Rockland Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Janine Edmondson

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Rockland Vacation Packages

Rockland Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ₩254,551 per night from Aug 24 to Aug 25
₩254,551
₩353,059 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,774 reviews)
"The Omni Hotel chain is great, we had an enjoyable stay, other than having a time limit for the swimming pool. I cannot tell you how frustrating it is to have a child and wife that wanted to spend time at the pool, only to be told that the pool is full and you have to be put on a waiting list to ..."

Reviewed on Aug 3, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ₩223,218 per night from Sep 1 to Sep 2
₩223,218
₩316,559 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (3,191 reviews)
"I would stay here again. Convenient location, decent room with good working amenities, elevators work well, great fitness center."

Reviewed on Jul 31, 2025

Hilton Boston Park Plaza
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ₩241,768 per night from Aug 24 to Aug 25
₩241,768
₩281,549 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (3,611 reviews)
"Clean... Very friendly"

Reviewed on Aug 4, 2025

citizenM Boston North Station
See all 3,282 properties in Rockland
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.

Discover the most popular places to visit in Rockland

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
New England Aquarium featuring marine life

New England Aquarium

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

Frequently asked questions

How much does a Rockland vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Rockland costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Rockland?
January, February and March are the best times to search for cheap Rockland vacation packages. Choosing to travel in less busy periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Rockland?
With a well-planned schedule, you can easily hit the main Rockland sights in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Rockland vacation for longer.
Is it worth booking a vacation package to Rockland?
Rockland offers everything you need for an unforgettable trip. Begin your Rockland vacation on a high note by visiting popular attractions like Rockland Ice Rink.
How to find the best Rockland package deals?
Bagging a cheap Rockland package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Rockland package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Rockland vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Rockland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Rockland?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Rockland trip.
How to plan a trip to Rockland?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to travel to Rockland.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will likely be the largest expense during your trip to Rockland.
  3. Decide how long to go away for: Now that you know more about Rockland, you can figure out the ideal length of your vacation. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you've settled on your dates and duration, lock in the ideal Rockland 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.