Rockland Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Rockland Beach Holiday

Forget about life's daily stresses and completely relax on your Rockland holiday. There's nothing more invigorating than the smell of salty sea air and the soothing melody of waves crashing onto the shore. Organise your trip to Rockland the quick and easy way by locking in one of our Rockland holiday deals. Many tourists opt to spend their nights close to Sandy Beach, a local highlight just 3 kilometres from the city centre.

Top hotels in Rockland

Trade Winds on the Bay
Trade Winds on the Bay
4 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is S$164 per night from 26 Mar to 27 Mar
S$164
includes taxes & fees
26 Mar - 27 Mar
8.2/10 Very Good! (190 reviews)
"Perfect so clean everyone there was so nice. I will be staying there from now on when I travel."

Reviewed on 16 Mar,2025

Trade Winds on the Bay
Rockland Harbor Hotel
Rockland Harbor Hotel
2.5 out of 5
520 Main Street, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is S$201 per night from 24 Mar to 25 Mar
S$201
includes taxes & fees
24 Mar - 25 Mar
9.2/10 Wonderful! (1,003 reviews)
"The staff was amazing and kind."

Reviewed on 18 Mar,2025

Rockland Harbor Hotel
250 Main Hotel
250 Main Hotel
3 out of 5
250 Main Street, Rockland, ME
The price is S$275 per night from 1 Apr to 2 Apr
S$275
includes taxes & fees
1 Apr - 2 Apr
9.6/10 Exceptional! (475 reviews)
"The rooms were very modern with every amenity needed. Very comfortable. The breakfast did not match the quality of the rest of the Hotel!"

Reviewed on 16 Mar,2025

250 Main Hotel
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.

Frequently asked questions

How much does a Rockland holiday package cost?
Offering great value package deals on Expedia, you’ll be surprised at how little a holiday to Rockland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Rockland?
If you’d like to book a cheap Rockland holiday package, consider planning a trip in February, March and April. You’ll typically find better rates on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Rockland?
Typically, a handful of days is enough to visit the major attractions during your Rockland holiday. However, if you’d like to have more time to relax or go on day tours, think about extending your trip.
Is it worth booking a holiday package to Rockland?
Rockland has all the ingredients you need for the perfect getaway — festivals, dining and shopping are just the start. Whether you want to visit sights like Maine Coastal Islands National Wildlife Refuge Visitor Centre and Rockland Harbour Park, or take the road less traveled, you’ll find plenty to do on your Rockland holiday.
How to find the best Rockland package deals?
Use Expedia’s handy filters to help you find some terrific Rockland package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your adventure for midweek, or look for Rockland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your holiday package well in advance.
Is it cheaper to book a Rockland holiday as a package?
You can enjoy significant savings on your Rockland retreat by booking a tailored holiday package. Check the “Package” heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Rockland?
If you’re considering a spontaneous Rockland getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Rockland?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to holiday in Rockland.
  2. Set your budget: Consider costs such as transportation, flights and meals when working out how much to save for your trip to Rockland. Then, choose a hotel that matches your budget, whether that’s an affordable stay or a more luxurious getaway.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you’d like to experience in Rockland. Then, estimate how long you’ll need for each, including any travel time.
  4. Combine your airfare and accommodation: After you’ve nailed down your dates and duration, lock in the perfect Rockland holiday package for you.

Popular places to visit

* 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.