Trappe Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
The Tidewater Inn
101 E Dover St Easton MD
Book a stay at this spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway Cambridge MD
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
The Wildset
209 N Talbot St St. Michaels MD
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Best Western Plus Easton Inn & Suites
8708 Alicia Drive Easton MD
Book a stay at this business-friendly hotel in Easton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff ...
Quality Inn Grasonville near Kent Island
101 Vfw Ave Grasonville MD
Stay at this hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Quality Inn
8523 Ocean Gtwy Easton MD
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express Easton by IHG
8561 Ocean Gateway Route 50 Easton MD
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
Cambridge Inn
2831 Ocean Gateway Cambridge MD
Stay at this hotel in Cambridge. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Bay Country Shop and Dorchester County Historical ...
Comfort Inn & Suites Cambridge
2936 Ocean Gtwy Cambridge MD
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Tilghman Island Inn
21384 Coopertown Rd Tilghman MD
Stay at this guesthouse in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Sandaway Suites & Beach
103 West Strand Road Oxford MD
Book a stay at this beach hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular ...
Fairfield Inn & Suites by Marriott Easton
8945 Sunflower Drive Easton MD
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Oct 3 - Sat, Oct 10
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$420
Roundtrip
found 1 day ago
Mon, Oct 5 - Sat, Oct 10
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$450
Roundtrip
found 5 hours ago
Wed, Sep 23 - Wed, Sep 30
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$462
Roundtrip
found 1 day ago
Sun, Oct 4 - Fri, Oct 9
PSM
Portsmouth Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$709
Roundtrip
found 2 days ago
Best points of interest in Trappe
- Bill Burton Fishing Pier State Park Vacations
- Chesapeake Bay Vacations
- Breezy Point Beach Vacations
- St. Michaels Winery Vacations
- Northern Chesapeake Bay Vacations
- Blackwater National Wildlife Refuge Vacations
- Chesapeake Bay Maritime Museum Vacations
- Queenstown Premium Outlets Vacations
- Gerry Boyle Park at Great Marsh Vacations
- Wye Landing Vacations
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