Rockland Vacations from $301

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Your Rockland Vacation

Known for its rich history and coastal scenery, Rockland is a perfect getaway destination. Book one of our Rockland vacation packages and experience all that this exciting city has to offer. If sightseeing is part of the plan during your trip to Rockland, swing by major attractions like Rockland Ice Rink, Rockland Golf Course and Lake Street Beach. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Rockland vacation is a walk in the park with Expedia.

The Latest Rockland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cove At Yarmouth
Boston Lodge and Suites
D. Hotel Suites & Spa
Revere Hotel Boston Common
The Inn at Hastings Park, Relais & Chateaux - Boston
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Discover the most popular places to visit in Rockland

What to do in Rockland

Rockland Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 18 to Jan 19
$139 total
Jan 18 - Jan 19
Total with taxes and fees
9.2/10 Wonderful! (6,144 reviews)
The staff was so nice and the check-in was easy. It was a nicely decorated boutique hotel that I would definitely stay in again. It was close to absolutely everything; the Freedom Trail, North End, Harbor, Boston Common, and there was a subway station immediately outside of the hotel. The only downside ...

Reviewed on Jan 14, 2026

Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jan 18 to Jan 19
$167 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,251 reviews)
Check in was great. I'm tall, so I struggle with looking down at name tags. It feels awkward, especially if someone presents as female, I am a male. My check in attendant was helpful, kind, and knowledgeable. I appreciate them, but I didn't catch their name. Maybe at check there could be a nameplate? ...

Reviewed on Jan 12, 2026

Hilton Boston Back Bay
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $183 total per night from Feb 1 to Feb 2
$183 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (4,379 reviews)
Clean and nice staffs. Convenience to restaurants near seaport. Close to Chinatown

Reviewed on Jan 12, 2026

Omni Boston Hotel at the Seaport
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.

Find the Best Rockland Vacation Packages

Things to do in and around Rockland

Rockland, Massachusetts, is perfect for outdoor and family-oriented vacations, featuring a variety of activities such as music concerts, educational events, and theater performances. Visitors can enjoy day picnics, explore local attractions, take day trips, relax on the beach, or charter a boat for a memorable experience. With its vibrant entertainment options, Rockland promises a fun-filled getaway for everyone.

Shopping

The nearest shopping destination is South Shore Plaza, located 8 miles away, offering a variety of shops and entertainment options. If you're up for a drive, check out the Boston Design Center and Raynham Flea Market, both offering unique finds about 16 and 17 miles from Rockland, respectively.

Recreation

Rockland Ice Rink offers a fun and energetic ice skating experience, perfect for all ages. For golf enthusiasts, the Rockland Golf Course provides a picturesque outdoor setting to enjoy a round. Meanwhile, Campanelli Stadium, located 8 miles away, hosts exciting sporting events that are sure to entertain.

Adventure

Experience the thrill of speed at F1 Boston, a premier motor racing venue located 9 miles from Rockland, perfect for adrenaline junkies. For winter sports enthusiasts, Blue Hills Ski Area, situated 12 miles away, offers exciting skiing opportunities. Enjoy family fun at Sky Zone Boston, an indoor trampoline park located 14 miles from Rockland.

Nightlife

Rockland's nightlife offers a mix of vibrant pubs. Visit Cambridge Common, a cozy spot 20 miles away, perfect for romance and entertainment. Alternatively, check out Park-9 Dog Bar, 21 miles from Rockland, where you can enjoy a lively atmosphere and unwind with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Rockland

Rockland, Massachusetts, offers a delightful blend of outdoor and family-friendly activities, making it an ideal vacation spot. Explore local highlights such as the Rockland Golf Course, Rockland Ice Rink, and the scenic Rockland Breakwater Lighthouse. With attractions centered around beaches, nature reserves, and urban parks, you'll find plenty of opportunities for adventure and relaxation in this charming town.

  • Nantasket Beach: A popular spot for beach lovers, Nantasket Beach offers miles of sandy shores perfect for sunbathing, swimming, and beach games. The vibrant atmosphere and picturesque ocean views create an inviting backdrop for relaxation and fun.
  • Stonehill College: This historic college features stunning architecture and beautiful grounds. Visitors can explore the rich cultural heritage, enjoy art exhibitions, and take part in engaging campus events that showcase the vibrant student life.
  • Wompatuck State Park: Ideal for outdoor enthusiasts, Wompatuck State Park boasts extensive trails for hiking, biking, and wildlife watching amidst breathtaking natural scenery. Its diverse landscapes make it a great destination for adventure seekers.

Best time to go to Rockland

The best time to visit Rockland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Rockland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Rockland falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.2°F (-1.0°C)Light RainMostly SunnySlightly LowSlightly Low
February31.5°F (-0.3°C)Light RainMostly SunnyAverageSlightly Low
March37.6°F (3.1°C)Light RainMostly SunnySlightly HighAverage
April47.7°F (8.7°C)Light RainMostly SunnyAverageAverage
May57.6°F (14.2°C)Light RainMostly SunnyAverageSlightly High
June65.3°F (18.5°C)Light RainMostly SunnySlightly HighAverage
July72.7°F (22.6°C)Light RainMostly SunnySlightly HighAverage
August71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
September65.1°F (18.4°C)Light RainMostly SunnyAverageSlightly High
October55.4°F (13.0°C)Light RainMostly SunnyAverageSlightly High
November44.6°F (7.0°C)Light RainMostly SunnySlightly LowAverage
December36.5°F (2.5°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Rockland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Rockland during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Rockland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
18,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Nantasket Beach Reservation, Minot Beach and Stellwagen Bank National Marine Sanctuary

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Frequently asked questions

How much does a Rockland vacation package cost?
You can snap up a vacation package to this top destination from $301 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?
November, December and January are great times to search for cheap Rockland vacation packages. Traveling in less busy months means you can usually 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 attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Rockland vacation for longer.
Is it worth booking a vacation package to Rockland?
It's easy to see why a Rockland vacation is on the must-do list of many travelers. Major attractions like Rockland Ice Rink are just the start of things to keep you busy here.
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.
Does Expedia offer Book Now, Pay Later Rockland vacation packages?
Jet off on your perfect trip to Rockland with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up bargains while they last.

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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.