Secretary Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 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
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Find the Best Secretary Vacation Packages

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
The price is ¥29,475 per night from Feb 22 to Feb 23
¥29,475
¥37,990 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
I LOVED IT AS DID MY KIDS!!!!!

Reviewed on Jan 21, 2026

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
The price is ¥28,366 per night from Jan 29 to Jan 30
¥28,366
¥31,203 total
Jan 29 - Jan 30
includes taxes & fees
8.8/10 Excellent! (844 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

The Tidewater Inn
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundable
The price is ¥14,988 per night from Jan 28 to Jan 29
¥14,988
¥16,486 total
Jan 28 - Jan 29
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Good value and close to downtown.

Reviewed on Dec 31, 2025

St Michaels Inn
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.

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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.