Rockland Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

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$236 per night from 5 Dec to 6 Dec
S$236
includes taxes & fees
5 Dec - 6 Dec
9.2/10 Wonderful! (1,001 reviews)
Comfortable
"Comfortable room. Nice view. Helpful staff."

Reviewed on 12 Nov,2024

Rockland Harbor Hotel
Trade Winds on the Bay
Trade Winds on the Bay
3 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 23 Nov to 24 Nov
S$150
includes taxes & fees
23 Nov - 24 Nov
8/10 Very Good! (137 reviews)
"Everything was wonderful. We will stay there again"

Reviewed on 18 Nov,2024

Trade Winds on the Bay
250 Main Hotel
250 Main Hotel
3 out of 5
250 Main Street, Rockland, ME
The price is S$291 per night from 25 Nov to 26 Nov
S$291
includes taxes & fees
25 Nov - 26 Nov
9.6/10 Exceptional! (462 reviews)
Great Sta
"Just checked in, after midnight. The lady on duty was very polite and courteous, and extremely helpful!"

Reviewed on 13 Nov,2024

250 Main Hotel
See all 971 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.

Frequently asked questions

How much does a Rockland holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Rockland from just . And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Rockland?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got them all. Choose a combination that best fits you and watch your savings pile up. Of course, a travel package is never one-size-fits-all. That’s why we offer more than 550 airlines and 1,000,000 hotels around the globe, which lets you customize your Rockland holiday.
Where should I stay in Rockland?
With fascinating attractions such as Samoset Resort Golf Course and Maine Coastal Islands National Wildlife Refuge Visitor Centre in this area, look for a hotel situated near either of them. Maine Lighthouse Museum is another sight that draws in the crowds.
What are the top hotels in Rockland?
Get your holiday off to an excellent start by staying at Wonderful Family House With Private Washer And Dryer. It’s one of most popular hotels in Rockland. Another leading option is Overlooking Harbour And Penobscot Bay.
How far in advance should I book my Rockland holiday?
It can be difficult to know when the best time is to book your Rockland trip. But typically the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels up to 12 months prior to departure. If you’re thinking of a last-minute getaway, no need to stress! There are plenty of fantastic deals posted on Expedia every day.
What does an Expedia Rockland travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply choose your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on a few activities and tours and watch your savings pile up. When it comes to organising your Rockland escape, you’re in charge!
What should I know before booking a Rockland travel package?
You can save a tidy sum by bundling your hotels, airfares and rental cars. Once you’ve created your package, you can add on things like sightseeing tours or experiences. Your next unforgettable holiday is only a few clicks away.
Can I choose my airline with a Rockland Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Rockland holiday package?
Because we understand life can be unpredictable, the answer is yes. For further details, visit our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Popular places to visit

Snow Marine Park

Explore the great outdoors at Snow Marine Park, a lovely green space in Rockland. Wander the waterfront in this romantic area.

Snow Marine Park

What to do in Rockland

Schooner Appledore

Windjammer Classic Sunset Sail from Camden, Maine

S$85
Per adult
100% of travellers recommend
Windjammer Classic Sunset Sail from Camden, Maine
Belfast: Sunset Cruise and Skip-The-Line for Lobster Rolls

Belfast: Sunset Cruise and Skip-The-Line for Lobster Rolls

S$183
Per adult
Belfast: Sunset Cruise and Skip-The-Line for Lobster Rolls
See all activities in Rockland

* 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.