Trappe Trips (flight + hotel)

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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 P12,040 per night from Aug 25 to Aug 26
P12,040
P16,440 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"My issue was with the bedding, it was not very comfortable"

Reviewed on Jul 24, 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 P33,241 per night from Sep 1 to Sep 2
P33,241
P40,222 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (355 reviews)
"The setting is spectacular and the staff could not have been kinder and more helpful."

Reviewed on Jul 13, 2025

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is P11,464 per night from Aug 19 to Aug 20
P11,464
P13,890 total
Aug 19 - Aug 20
includes taxes & fees
9.6/10 Exceptional! (347 reviews)
"Great location to all the shops and dining in the area. The room was spacious, very clean, and well decorated. Also loved the welcome gift for the dogs. Staff was also friendly and helpful. We had a wonderful stay."

Reviewed on Aug 2, 2025

The Wildset
See all 444 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 vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation packages, organize 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 vacation. 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 vacation package as soon as possible.
Is it cheaper to book a Trappe vacation as a package?
An Expedia vacation 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 vacation 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 favorite season can help you decide when to travel.
  2. Budget wisely: In addition to the price of your accommodations, 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 accommodations and airfare: Once you've settled on your dates and duration, book the ideal Trappe vacation package for you.

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