Best Resorts in Trappe

Most properties are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Compare Resorts in Trappe with updated reviews, rates, and availability.

Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1001)
"Check in was easy and I got a free upgrade, with premium parking included. Most everything is great. My only complaint is slow service in the bar area for food."
The price is $179
$245 total
includes taxes & fees
May 22 - May 23
Hyatt Regency Chesapeake Bay
Don't see what you're looking for?
See all available properties in Trappe
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.

Other property types in Trappe

Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (25)
"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (106)
"Wonderful return visit to St Michaels. This time at a fantastic historical home in perfect location. Home was everything you could ask for and more. Park your car and walk anywhere, within a very quiet neighborhood, yet minutes from all St Michaels offers. Highly recommend this Property and host."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Fridge, microwave, oven, stovetop
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (15)
"The Hudson House was perfect for our stay. My boys were in awe of the house. The owners have made it so cozy and have paid such close attention to details. There were snacks, amazing notes to help you navigate the house, and games to keep the kids busy. I highly recommend this to anyone looking to have a relaxing weekend right on the water. -Nicole M."
The price is $264
$470 total
includes taxes & fees
May 21 - May 22
Beautiful Waterfront Retreat in Cambridge!
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

What can I expect from a resort vacation in Trappe?
You deserve some time off, and a resort is just the place to indulge in all the amenities and services you need for a relaxing time in Trappe. One of the comfortable resorts in the surrounding area could be just what you’re looking for, whether you want an amazing pool, a state-of-the-art fitness center, or activities for the kids.
What's a top resort in Trappe?
Our highest-rated resort near Trappe: Hyatt Regency Chesapeake Bay - Beach resort. 6.7 mi (10.8 km) from Trappe. Features 2 outdoor pools, 3 restaurants, and a private beach.
What can I do in Trappe?
If you’re interested in local sights, Bill Burton Fishing Pier State Park, Long Wharf Park, and Choptank River Lighthouse are some places to visit nearby. Other attractions in the area include Dorchester County Visitors Center and Harriet Tubman Museum and Educational Center.
What's the weather like in Trappe?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Trappe is 53 inches.
What's the best way to get to and around Trappe?
Fly into Easton, MD (ESN-Easton - Newnam), which is located 10.6 mi (17 km) away from the heart of the city. Otherwise, you can search for flights to Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 36.5 mi (58.7 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.