A rural landscape with a dirt road leading to a red barn, surrounded by fields and a clear sky.

Find 5 Star Hotels in Trappe, MD from $200

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Trappe 5 Star Hotels

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Trappe 5-star hotels

Premium bedding, down comforters, in-room safe, desk

1. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (395 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
$666 nightly
The price is $733
Aug 20 - Aug 21
Total with taxes and fees
Inn at Perry Cabin
Dinner served

2. Inn at 202 Dover

Inn at 202 Dover
5.0 star property
Easton
10.0 out of 10, Exceptional, (14 reviews)
"Celebrated our 33rd anniversary here and enjoyed it thoroughly. Felt pampered and welcomed. Best B&B ever! Everything from the room to the food was exceptional. Every need was anticipated and met. Looking forward to our next visit. The quintessential "living like a king" experience."
United States
James
Inn at 202 Dover
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Trappe.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD
$247 nightly
The price is $280 total per night from Aug 31 to Sep 1
$280 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Still don't see what you're looking for?
See all properties in Trappe.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Trappe

Explore this charming Eastern Shore town where watermen still bring in fresh catches at the historic Trappe Landing. Rent kayaks to paddle the tranquil Choptank River or time your visit for the annual Trappe Heritage Day festival celebrating local maritime culture.

See all hotels in Trappe
A rural landscape with a dirt road leading to a red barn, surrounded by fields and a clear sky.

Top Trappe Hotel Reviews

Find out more about Trappe

Trappe Five Star Hotel Information

If you’re searching for the celebrity treatment, the 5 star hotels in Trappe are your dreams come true. From sprawling resorts to fancy hot spots, theseTrappe 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for.

Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Trappe, Maryland, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Trappe five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality.

Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Trappe 5 star hotels.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Trappe?
The amount you pay for a 5-star hotel in Trappe depends on factors such as when you plan to go and the length of your vacation. Our insider tip for landing the best deal? Use our pricing filters to check out all of the available accommodations for your preferred dates.

  • Search for the lowest price per night from $200

What makes a hotel 5 stars in Trappe?
Faultless guest service is the foundation of every 5-star hotel in Trappe. From the minute you step through the door, staff are at your beck and call, whether recommending activities or providing a nightly turn-down service. Additionally, hotels have to feature superior amenities to be considered for a 5-star rating. These can include luxury baths, spa facilities, swimming pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Trappe?
Find a luxurious retreat that includes your room, meals, activities and entertainment in Trappe with our filter tool. Search for resorts rated 5 stars and click on the "All inclusive" filter. Have a look at what's included in the price. This way, you can take full advantage of the premium perks on offer from the moment you step into the lobby.

Explore a world of travel with Expedia