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Trappe Holidays
- Plan, book, travel with confidence
Better together
Save up to S$134 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
Top hotels in Trappe
![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/dac34e8d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is S$306 per night from 10 Mar to 11 Mar
S$306
includes taxes & fees
10 Mar - 11 Mar
8.6/10 Excellent! (1,002 reviews)
Romantic get away
"Love staying here. The hot tub is great, love the common areas."
Reviewed on 17 Feb,2025
![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is S$540 per night from 19 Feb to 20 Feb
S$540
includes taxes & fees
19 Feb - 20 Feb
9.4/10 Exceptional! (331 reviews)
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."
Reviewed on 30 Dec,2024
![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 10 Mar to 11 Mar
S$111
includes taxes & fees
10 Mar - 11 Mar
8/10 Very Good! (1,000 reviews)
"Enjoyed the stay. It was close to town and a lot of great attractions"
Reviewed on 5 Jan,2025
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.