Rockland Vacations from $706

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Your Rockland Vacation

Get to know the scenic city of Rockland with a tailor-made Rockland vacation package and immerse yourself in all it has to offer. From its coastal scenery and rich history to its artistic creativity, prepare to be charmed by this fascinating destination. If a sightseeing tour is on the cards during your trip to Rockland, check out top attractions like Samoset Resort Golf Course, Rockland Breakwater Lighthouse and Sandy Beach. Whoever you're escaping with and whatever your bank balance, your dream Rockland vacation is just clicks away with Expedia.

The Latest Rockland vacation packages

Price found within the past 48 hours. Click for updated prices.
Trade Winds on the Bay
Homeport Inn and Tavern
The Craignair Inn & Restaurant
Harborline Hotel
The Country Inn at Camden Rockport
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Rockland Hotel Deals

Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $128 total per night from Oct 25 to Oct 26
$128 total
Oct 25 - Oct 26
Total with taxes and fees
7.6/10 Good! (199 reviews)
"We loved being able to walk across the street to the water. We saw some of a sunset and walked down for the sunrise one morning. The rooms were clean and nicely updated."

Reviewed on Oct 13, 2025

Harborline Hotel
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $101 total per night from Oct 20 to Oct 21
$101 total
Oct 20 - Oct 21
Total with taxes and fees
8.4/10 Very Good! (291 reviews)
"The room was very spacious and very, very clean. The bed was extremely comfortable. The hotel is older so a bit dated, but such a great value. The staff was exceptionally friendly and helpful, and the view of the harbor was just beautiful! We highly recommend this property."

Reviewed on Oct 11, 2025

Trade Winds on the Bay
250 Main Hotel

250 Main Hotel

3 out of 5
250 Main Street, Rockland, ME
$168 nightly
The price is $183 total per night from Nov 2 to Nov 3
$183 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (509 reviews)
"Amazing beautiful setting"

Reviewed on Oct 8, 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.

Rockland Beach Vacation

Get set to live out those beachy daydreams on your upcoming Rockland vacation. Enjoy a lovely walk, soak up the sweeping ocean views and pick up unique seashells on your trip to Rockland. Just 0.4 miles from the town center, Sandy Beach is the place to be for many travelers. Look through our Rockland vacation deals and watch your travel budget stretch further!

Things You Should Know About Rockland

  • Spend your vacation by the water and let the stresses and strains of daily life drift away with the sea breeze. Book one of our Rockland beach hotels and indulge in a little beachside bliss.
  • Consider Rockland Harbor Hotel and 250 Main Hotel. These popular private vacation homes could just be ideal for your vacation in Rockland.
  • There are lots of activities that keep the 7,200 or so residents of Rockland busy. A quick look at our Rockland things to do page will let you in on the best of what's on offer.
  • Don't head home without swinging by Maine Coastal Islands National Wildlife Refuge Visitor Center, Rockland Ferry Terminal and Rockland Harbor Park. With the cash you save through our Rockland vacation deals, you can see more top sights like these.

Rockland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Knox County Regional Airport (RKD)
Population
7,200
Max Temp Winter
35ºF
Max Temp Summer
65ºF
Top Sights
Sandy Beach, Owls Head State Park and Camden Harbor Park and Amphitheatre

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Frequently asked questions

How much does a Rockland vacation package cost?
Offering great value package deals from $706 on Expedia, you'll be surprised at how little a vacation to Rockland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Rockland?
You can usually find reduced prices and greater availability in January, October and December. Explore our cheap Rockland vacation packages and you could get some great off-season discounts.
How many days is enough for Rockland?
Typically, a handful of days is enough to visit the major sights during your Rockland vacation. However, if you want to have more time to chill out or take day tours, think about extending your trip.
Is it worth booking a vacation package to Rockland?
Popular for its festivals, dining and shopping, a Rockland vacation offers something for everyone. Be sure to visit top sights like Samoset Resort Golf Course and Maine Coastal Islands National Wildlife Refuge Visitor Center, and consider renting a set of wheels for day trips to discover even more.
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 vacation package well in advance.
Is it cheaper to book a Rockland vacation as a package?
You can enjoy significant savings on your Rockland retreat by booking a tailored vacation 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 vacation 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 diary and get packing. Your favorite season and the activities available will also help you decide when to escape to Rockland.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may crop up during your trip to Rockland.
  3. Organize your Rockland escape with Expedia's trip planning tool: Look for and book hotels and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Rockland together.
  4. Decide how long to go for: Now that you're more familiar with Rockland, you can work out the ideal length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to do.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Rockland vacation package that brings all your bookings together.
  6. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on the highlights of Rockland. Find all the exciting things to do in Rockland with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Rockland vacation packages?
If you're anything like us, you love exploring new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Rockland vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.