693 per person
$693
per person
Apr 9 - Apr 12
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
7.6/10 Good! (56 reviews)
Staff was courteous, but slow in directing to a room that needed a short approach due to mobility issues. ,(500 ft exterior walk is not user friendly &mobility challenge. Third time into office for room placement. Lock card did not work,after 1 night, No toiletries, a bar of soap! No cable print guide. Room amenities very poor. Ads said it had been renovated,but rooms sure did not look it. Overall poor communication,but one observant worker noticed people were moving about and opened the free breakfast 30 min early. Competitor- Red Roof Inn was all that this wasn't.

Reviewed on Nov 9, 2025

Cypress River Inn & Spa

Cypress River Inn & Spa

5 out of 5
Price was $1,034, price is now $940 per person
$940
per person
Apr 9 - Apr 12
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
No reviews
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3 out of 5
Price was $919, price is now $839 per person
$839
per person
Apr 9 - Apr 12
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
8.6/10 Excellent! (949 reviews)
Very good accommodation, not new but very neat and clean. Only a problem i have is twice charging. i paid when booked and also charged when checked in. Yesterday i claimed that i was doubled charged thru expedia site, but no reply yet. it has passed several days since i stayed, it should be resolved.

Reviewed on Jan 16, 2026

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

2 out of 5
Price was $742, price is now $694 per person
$694
per person
Apr 9 - Apr 12
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
5.2/10 (492 reviews)
Clean and cheap very nice people will stay again

Reviewed on Dec 15, 2025

Strawberry Crossroads

Strawberry Crossroads

2 out of 5
Price was $827, price is now $775 per person
$775
per person
Apr 9 - Apr 12
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
9/10 Wonderful! (7 reviews)
Quiet clean cabin off the beaten path!! Absolutely amazing place if you want something more private and rustic!!

Reviewed on Sep 1, 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
$211 nightly
The price is $240 total per night from Jan 22 to Jan 23
$240 total
Jan 22 - Jan 23
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Great rooms, amenities, staff

Reviewed on Dec 29, 2025

Hyatt Regency Chesapeake Bay
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $197 total per night from Jan 19 to Jan 20
$197 total
Jan 19 - Jan 20
Total with taxes and fees
8.8/10 Excellent! (843 reviews)
The atmosphere was grest. The restaurant was good and the srrvice was excellent. We were within walking distance of very good restaurants and the Christmas festival that was going on that weekend

Reviewed on Dec 29, 2025

The Tidewater Inn
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 26 to Jan 27
$109 total
Jan 26 - Jan 27
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 $693 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.