Rockland Vacations from ₩936,050
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
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The Latest Rockland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Bay Village
₩1,263,648
per person
Sep 17 - Sep 20
found 24 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
9/10 Wonderful! (2,112 reviews)
The room was clean and well worth it. Only complaint is the bathroom is not as big as I thought it would be, but otherwise, the experience was great.
Reviewed on Aug 17, 2026
Find the Best Rockland Vacation Packages
Rockland Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
₩267,634
₩359,948 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (4,791 reviews)
"Great room the only I would change is the pillows too soft"
Reviewed on Aug 17, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
₩192,646
₩224,343 total
Aug 20 - Aug 21
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
₩321,642
₩432,256 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (4,863 reviews)
"I had a wonderful experience at this hotel\! The property was beautiful, very clean, and had everything I needed right on\-site\. The staff was excellent—friendly, welcoming, and attentive throughout my stay. I absolutely loved my room\. It was spotless, comfortable, and had great A/C, which made ..."
Reviewed on Aug 17, 2026
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.
Rockland Golf Course
8.2/10 (10 reviews)
Rockland Golf Course features the longest 18-hole par-3 course east of the Mississippi, where precision trumps power. Play among majestic oaks and streams, then relax at the Rock Bar and Restaurant.
Rockland Town Forest
This whimsical forest trail features painted rocks and artistic installations along its serene paths. Discover charming bridges over French's Stream while keeping an eye out for hidden treasures tucked among the trees.
Howland Park
Howland Park offers a peaceful green retreat in Rockland, Massachusetts, perfect for leisurely strolls. Located near the Mark Bavis Sports Complex, it combines outdoor relaxation with recreation.
Rockland Town Hall
Rockland Town Hall serves as the administrative hub for this Massachusetts community's governance. During business hours, visitors can access municipal services while experiencing local civic life in action.
Rockland Memorial Library
This historic Carnegie library combines architectural charm with a vibrant community hub. Browse the extensive collection, join a yoga class, or simply soak in the cozy atmosphere perfect for quiet study.
Bicentennial Park
This community hub offers a quarter-mile track, soccer fields, and a shaded playground for all ages. Connect with local life while enjoying the park's proximity to Rockland Rail Trail for extended outdoor adventures.
Hartsuffs Park
This serene 16.5-acre retreat offers wooded trails and a seasonal swimming pond. Rockland residents can enjoy disc golf among the trees or bring children to explore the playground.
Frequently asked questions
How much does a Rockland vacation package cost?
You can snap up a vacation package to this top destination from ₩936,050 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?
- 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.
- 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.
- 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.
- 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.
