Title: Secretary Vacation Packages & Trips 2026 from CA $1,055 | Expedia.ca

[Hotels in Secretary](https://expedia.ca/Secretary-Hotels.d3000440876.Travel-Guide-Hotels)[Vacation Rentals in Secretary](https://expedia.ca/Secretary-Vacation-Rentals.d3000440876.Travel-Guide-VacationRentals)[Secretary Car Rentals](https://expedia.ca/Car-Rentals-In-Secretary.d3000440876.Car-Rental-Guide)

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# Secretary Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### 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.ca/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!

## Top Secretary Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Flamingo Motel](https://images.trvl-media.com/lodging/8000000/8000000/7994100/7994100/3ff46fea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Flamingo Motel

Midtown Ocean City

CA $1,055

per person

Mar 11 - Mar 17

found 9 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Salisbury (SBY)

7.4/10 Good! (1,000 reviews)

The ocean view was lovely. Convenient location

Reviewed on Nov 2, 2025

![Red Roof Inn & Suites Chestertown](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Red Roof Inn & Suites Chestertown

CA $1,062

per person

Mar 11 - Mar 17

found 9 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Salisbury (SBY)

7.2/10 Good! (415 reviews)

Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish.

Reviewed on Jan 16, 2026

![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Princess Royale Oceanfront Resort

North Ocean City

CA $1,241

per person

Mar 11 - Mar 17

found 9 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Salisbury (SBY)

8.6/10 Excellent! (2,269 reviews)

Yes but the water to take a shower was not hot

Reviewed on Jan 29, 2026

![Quality Inn](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Quality Inn

CA $1,088

per person

Mar 11 - Mar 17

found 9 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Salisbury (SBY)

7.6/10 Good! (813 reviews)

We couldn't watch TV because we couldn't figure out how to get it to work and there was no remote. I called to let the front desk know and she was willing to switch our room but after driving 8 hours or more all day we did not want to switch rooms and thought we could watch the TV without the remote but it doesn't appear to be working that way. Very disappointed because I like to have the TV before I go to bed for the night.

Reviewed on Jan 2, 2026

![Holiday Inn & Suites Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/790000/788000/787924/701b41f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn & Suites Ocean City by IHG

Downtown Ocean City

CA $1,256

per person

Mar 11 - Mar 18

found 9 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Salisbury (SBY)

9.6/10 Exceptional! (1,226 reviews)

Everything was great and the staff was very nice and helpful

Reviewed on Feb 1, 2026

## Ready to book your vacation to Secretary?

Choose your dates

## 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

CA $253

CA $326 total

Feb 8 - Feb 9

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Nice stay, but a little too crowded.

Reviewed on Jan 30, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=890486&PinnedHotelID=890486&HadPinnedHotel=true&regionId=3000440876)

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

St Michaels Inn

1228 S Talbot Street St. Michaels MD

Fully refundableReserve now, pay when you stay

CA $140

CA $155 total

Feb 4 - Feb 5

includes taxes & fees

8/10 Very Good! (1,001 reviews)

Very good motel

Reviewed on Jan 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=04%2F02%2F2026&endDate=05%2F02%2F2026&selected=10281&PinnedHotelID=10281&HadPinnedHotel=true&regionId=3000440876)

![The Tidewater Inn](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Tidewater Inn

101 E Dover St Easton MD

Fully refundableReserve now, pay when you stay

CA $244

CA $268 total

Feb 3 - Feb 4

includes taxes & fees

8.8/10 Excellent! (846 reviews)

Beautiful historic but with nice mix-in of modern hotel. Friendly, professional staff. Great location. My wife and I had a fantastic stay.

Reviewed on Jan 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F02%2F2026&endDate=04%2F02%2F2026&selected=1105532&PinnedHotelID=1105532&HadPinnedHotel=true&regionId=3000440876)

[See all 252 properties in Secretary](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F02%2F2026&endDate=04%2F02%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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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- [Wilmer Park ](https://www.expedia.ca/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction)
- [Wye Landing ](https://www.expedia.ca/Wye-Landing-Wye-Mills.d553248621532662354.Vacation-Attraction)

- [Car rental Cambridge ](https://www.expedia.ca/Car-Rentals-In-Cambridge.d6608.Car-Rental-Guide)
- [Car rental Preston ](https://www.expedia.ca/Car-Rentals-In-Preston.d3000440824.Car-Rental-Guide)
- [Thrifty Car Rental Rental Cars in Cambridge ](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Cambridge.d6608-c45.Car-Rental-Guide-Suppliers)

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

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