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

5 Stars Hotels in Trappe, Maryland from CA $285

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Check availability on Trappe 5 Star Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Trappe 5-star hotels

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

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
The price is CA $848
CA $933 total
includes taxes & fees
Aug 23 - Aug 24
Inn at Perry Cabin
Dinner served

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
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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
The price is CA $422 per night from Aug 5 to Aug 6
CA $422
CA $547 total
Aug 5 - Aug 6
includes taxes & fees
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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

Luxury is the name of the game at the best 5 Stars hotels in Trappe. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Trappe 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Trappe hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Trappe without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Trappe.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Trappe?
How much you pay for a 5-star hotel in Trappe depends on things such as when you plan to go and the length of your trip. An insider tip for landing the best deal? Use our pricing filters to compare the available options for your preferred dates.

  • Search for the lowest price per night from CA $285

What makes a hotel 5 stars in Trappe?
In Trappe, a hotel needs to offer a certain amount of high-end amenities to be rated 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You can look forward to things like concierge services, in-room massages and nightly turn-down services. Some may even offer thoughtful touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Trappe?
Expedia's filters are the quickest way to find exactly what you want. Select "5-star" and "All inclusive" to see the most luxurious resorts in Trappe where your room, meals, entertainment and activities are included in the upfront price. At these escapes, your trip is pure relaxation and indulgence from the moment you enter the lobby.

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