Trappe, MD
Travel Guide
Visit Trappe

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
The price is SAR 747 per night from May 6 to May 7
SAR 747
SAR 1,027 total
includes taxes & fees
6 May - 7 May
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
"A great stay, the property is great, and the staff is wonderful, we would book again."
Reviewed on 15 April 2025

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is SAR 1,807 per night from May 11 to May 12
SAR 1,807
SAR 2,186 total
includes taxes & fees
11 May - 12 May
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (340 reviews)
"Our stay here was excellent. The highlight was arguably the check-in, where we were surprised with a birthday welcome, as well as a little onesie for our soon to arrive baby girl. This was a birthday/baby moon trip and we shared this info prior to arrival, and the staff was incredible in providing ..."
Reviewed on 5 April 2025

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
The price is SAR 453 per night from May 5 to May 6
SAR 453
SAR 498 total
includes taxes & fees
5 May - 6 May
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,002 reviews)
"Worthwhile"
Reviewed on 16 April 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.

Family and Pet-Friendly, Waterfront with Pier
Cambridge
Stay at this cottage in Cambridge. Enjoy free WiFi, a garden, and patios. Popular attractions Ragged Island and Spocott Windmill are located nearby.
9.8/10 Exceptional! (219 reviews)
An absolute gem
"The only thing I can say is that the online listing really doesn’t do justice to how amazingly stunning Rob & Clarissa’s place is. My family and I decided last minute that we wanted to spend a weekend on the bay. I never expected it to be so beautiful! We got there late in the evening and we were ..."
Reviewed on 25 March 2025

Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly
Stevensville
Stay at this cottage in Stevensville. Enjoy free WiFi, a sauna, and a garden. Popular attractions Romancoke Wharf County Park and Bodkin Island are located ...
10/10 Exceptional! (38 reviews)
Thoughtful home and owners
"This place is great. From the layout, to the sauna, screened in porch and backyard, the owners have thought hard about what features make for a luxurious, comfortable and fun experience. They were also very helpful with all aspects of the process - booking, arrival times, access to the home, help ..."
Reviewed on 4 April 2025

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and patios. Popular attractions Woods Island and Harriet Tubman Underground Railroad National ...
10/10 Exceptional! (7 reviews)
Perfect for family fun!
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s ..."
Reviewed on 4 July 2024
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.
Popular places to visit
Bill Burton Fishing Pier State Park
You can take time to visit Bill Burton Fishing Pier State Park during your travels to Trappe. While you're in the area, wander around the parks.
- Bill Burton Fishing Pier State Park
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- St. Michaels Winery
- Harriet Tubman Underground Railroad National Historical Park
- Queenstown Premium Outlets
- Chesapeake Bay Maritime Museum
- Choptank River Lighthouse
- Avalon Theatre
- Long Wharf Park
- Harriet Tubman Museum and Educational Center
- Gerry Boyle Park at Great Marsh
- Chesapeake Bay Environmental Center
- Dorchester County Visitors Center
- Talbot County Visitor Center
- Oxford Museum
- Wye Landing
- Pickering Creek Audubon Center
- Hog Neck Golf Course
- Elliott Island
- Bruce Gabrielson's Surf Art Gallery and Museum
- Academy of the Arts
- The Third Haven Friends Meeting House
- Academy Art Museum
- Tilghman Watermen’s Museum
- St. Michaels Museum
- Easton Cycle and Sport
- Layton's Chance Vineyard and Winery
- Spocott Windmill
- Governor Ross Mansion