Rockland Holidays from £1,228

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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.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was £2,039, price is now £1,228 per person
£1,228
per person
18 Sept - 25 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on 23 May 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was £2,426, price is now £1,499 per person
£1,499
per person
27 Sept - 4 Oct
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (258 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!

Reviewed on 13 Jul 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was £1,978, price is now £1,285 per person
£1,285
per person
18 Sept - 25 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.4/10 Exceptional! (177 reviews)
Overall a very good experience at The Atlas. The pros: fantastic staff, very comfortable bed with great pillows and bedding, spacious suite with no clock - thank you!! Very easy drive to downtown Boston. The negatives for me: no directions from parking garage to lobby, no keypad in elevator - you must select your floor outside the elevator. The breakfast served by room service was poor: presented in a paper bag, overdone mushrooms sprinkled on top of an omelette, and coffee mate creamers - come on guys. Overall the staff and the room made up for breakfast and the elevators, though I am not sure I would recommend the hotel to friends.

Reviewed on 12 Jul 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £3,176, price is now £2,093 per person
£2,093
per person
13 Aug - 20 Aug
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (278 reviews)
Beautiful property with lovely restaurant but rooms are small/tight compared to other luxury hotels. AC system was loud and inefficient. Reminded me of old Marriotts from 1990’s. Butler is a nice concept but slow responses $10 coffee was good but….seems a bit much. Good location. Overall there’s other nice hotels we’ve enjoyed that are superior to this hotel and less expensive

Reviewed on 27 Jun 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was £2,049, price is now £1,356 per person
£1,356
per person
25 Sept - 2 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Eurostars has an ideal location for those that want to explore downtown Boston! The hotel was extremely clean and secure. Highly recommend!!

Reviewed on 13 Jul 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

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 £190 per night from 13 Aug to 14 Aug
£190
13 Aug - 14 Aug
includes taxes & fees
9.6/10 Exceptional! (4,584 reviews)
"Great location very nice staff"

Reviewed on 14 Jul 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £139 per night from 2 Aug to 3 Aug
£139
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,743 reviews)
"It was a nice place to stay in the lofts with a private entrance away from the activity and nice large bathroom in comfortably sized room with lots of practical storage space. The room also has good air quality control"

Reviewed on 13 Jul 2026

The Revolution Hotel
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundable
The price is £135 per night from 9 Aug to 10 Aug
£135
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (2,458 reviews)
"I chose this hotel because I have always enjoyed staying at the Hyatt Regency. This hotel was a nice stay with pros and cons. Positive was a nice spacious room, very clean and very comfortable they have 3 different pillow comfort to choose from, for me this was so important because it could make ..."

Reviewed on 14 Jul 2026

Hyatt Regency Boston/Cambridge
See all 3,653 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

£39
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

£60
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£36
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
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 £1,228. 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.

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. Flight-inclusive packages are ATOL protected.