Eastern Maryland Vacation Packages
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Top Eastern Maryland vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.0-star property
The Waypoint
West Rehoboth
9.4/10 Exceptional! (180 reviews)
Oct 23 - Oct 25
2 night stay
Chicago (ORD) to Baltimore (BWI)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $581, price is now $356 per person
$356
per person
found 1 day ago
Room was very nice and super clean. Food was available next door along with beverages at a discount for visitors staying at the hotel. Parking was available for free and has plenty of room. Only issue was the TV had no local channels NBC,ABC,CBS
Reviewed on Sep 21, 2026
3.0-star property
Cozy Home near City Center with Hot tub
South Philadelphia
10/10 Exceptional! (3 reviews)
Dec 2 - Dec 7
5 night stay
San Juan (SJU) to Philadelphia (PHL)
Frontier Airlines • Roundtrip • Coach
Price was $8,297, price is now $4,572 per person
$4,572
per person
found 24 hours ago
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!
Reviewed on Mar 2, 2026
2.0-star property
New Season Royals
9.2/10 Wonderful! (154 reviews)
Nov 26 - Nov 30
4 night stay
San Juan (SJU) to Philadelphia (PHL)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $774, price is now $529 per person
$529
per person
found 1 day ago
The room is safe, clean, and comfortable with a kitchenette. It is a converted row home in a city-type neighborhood in Chester.
Reviewed on Sep 22, 2026
Top rated hotels for your Eastern Maryland vacation package
Fenwick Inn
13801 Coastal Highway Ocean City MD
Free Cancellation
Reserve now, pay when you stay
48.57 mi from city center
$84 nightly
The price is $95 total per night
$95 total
Oct 6 - Oct 7
Total with taxes and fees
Guests of Fenwick Inn have access to an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with luggage storage and tours/tickets. Additional amenities include meeting rooms, a business center, and coffee/tea in a common area.
Pool
Breakfast included
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Free Cancellation
Reserve now, pay when you stay
50.75 mi from city center
$94 nightly
The price is $106 total per night
$106 total
Oct 14 - Oct 15
Total with taxes and fees
Grand Hotel Ocean City Oceanfront features an indoor pool, an outdoor pool, and a gym. Self parking is available for USD 10 per night. The 24-hour front desk has multilingual staff ready to assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach hotel include a sauna, free WiFi in public areas, and meeting rooms.
Pool
Free WiFi
Princess Bayside Beach Hotel
4801 Coastal Highway Ocean City MD
Free Cancellation
50.14 mi from city center
$93 nightly
The price is $104 total per night
$104 total
Oct 7 - Oct 8
Total with taxes and fees
At Princess Bayside Beach Hotel, guests enjoy a private beach, an indoor pool, and an outdoor pool. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Other amenities at this beach hotel include free WiFi in public areas, conference space, and a seasonal outdoor pool.
On private beach
Pool
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