Trappe Holidays

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    Save up to NZ$616 when you book a flight and hotel together*
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Trappe Holiday

Our pick of the best Trappe Hotel Deals

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 NZ$517 per night from 21 July to 22 July
NZ$517
21 July - 22 July
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"The Hyatt is a great stay. Balconies outside need painting. Staff and amenities otherwise are great."

Reviewed on 22 Jun. 2025

Hyatt Regency Chesapeake Bay
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is NZ$1,199 per night from 24 July to 25 July
NZ$1,199
24 July - 25 July
includes taxes & fees
9.4/10 Exceptional! (353 reviews)
"Beautiful place to stay."

Reviewed on 8 Jul. 2025

Inn at Perry Cabin
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
The price is NZ$202 per night from 21 July to 22 July
NZ$202
21 July - 22 July
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Older but clean, friendly staff. Even though it's not in the heart of town we found the location to be just right."

Reviewed on 14 Jul. 2025

St Michaels Inn
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.

Discover the most popular places to visit in Trappe

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.