Rockland Holidays from £554

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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.

Top Rockland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Price was £735, price is now £554 per person
£554
per person
24 Jan - 29 Jan
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,724 reviews)
Clean rooms with very helpful and kind staff. Didn't have any neighbors so I appreciate the placement of rooms. Super convenient location with MIT within walking distance. Unfortunately, was kept up by literal jackhammering & road construction directly outside the hotel at midnight that lasted until 1 or 2am. The fridgerator also does not have a freezer compartment, which was surprising. Brought ice packs for the Boston half marathon, and couldn't freeze them. This is outside of the hotel's control, so I would have given the Hyatt a higher rating. However, you will also be charged various "destination fees" at the end of your visit. I'm not a fan of hidden fees. They should be listed up front.

Reviewed on 3 Nov 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £1,930, price is now £981 per person
£981
per person
24 Jan - 29 Jan
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £1,397, price is now £988 per person
£988
per person
24 Jan - 29 Jan
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was £859, price is now £627 per person
£627
per person
24 Jan - 29 Jan
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £1,645, price is now £1,239 per person
£1,239
per person
10 Jan - 14 Jan
found 9 hours ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

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

Top hotels in Rockland

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
The price is £173 per night from 22 Nov to 23 Nov
£173
22 Nov - 23 Nov
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is £85 per night from 24 Nov to 25 Nov
£85
24 Nov - 25 Nov
includes taxes & fees
The Revolution Hotel
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 £145 per night from 24 Nov to 25 Nov
£145
24 Nov - 25 Nov
includes taxes & fees
9.6/10 Exceptional! (5,165 reviews)
"You pay for parking"

Reviewed on 4 Nov 2026

Seaport Hotel Boston
See all 3,517 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

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

What to do in Rockland

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£37
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£53
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

£28
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in Rockland

Frequently asked questions

How much does a Rockland travel package cost?
Be ready to book, because a getaway to Rockland starts from a tempting £554. 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.

* 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.