Secretary Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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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!

Top Secretary Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

North Ocean City
CA $1,416
per person
Oct 2 - Oct 5
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (2,673 reviews)
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

Downtown Ocean City
CA $2,408
per person
Oct 2 - Oct 5
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.2/10 Very good! (801 reviews)
Everything was very nice

Reviewed on Aug 30, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

CA $1,452
per person
Oct 2 - Oct 5
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.4/10 Exceptional! (826 reviews)
Nice and clean close to everywhere you want to be!

Reviewed on Aug 27, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

Downtown Ocean City
CA $1,756
per person
Oct 2 - Oct 5
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (3,803 reviews)
Plim Plaza Hotel

Plim Plaza Hotel

Downtown Ocean City
CA $1,640
per person
Oct 2 - Oct 5
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
7.4/10 Good! (1,141 reviews)
Great location with kind and helpful staff however the hotel needs a remodel - tub and toilet dirty, missed painted wall areas, uneven/uncomfortable bed and dirty bedding.

Reviewed on Aug 31, 2026

Ready to book your vacation to Secretary?

Choose your dates

Secretary Hotel Deals

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
CA $126
CA $139 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (1,013 reviews)
"Head guy at front entrance is rude and not a happy guy"

Reviewed on Aug 30, 2026

St Michaels Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD
CA $318
CA $428 total
Sep 2 - Sep 3
includes taxes & fees
Hyatt Regency Chesapeake Bay
The Tidewater Inn

The Tidewater Inn

101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
CA $237
CA $260 total
Sep 9 - Sep 10
includes taxes & fees
8.8/10 Excellent! (913 reviews)
"We had a lovely stay at Tidewater Inn centrally located in downtown Easton within walking distance of charming shops and delicious restaurants. Our room was spacious and light filled. The bathroom was small but adequate. We ate at the restaurant in the hotel (Hunters Tavern) and had a fabulous meal. ..."

Reviewed on Aug 23, 2026

The Tidewater Inn
See all 263 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.

Frequently asked questions

How much does a Secretary vacation package cost?
You'll find cheap prices from CA $1,416 on Expedia for your Secretary getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Secretary costs.
What are the cheapest months to go to Secretary?
You can usually find lower prices and better availability in January, February and November. Take a look at our cheap Secretary vacation packages and you could land some great off-season deals.
How many days is enough for Secretary?
The ideal duration of your Secretary vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the top attractions and explore some hidden gems along the way.
How to find the best Secretary package deals?
Finding a cheap Secretary package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Secretary package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Secretary vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your Secretary trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Secretary?
If you're considering a spontaneous Secretary vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Secretary?
  1. Choose when to travel: Check your diary and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to vacation in Secretary.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the largest expense during your trip to Secretary.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to experience in Secretary. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Secretary vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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