Rockland Holidays from £956

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Your Rockland Holiday

Known for its rich history and coastal scenery, Rockland is a perfect getaway destination. Book one of our Rockland holiday 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 holiday is a walk in the park with Expedia.

The Latest Rockland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
per person
24 Sept - 30 Sept
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (1,911 reviews)
Everything would be excellent except for the bathroom in the king bedded room. There is no grab bar to assist getting in and out of the tub- shower. It was quite slippery. This is a tragic accident waiting to happen.

Reviewed on 1 Jul 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
24 Sept - 30 Sept
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,599 reviews)
Loved it. Just wish there was a mini fridge in room

Reviewed on 2 Jul 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
24 Sept - 30 Sept
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (562 reviews)
Very clean and nice! I love that Boston is rennovating building space for airport use - very needed.

Reviewed on 10 Jun 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
22 Sept - 30 Sept
found 24 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
7/10 Good! (145 reviews)
Amazing location right by the water, quiet building and clean. But the furniture is really uncomfortable, particularly the couch which is the only seating, it’s a pull out bed so the entire sofa sinks in low. The bed isn’t solid and easily slides off the frame just by sitting on it. We also had a delivery order stolen from the front desk area.

Reviewed on 25 Jun 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
6 Aug - 13 Aug
found 2 days ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.4/10 Exceptional! (448 reviews)
Great stay here at this Boston property. Staff was on point from bell man / Front Desk / F&B / Room Service.

Reviewed on 11 Jun 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
24 Sept - 29 Sept
found 5 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (224 reviews)
We loved our stay here! Very nice and convenient to cute stores and restaurants

Reviewed on 29 Jun 2025

Rockland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
18,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Nantasket Beach Reservation, Crescent Beach - Sea Wall and Minot Beach

Our pick of the best Rockland Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (3,626 reviews)
"We really enjoyed our stay at the Omni. They were accommodating with everything, even allowing us to check-in hours earlier than expected. It is a bit of a walk to get to the waterfront but we didn’t mind! The rooftop pool and hot tub area were really nice with a bar right beside. The artist rooms ..."

Reviewed on 1 Jul 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,336 reviews)
"Love the location!"

Reviewed on 1 Jul 2025

citizenM Boston Back Bay
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Stay at this 4-star eco-certified hotel in Boston. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (2,996 reviews)
"Staying at the seaport hotel was a great location. It was within walking distance to shopping and sight seeing. Parking was very convenient and accessible. I highly recommend staying there."

Reviewed on 30 Jun 2025

Seaport Hotel Boston
See all 3,263 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Rockland travel package cost?
Be ready to book, because a getaway to Rockland starts from a tempting £956. When you bundle your hotels, flights and car rentals into a package, you'll enjoy the best deals.
If I'm not able to travel, can I cancel my Rockland travel package?
Yes, you can. We totally understand that life happens, so we're here to help if you need to make changes to your Rockland travel package. It may be possible to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Rockland?
Bundle your hotels and flights, add on extras such as a rental car or activities, and save with a Rockland travel package. You won't just walk away with big discounts on your escape --- you'll have lots of choice within your reach too. When you book through Expedia, you can select from more than 550 airlines and 1,000,000 hotels globally. Your next grand adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Rockland holidays?
Yes. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply pick the payment plan that works for you during the checkout process and take away the stress of budgeting for your trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all types of budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday across multiple transactions.
  • Low deposit holidays: When you want to jump on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in Rockland?
A trip to Rockland wouldn't be complete without stopping by Rockland Ice Rink, Rockland Golf Course and The Company Theatre. Stay close to these popular sights and make sightseeing simple.
What are the top hotels in Rockland?
Boston Park Plaza and Embassy Suites Boston Logan Airport are two of the most sought-after properties in Rockland. Why not have a look at the amenities and facilities at each and then decide?
How far in advance should I book my Rockland holiday?
Browse Expedia to compare airfares as early as possible. You can generally purchase a ticket up to a year before departure. If you don't see your preferred air carrier, or you're booking late, fear not. The lowest prices to Rockland sometimes emerge within weeks of the date of departure.
What does an Expedia Rockland travel package include?
Much of that depends on you. You can choose from a variety of Rockland bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your perfect Rockland break looks like, you'll save!
What should I know before booking a Rockland travel package?
Design deals to suit your budget with an Expedia package. Airfares, hotels, rental cars --- we've got all of them. You'll save a packet just for bundling your bookings. Whether you're taking off on a ski adventure or drinking cocktails on a beach, your dream getaway is just a few clicks away.
Can I choose my airline with a Rockland Expedia travel package?
Yes, so take your pick! Expedia has access to more than 550 partner airlines throughout the world, so you can tailor your Rockland adventure according to your travel needs.

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

4.5/5(61 reviews)

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

4.5/5(102 reviews)

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

Harvard University
Boston Common which includes a skyscraper, landscape views and a park

Boston Common

4.5/5(204 reviews)

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

Unmissable things to do in Rockland

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£58
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£40
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

£25
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Rockland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.