Trappe Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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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 S$474 per night from 4 Aug to 5 Aug
S$474
4 Aug - 5 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"So many activities on site!"

Reviewed on 6 Jul, 2026

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 13 Jul to 14 Jul
S$122
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"The front desk staff were exceptionally helpful and pleasant. The room and property were clean with care, attention paid to the detail level. Beds were comfortable. I would stay again."

Reviewed on 7 Jul, 2026

St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is S$947 per night from 23 Jul to 24 Jul
S$947
23 Jul - 24 Jul
includes taxes & fees
9.6/10 Exceptional! (391 reviews)
"Staff were awesome, location is awesome. Best place to stay in St. Michael's."

Reviewed on 27 Jun, 2026

Inn at Perry Cabin
See all 453 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.

Stay near popular Trappe attractions

Bill Burton Fishing Pier State Park

You can take time to visit Bill Burton Fishing Pier State Park during your travels to Trappe. While you're in the area, wander around the parks.
See properties

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.