Trappe Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Trappe
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is 4.682.321 ₫ per night from 5 Jan to 6 Jan
4.682.321 ₫
6.026.073 ₫ total
5 Jan - 6 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience.
Reviewed on 5 Dec 2025
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is 12.382.519 ₫ per night from 14 Dec to 15 Dec
12.382.519 ₫
14.982.901 ₫ total
14 Dec - 15 Dec
includes taxes & fees
9.4/10 Exceptional! (371 reviews)
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.
Reviewed on 12 Nov 2025
The Tidewater Inn
101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
The price is 4.717.903 ₫ per night from 4 Jan to 5 Jan
4.717.903 ₫
5.189.693 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8.8/10 Excellent! (840 reviews)
Staff is very friendly and accommodating. The hotel is beautiful and the rooms are clean and welcoming 😊
Reviewed on 7 Dec 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.
