Trappe Vacations from $382

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Your Trappe Vacation

Say farewell to the stress of planning and hello to a Trappe vacation package. With the finer details organized before you go, you can focus on discovering every inch of this city, starting with Downtown Cambridge, which is great for bars and pubs, culture and cafes. Any trip to Trappe should include some sightseeing. Bill Burton Fishing Pier State Park is a superb place to start. Your dream Trappe vacation is only clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Trappe vacation packages

Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf by IHG
Sofitel Washington DC Lafayette Square
Beacon Hotel & Corporate Quarters
Club Quarters Hotel in Washington DC
Kimpton Banneker Hotel by IHG
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Discover the most popular places to visit in Trappe

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
$168 nightly
The price is $191 total per night from Nov 23 to Nov 24
$191 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
The room was spotless. The staff were courteous and helpful. Fantastic hotel!

Reviewed on Oct 28, 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
$108 nightly
The price is $119 total per night from Nov 18 to Nov 19
$119 total
Nov 18 - Nov 19
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
The staff was courteous. The room was clean. Would like to see chair height toilets and bath vanities in the future. Thank you.

Reviewed on Nov 7, 2025

St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
$441 nightly
The price is $485 total per night from Dec 10 to Dec 11
$485 total
Dec 10 - Dec 11
Total with taxes and fees
9.4/10 Exceptional! (368 reviews)
Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

Inn at Perry Cabin
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.

Find the Best Trappe Vacation Packages

Trappe Essential Information

Language
English
Currency
U.S dollars
Population
1,050
Top Sights
St. Michaels Winery, Avalon Theatre and Bill Burton Fishing Pier State Park

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Frequently asked questions

How much does a Trappe vacation package cost?
Offering great value package deals from $382 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?
If you're hoping to score a cheap Trappe vacation package, consider visiting in November, December and January. You'll generally find lower prices on hotels and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Trappe?
Typically, a handful of days is enough to visit the top attractions during your Trappe vacation. But if you want to have time to rest or go on day tours, think about 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.
Does Expedia offer Book Now, Pay Later Trappe vacation packages?
Jet off on your perfect escape to Trappe with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.