Rockland Holidays

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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 S$328 per night from 26 Jul to 27 Jul
S$328
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,576 reviews)
"Excellent property!!"

Reviewed on 12 Jul, 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is S$257 per night from 12 Aug to 13 Aug
S$257
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (2,444 reviews)
"Only improvement I would like to see if room service for late night. We got back to hotel after a concert and were too late for food via room service"

Reviewed on 12 Jul, 2026

Hyatt Regency Boston/Cambridge
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 S$239 per night from 2 Aug to 3 Aug
S$239
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,738 reviews)
"So this was my first foray into a shared bathroom, and it was actually super easy and not at all an issue. What was an issue was that when a hall shares a bathroom, doors are opening and closing all night, and the doors snapped shut very loudly. If you are a very light sleeper, I don't think this ..."

Reviewed on 12 Jul, 2026

The Revolution Hotel
See all 3,639 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.

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

S$66
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston Summer Nights Tour

Boston Summer Nights Tour and River Cruise

S$65
per adult
100% of travellers recommend
Boston Summer Nights Tour and River Cruise
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

S$102
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Rockland

Frequently asked questions

How much does a Rockland holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday to Rockland costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Rockland?
January, February and March are the best times to search for cheap Rockland holiday packages. Choosing to travel in less busy periods means you'll typically find better prices on flights and accommodation.
How many days is enough for Rockland?
With a well-planned schedule, you can easily hit the main Rockland sights in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Rockland holiday for longer.
Is it worth booking a holiday package to Rockland?
Rockland offers everything you need for an unforgettable trip. Begin your Rockland holiday on a high note by visiting popular attractions like Rockland Ice Rink.
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," "Traveller 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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Rockland?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Rockland.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will likely be the largest expense during your trip to Rockland.
  3. Decide how long to go away for: Now that you know more about Rockland, you can figure out the ideal length of your holiday. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: Once you've settled on your dates and duration, lock in the ideal Rockland holiday package for you.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.