Eastern Maryland Vacation Packages

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Your Eastern Maryland Vacation

Leave all the planning up to us with an Eastern Maryland vacation package. With everything arranged before you leave, all you need to do is relax and experience this destination's wonders to the fullest. With so many things to do and see on a trip to Eastern Maryland, it can be tricky to know where to begin. Kick off your journey in Seaford at The Hen House and Seaford Sports Complex — two much-loved attractions here. Another top city worthy of a spot on your itinerary is Joppa. Don't miss White Marsh Mall and Gunpowder Falls State Park. When you're ready to stop dreaming and start packing, Expedia will help turn your Eastern Maryland vacation into reality.

Top Eastern Maryland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $975, price is now CA $767 per person
CA $767
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.8/10 Excellent! (1,004 reviews)
Property is clean but well overdue for updates. The room was old and dated. It had a broken bathroom vanity and our AC was barely working. AC required multiple resets to get it to blow cold air, it was extremely loud when it turned on, and required to be reset multiple times throughout our 3 nights there. When informed of the poorly working AC, staff offered very minimal solutions. No on was on site to fix the issue, no room change offered and no compensation offered. No follow up was done with us to ensure that the issue had been fixed after we informed them we were able to reset our AC ourselves. Would definitely not stay again.

Reviewed on Jun 18, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $1,120, price is now CA $864 per person
CA $864
per person
Aug 12 - Aug 16
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.2/10 Very Good! (1,012 reviews)
This is a safe, nice hotel on a college campus in a great location of DC. The staff was friendly and professional. The only thing we had an issue is with allergies. Seemed like a dust issue as the rooms all have the air conditioning with recycled air. Overall great property.

Reviewed on Jun 15, 2026

The River Inn

The River Inn

4 out of 5
Northwest
Price was CA $1,052, price is now CA $824 per person
CA $824
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,979 reviews)
This is a great place to stay to see the sights in DC. Within walking distance to most points of interest. The room was great! Very clean and everyone of the staff was professional and nice. Everything was at expected... Except the TV... I was unable to connect to any of my personal viewing accounts except Netflix which was built in to the unit. I like to watch YouTube TV but was unable to connect. I also was unable to cast from my phone. It's wasn't a big deal but it was the only issue I had. I highly recommend The River Inn.

Reviewed on Jun 17, 2026

Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn

3 out of 5
Ridgely's Delight
Price was CA $1,401, price is now CA $1,115 per person
CA $1,115
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
10/10 Exceptional! (4 reviews)
Everything was great!

Reviewed on Jun 16, 2026

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 out of 5
Price was CA $1,688, price is now CA $1,346 per person
CA $1,346
per person
Jul 29 - Aug 3
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (487 reviews)
The Anchor @ Hidden Harbor is a true gem of Deale, MD. Great staff, clean & functional rooms, the boathouse restaurant & bar just outside the front door. Great for families and boaters! I would definitely stay here again when visiting Deale.

Reviewed on May 11, 2026

Where to stay in Eastern Maryland

Find the best Eastern Maryland areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Maryland
North Ocean City

North Ocean City

1 out of top 10 points of interest in this area

North Ocean City is known for its stunning beaches, and you can see some sights in the area like Ocean City Beach and Carousel Ice Skating Rink.

Find hotels in North Ocean City

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Eastern Maryland Hotel Deals

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
The price is CA $392 per night from Jun 28 to Jun 29
CA $392
CA $439 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (3,703 reviews)
"This hotel location is ideal, but the property is outdated for sure. Our refrigerator was broken and we couldn't shut the bathroom door. They did get someone quickly to replace the refrigerator and fix the door. Housekeeping was wonderful. But the property needs some TLC. Also the hairdryer is nothing ..."

Reviewed on Jun 18, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Get rates
Princess Royale Oceanfront Resort
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

2 out of 5
2401 Atlantic Ave Ocean City MD
Fully refundableReserve now, pay when you stay
The price is CA $395 per night from Jul 5 to Jul 6
CA $395
CA $442 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Everyone at the Howard Johnson’s was extremely polite, the property was extremely well kept and clean, beach access was perfect as well as boardwalk access. We had a great stay here!"

Reviewed on Jun 18, 2026

Howard Johnson by Wyndham Ocean City Oceanfront
See all 8,289 properties in Eastern Maryland
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.
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Stay near popular Eastern Maryland attractions

Ocean City Boardwalk

9.0/5 (11,302 reviews)
Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.
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Frequently asked questions

Can I cancel my flight booking to Eastern Maryland due to COVID-19?
Our helpful Customer Service Portal is your one-stop shop for most travel queries, including about flight changes and cancellations due to COVID-19. For more peace of mind, we suggest reading through the terms and conditions of your preferred airline before booking your tickets.
What's the best way to find cheap flights to Eastern Maryland that have flexible change policies?
Search for your low-cost seats to Eastern Maryland, then check the "No change fee" box below the "Flexible change policies" filter. It's that simple. We appreciate that plans can change and flexibility matters, so you can book with confidence with Expedia.
What are some of the general tips for travelers to Eastern Maryland during the COVID-19 outbreak?
If it's your first time traveling during COVID-19, you'll notice new rules and restrictions in place. Take note of these tips and make your getaway to Eastern Maryland go off without a hitch:
  • Know the rules and restrictions in both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check before you lock something in.
  • Keep your face mask on even during airport screening. A TSA officer will ask you to adjust your mask to verify your identity.
  • Do not hand your boarding pass directly to a TSA officer. Instead, you should place the pass on the reader and then hold it up so the agent can inspect it.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be taken out for screening.
  • To reduce handling during the screening process, place items such as your keys, wallet, phone and belt into your carry-on instead of into the bins.
  • Separate any food you're carrying for screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Eastern Maryland?
Southwest Airlines is a leading airline servicing Eastern Maryland. Search for airfares to Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and you'll have 5336 Southwest Airlines flights each month to pick from.
How can I find cheap tickets to Eastern Maryland?
One of the easiest ways to get your hands on cheap tickets to Eastern Maryland is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The best price for a flight to Eastern Maryland in the last seven days was . Booking ahead will generally help you score an even better deal.
How much is a flight to Eastern Maryland?
You could have purchased a round-trip airfare to Eastern Maryland from anywhere between and in the last seven days. For one-way journeys taking off from (), the lowest price during this period was .
What are the most popular airports to fly into in Eastern Maryland?
Start organizing your Eastern Maryland escape by booking a seat on one of the 7430 flights each month to Baltimore Washington Intl. Thurgood Marshall Airport (BWI). This is the region's primary gateway.
When is the cheapest time to fly to Eastern Maryland?
Take off for Eastern Maryland early on in the week and you'll usually be rewarded with lower-priced fares. Tuesday is typically the cheapest day to jump on a plane, followed closely by Monday. If you're eager to avoid the costliest flights, steer clear of Saturdays.
How much is a plane ticket to Eastern Maryland?
In the last seven days, plane tickets to Eastern Maryland fluctuated from to .
Which airlines with flights to Eastern Maryland employ COVID-19 cleanliness policies?
Social distancing is only one small part of new travel industry strategies to help combat COVID-19. From check-in to arrival, these airlines will carry you to your destination with comfort and confidence:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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