Rockland Holidays from £953
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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.
The Whitney Hotel
Beacon Hill
£2,440
per person
15 Nov - 19 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (627 reviews)
very clean, all staff including housekeeping were beyond helpful and accommodating. they also allowed me to check out an hour later without additional charge and keep my bags until i was leaving later after check in. highly recommend!
Reviewed on 5 Oct 2026
The Monty Boston
Downtown Boston
£2,856
per person
15 Nov - 19 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (41 reviews)
The condo was great, it was nice size for a group of 6 of us. The host was Peter was very easy to communicate with. The location for us was great, we could walk to alot of places.
Reviewed on 4 Oct 2026
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
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
£263
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (4,870 reviews)
"👍"
Reviewed on 6 Oct 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
£126
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (2,956 reviews)
"the shared bath rooms are well cleaned and maintained."
Reviewed on 5 Oct 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
£192
1 Nov - 2 Nov
includes taxes & fees
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 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 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 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 cosy atmosphere perfect for quiet study.
Bicentennial Park
This community hub offers a quarter-mile track, football 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.
Major Reed Park
Major Reed Park offers tranquil trails and open spaces for picnics and outdoor recreation in Rockland. Spring and fall visits reward with pleasant weather and vibrant natural surroundings.
What to do in Rockland
Boston Old Town Trolley Hop-on Hop-Off City Tour
£37
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
£34
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
£53
per adult
80% of travellers recommend
Frequently asked questions
How much does a Rockland travel package cost?
Be ready to book, because a getaway to Rockland starts from a tempting £953. 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.
