Rockland Vacations

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Find the Best Rockland Vacation Packages

Rockland Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is ₩234,168 per night from Jul 2 to Jul 3
₩234,168
₩317,799 total
Jul 2 - Jul 3
includes taxes & fees
9/10 Wonderful! (2,398 reviews)
"Yes"

Reviewed on Jul 1, 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is ₩292,787 per night from Jul 5 to Jul 6
₩292,787
₩393,779 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (4,498 reviews)
"Overall it’s good"

Reviewed on Jul 1, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ₩221,778 per night from Jul 5 to Jul 6
₩221,778
₩258,266 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,702 reviews)
"The loft room was very nice and spacious. We had a king with the bathroom. The room was next door at a separate property. The only negative was that the walls were pretty thin and we could hear our neighbors. However it wasn't late at night or kept us up."

Reviewed on Jul 1, 2026

The Revolution Hotel
See all 3,642 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.

Stay near popular Rockland attractions

Rockland Ice Rink

8.6/10 (12 reviews)
This welcoming community ice rink has served local skaters since 1972 with quality ice surfaces. Enjoy figure skating lessons, hockey leagues, or casual glides during public sessions in this year-round indoor facility.
See properties

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.

Explore a world of travel with Expedia

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