Rockland Vacations from $334

Book a Hotel + Flight or Car together to unlock savings

Photo by Janine Edmondson

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

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 Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $561, price is now $334 per person
$334
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,241 reviews)
Overall excellent place - friendly staff, clean, safe...

Reviewed on Dec 30, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,348, price is now $433 per person
$433
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Atlas Hotel

The Atlas Hotel

3.5 out of 5
Allston
Save 100% on your flight
Price was $1,023, price is now $593 per person
$593
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
No reviews
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $869, price is now $505 per person
$505
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Such a warm and cozy place with great amenities!

Reviewed on Dec 31, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,624, price is now $1,057 per person
$1,057
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The location, the service, the view, the little things were all outstanding!

Reviewed on Dec 31, 2025

Don't see what you're looking for?
See all available trips from Columbus to Rockland
View all trips

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
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
TD Garden

TD Garden

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden

What to do in Rockland

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

$35
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Museum of Ice Cream Boston

Museum of Ice Cream Boston Admission Ticket

$41
per adult
Museum of Ice Cream Boston Admission Ticket
See all activities 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 4 to Jan 5
$139 total
Jan 4 - Jan 5
Total with taxes and fees
9.2/10 Wonderful! (6,103 reviews)
Very nice boutique hotel nestled right in heart of both downtown and waterfront areas. Joia’s restaurant is wonderful and extremely enjoyable with both ambiance and food quality. Nice find and although it can be a bit pricey, it really is a nice find and very good experience I’d highly recommended ...

Reviewed on Jan 1, 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
$167 nightly
The price is $195 total per night from Jan 4 to Jan 5
$195 total
Jan 4 - Jan 5
Total with taxes and fees
8.4/10 Very Good! (1,240 reviews)
The location is great. The room temperature is low and there is no way to adjust it.

Reviewed on Dec 24, 2025

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
$174 nightly
The price is $203 total per night from Jan 2 to Jan 3
$203 total
Jan 2 - Jan 3
Total with taxes and fees
9/10 Wonderful! (4,332 reviews)
So friendly and awesome

Reviewed on Dec 26, 2025

Omni Boston Hotel at the Seaport
See all 3,439 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.

Find the Best Rockland Vacation Packages

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Rockland vacation package cost?
You can snap up a vacation package to this top destination from $334 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.

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.