Trappe Holidays

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    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Trappe

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is €242 per night from 25 Aug to 26 Aug
€242
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"#1 family get away. Kids absolutely love the pool."

Reviewed on 14 Aug 2025

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is €95 per night from 1 Sept to 2 Sept
€95
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"This was a basic motel with minimal amenities, but on the charming side. The front desk people were very friendly and hospitable. The room was basic but clean, with fresh paint. Breakfast was included, however there were no hot offerings on our first day. Housekeeping was adequate at best. The immediate ..."

Reviewed on 14 Aug 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 €591 per night from 7 Sept to 8 Sept
€591
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (359 reviews)
"IPC is a "hidden gem." It was great, from "soup to nuts." Especially the staff, who were all friendly, polite, knowledgeable, flexible, and helpful. Thanks to all of them on our behalf, please: staff are what make all the difference at any resort. (SPA treatments are a must.) Just one suggestion: ..."

Reviewed on 14 Aug 2025

Inn at Perry Cabin
See all 439 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.

Frequently asked questions

How much does a Trappe holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Trappe costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Trappe?
To pick up cheap Trappe holiday packages, organise your getaway outside of peak times such as public holidays. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Trappe?
Typically, a handful of days is enough to see the top sights during your Trappe holiday. However, if you want to have time to chill out or go on day tours, consider extending your trip.
How to find the best Trappe package deals?
Use Expedia's filter tool to help you find some unbeatable Trappe package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Trappe package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Trappe holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking hotels and flights individually. Better still, you can tailor your Trappe escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Trappe?
If you're considering a spontaneous Trappe adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Trappe?

  1. Pick your dates: The things you want to do in Trappe and your favourite season can help you decide when to travel.
  2. Budget wisely: In addition to the price of your accommodation, you should factor in other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Trappe.
  3. Set the duration of your trip: Start by listing all the attractions and activities you'd like to experience in Trappe. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your accommodation and airfare: Once you've settled on your dates and duration, book the ideal Trappe holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.