Trappe

Travel Guide

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundable
The price is €244 per night from 27 Aug to 28 Aug
€244
27 Aug - 28 Aug
includes taxes & fees
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! (1,003 reviews)
"Amazing experience! This was our third visit here and it’s just the best spot with the best views—we will keep coming back. The staff could not be more warm and welcoming—everyone is so friendly and helpful. Rooms are super clean and comfortable. Good food and drinks if you don’t want to leave the ..."

Reviewed on 4 Aug 2025

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
The price is €95 per night from 1 Sept to 2 Sept
€95
1 Sept - 2 Sept
includes taxes & fees
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! (1,003 reviews)
"We had a great time during our visit. Pool could use more seating and umbrellas. Rooms a bit dated. Overall, great time and would return. Great value for your money"

Reviewed on 31 Jul 2025

St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is €593 per night from 2 Sept to 3 Sept
€593
2 Sept - 3 Sept
includes taxes & fees
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! (356 reviews)
"Staff were wonderful, beautiful property and the restaurant was great. We enjoyed the complementary 5pm champagne toast and historical stories."

Reviewed on 1 Aug 2025

Inn at Perry Cabin
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.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge
Stay at this vacation home in Cambridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ragged Island and Spocott Windmill are located ...
9.6/10 Exceptional! (114 reviews)
Great time for a big Family
"Home was in a great location and looked just like the listing . There was everything we needed to keep ourselves entertained for the 4 days we were there .I had a few questions and the owner responded in a timely fashion and was easy to work with. Crabbing was a hit with everyone ,we will be back ..."

Reviewed on 4 Aug 2025

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, Screened-in porch, 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! (50 reviews)
"We couldn’t have asked for a better stay, such a beautiful home, front and backyards landscaped beautifully, amazing screened in porch with swinging bed/sitting area. The home is so well stocked with everything you could ever need! Highly recommend!"

Reviewed on 1 Aug 2025

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are ...
9.4/10 Exceptional! (106 reviews)
40th Anniversary
"We had a wonderful stay. This was our second time staying here and we loved it. Very quay, cozy and clean. Everything as advertised. Location is perfect as it is a very walkable town. This place is right in the middle. The owner was very friendly, open and communicative. And I had a big surprise ..."

Reviewed on 23 Jun 2025

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
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