Title: Secretary Vacation Packages 2026 from $1,037 | Expedia.com

[Hotels in Secretary](https://expedia.com/Secretary-Hotels.d3000440876.Travel-Guide-Hotels)[Vacation Rentals in Secretary](https://expedia.com/Secretary-Vacation-Rentals.d3000440876.Travel-Guide-VacationRentals)[Flights to Secretary](https://expedia.com/Cheap-Flights-To-Secretary.d3000440876.Travel-Guide-Flights)[Car Rentals in Secretary](https://expedia.com/Car-Rentals-In-Secretary.d3000440876.Car-Rental-Guide)

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# Secretary Vacations from $1,037

## 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](https://www.expedia.com/Bill-Burton-Fishing-Pier-State-Park-Trappe.d553248633992438879.Vacation-Attraction). 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](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/7811430e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$1,037

per person

May 23 - May 27

found 16 hours ago

Roundtrip flight included

New York (NYC) to Salisbury (SBY)

9/10 Wonderful! (3,446 reviews)

Clean room and facility. Parking lot was for larger SUVS but that was not enforced and we had to park on street as our vehicle would not fit in parking garage. When checking in it seemed to be a bother and no apologies for lack of parking in February, hate to think what it would be like in summer. I merely asked where we could park. Never got an enjoy your stay or explanation of facilities. The checkout was polar opposite pleasant and asked about our stay and hoped we would return

Reviewed on Mar 12, 2026

![Fenwick Shores, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/83ce2997_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fenwick Shores, Tapestry Collection by Hilton

$1,398

per person

Jun 5 - Jun 9

found 23 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

9.4/10 Exceptional! (725 reviews)

I love staying at this place! This time though I had a broken lamp in the room and the pool was not heated. Ultimately I would still choose Fenwick Shores. Being a woman who travels alone I feel safe here.

Reviewed on Mar 14, 2026

![Ocean Terrace Family Apartments](https://images.trvl-media.com/lodging/91000000/90730000/90727900/90727842/c458462b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Terrace Family Apartments

Downtown Ocean City

$1,352

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip non-stop flight included

New York (LGA) to Salisbury (SBY)

8/10 Very Good! (31 reviews)

The unit was outdated, small, and had mismatched and old furniture. The shower in one of our bathrooms wouldn’t drain. The oven did not work. There was only one television. Concerns couldn’t be communicated because the staff hardly spoke English (although they were very nice). The unit was in a really nice location - 1.5 blocks from the boardwalk and beach. We liked the outside showers.

Reviewed on Aug 9, 2025

![Empress Motel](https://images.trvl-media.com/lodging/91000000/90730000/90727900/90727826/186be440_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Empress Motel

Downtown Ocean City

$1,213

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip non-stop flight included

New York (LGA) to Salisbury (SBY)

7.8/10 Good! (149 reviews)

Exactly as advertised and a 2 minute walk to the beach. Would stay again.

Reviewed on Oct 16, 2025

![Castle in the Sand](https://images.trvl-media.com/lodging/2000000/1460000/1458400/1458332/d4c6fa63_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Castle in the Sand

Midtown Ocean City

$1,065

per person

Jun 5 - Jun 9

found 23 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

8.8/10 Excellent! (1,000 reviews)

Great place and location

Reviewed on Jan 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Secretary

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-18/2026-04-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ESN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Secretary Hotel Deals

![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Fully refundableReserve now, pay when you stay

$228 nightly

$259 total

Mar 25 - Mar 26

Total with taxes and fees

8.8/10 Excellent! (1,000 reviews)

The pools were warm and relaxing

Reviewed on Mar 9, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=890486&PinnedHotelID=890486&HadPinnedHotel=true&regionId=3000440876)

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$103 nightly

$114 total

Mar 31 - Apr 1

Total with taxes and fees

8.2/10 Very Good! (1,000 reviews)

Continental breakfast was unavailable. When asked why breakfast was not available was told due to remodeling and that we should have been told when we checked in. Should have been informed long before check in! Bed was extremely uncomfortable, well past needing to be replaced.

Reviewed on Mar 12, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=10281&PinnedHotelID=10281&HadPinnedHotel=true&regionId=3000440876)

![Days Inn & Suites by Wyndham Cambridge](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/4c4274c5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

Fully refundableReserve now, pay when you stay

$71 nightly

$79 total

Mar 22 - Mar 23

Total with taxes and fees

6.6/10 (1,002 reviews)

It was short and the bathroom could have been a bit cleaner.

Reviewed on Mar 2, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=912574&PinnedHotelID=912574&HadPinnedHotel=true&regionId=3000440876)

[See all 248 properties in Secretary](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&regionId=3000440876)

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](https://www.expedia.com/Bill-Burton-Fishing-Pier-State-Park-Trappe.d553248633992438879.Vacation-Attraction), [Laytons Chance Vineyard and Winery](https://www.expedia.com/Laytons-Chance-Vineyard-And-Winery-Vienna.d553248621532662322.Vacation-Attraction) and [Choptank River Lighthouse](https://www.expedia.com/Choptank-River-Lighthouse-Cambridge.d6286144.Vacation-Attraction) |

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## Frequently asked questions

### How much does a Secretary vacation package cost?

### What are the cheapest months to go to Secretary?

### How many days is enough for Secretary?

### How to find the best Secretary package deals?

### Is it cheaper to book a Secretary vacation as a package?

### When to book a vacation package to Secretary?

### Does Expedia offer Book Now, Pay Later Secretary vacation packages?

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- [Visit Hurlock ](https://www.expedia.com/Hurlock.dx3000440672)
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- [Ruark Boatworks ](https://www.expedia.com/Ruark-Boatworks-Cambridge.d553248635919972626.Vacation-Attraction)
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- [Gerry Boyle Park at Great Marsh ](https://www.expedia.com/Great-Marsh-Park-Cambridge.d6286137.Vacation-Attraction)
- [Christ Episcopal Church ](https://www.expedia.com/Christ-Episcopal-Church-Downtown-Cambridge.d553248621532662093.Vacation-Attraction)
- [Harriet Tubman Museum and Educational Center ](https://www.expedia.com/Harriet-Tubman-Museum-And-Educational-Center-Downtown-Cambridge.d553248621532662095.Vacation-Attraction)
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- [Hurlock Vacation Rentals ](https://www.expedia.com/Hurlock-Vacation-Rentals.d3000440672.Travel-Guide-VacationRentals)
- [Trappe Vacation Rentals ](https://www.expedia.com/Trappe-Vacation-Rentals.d3000440930.Travel-Guide-VacationRentals)
- [Cambridge Vacation Rentals ](https://www.expedia.com/Cambridge-Vacation-Rentals.d6608.Travel-Guide-VacationRentals)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.