Rockland Vacation Packages

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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.

Top Rockland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Harborline Hotel

Harborline Hotel

CA $1,318
per person
Sep 6 - Sep 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
7.6/10 Good! (304 reviews)
The only thing I liked was the location, which is close to all of Rockland's downtown and waterfront. Otherwise, the rooms were really basic and really small and the halls were carpeted in worn carpet. But the price was enormous. I guess they were taking advantage of it being LobsterFest to charge over $500. for this really disappointing room. Carol Gerstl

Reviewed on Aug 7, 2026

Homeport Inn and Tavern

Homeport Inn and Tavern

CA $1,411
per person
Sep 6 - Sep 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
9.6/10 Exceptional! (298 reviews)
Arnold and the waitstaff at the Tavern was amazing. The rooms were nice and clean. Will definitely stay here on our next annual trip to Searsport.

Reviewed on Aug 3, 2026

Trade Winds on the Bay

Trade Winds on the Bay

CA $1,366
per person
Sep 6 - Sep 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
8.6/10 Excellent! (434 reviews)
Great location. Very convenient for the Lobster Festival and parking spots were always available. Pool hours should be extended.

Reviewed on Aug 7, 2026

Glen Cove Inn & Suites

Glen Cove Inn & Suites

CA $1,359
per person
Sep 6 - Sep 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
9.4/10 Exceptional! (1,005 reviews)
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

CA $1,540
per person
Sep 6 - Sep 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
9.6/10 Exceptional! (1,010 reviews)
This was a great spot with short drives to all the places we wanted to get to. The breakfast was convenient and decent for continental breakfast. The rooms were spacious and seemed to have been recently updated. Same with the hotel. It was also nice to come to a quieter area after a busy day. Having a balcony was nice. The walls were a bit thin but our neighbors quieted down by bedtime at least.

Reviewed on Aug 7, 2026

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 0.64 kilometres from the town centre, Sandy Beach is the place to be for many travellers. 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 Harbour 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 Centre, Rockland Ferry Terminal and Rockland Harbour Park. With the cash you save through our Rockland vacation deals, you can see more top sights like these.

Ready to book your vacation to Rockland?

Choose your dates

Rockland Hotel Deals

Harborline Hotel

Harborline Hotel

6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
CA $172
CA $207 total
Aug 11 - Aug 12
includes taxes & fees
7.4/10 Good! (315 reviews)
"The only thing I liked was the location, which is close to all of Rockland's downtown and waterfront. Otherwise, the rooms were really basic and really small and the halls were carpeted in worn carpet. But the price was enormous. I guess they were taking advantage of it being LobsterFest to charge ..."

Reviewed on Aug 7, 2026

Harborline Hotel
Trade Winds on the Bay

Trade Winds on the Bay

2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
CA $265
CA $288 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (445 reviews)
"Great location. Very convenient for the Lobster Festival and parking spots were always available. Pool hours should be extended."

Reviewed on Aug 7, 2026

Trade Winds on the Bay
Rockland Harbor Hotel

Rockland Harbor Hotel

520 Main Street Rockland ME
Fully refundableReserve now, pay when you stay
CA $249
CA $272 total
Aug 12 - Aug 13
includes taxes & fees
Rockland Harbor Hotel
See all 1,249 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.
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Stay near popular Rockland attractions

A lighthouse on a rocky breakwater with a forested hill in the background.

Rockland Breakwater Lighthouse

9.4/10 (326 reviews)
You can find out about the history of Glen Cove when you stop by Rockland Breakwater Lighthouse. While you're in the area, stroll along the waterfront.
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A white lighthouse with a black top, surrounded by greenery and overlooking the ocean.

Rockland Harbor Park

9.4/10 (246 reviews)
Explore the great outdoors at Rockland Harbor Park, a lovely green space in Rockland. Wander the waterfront in this romantic area.
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A beach with clear blue water, sandy shore, and rocky cliffs with trees.

Sandy Beach

8.6/10 (58 reviews)
Why not spend a carefree afternoon at Sandy Beach during your travels in Rockland? Stroll along the waterfront or experience the area's museums.
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A rocky coastline with a lighthouse and houses.

Maine Lighthouse Museum

9.2/10 (120 reviews)
You can spend time exploring the galleries in Maine Lighthouse Museum in Rockland. Wander the waterfront in this romantic area.
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Maine Coastal Islands National Wildlife Refuge Visitor Center

9.2/10 (42 reviews)
After visiting Maine Coastal Islands National Wildlife Refuge Visitor Center, make a plan to see the other sights and activities in Rockland. Wander the waterfront in this romantic area.
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Project Puffin Visitor Center

8.8/10 (24 reviews)
You can spend time browsing the exhibits at Project Puffin Visitor Center during your travels in Rockland. Wander the waterfront in this romantic area.
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Farnsworth Art Museum

9.6/10 (60 reviews)
You can spend an afternoon studying the exhibits at Farnsworth Art Museum during your travels in Rockland. Wander the waterfront in this romantic area.
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Strand Theater

9.0/10 (24 reviews)
You can enjoy a show at Strand Theater during your trip to Rockland. Wander the waterfront in this romantic area.
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What to do in Rockland

Brewski skewer and onion rings

Rockland Lunchtime Culinary Walking Tour

CA $225
per adult
Rockland Lunchtime Culinary Walking Tour
See all activities in Rockland

Frequently asked questions

How much does a Rockland vacation package cost?
Offering great value package deals from CA $1,318 on Expedia, you'll be pleasantly surprised at how much a vacation to Rockland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Rockland?
You're likely to find lower prices and better availability in February, March and April. Browse our cheap Rockland vacation packages and you could score some excellent off-season deals.
How many days is enough for Rockland?
Typically, a handful of days is enough to tick off the main sights during your Rockland vacation. However, if you prefer to have some time to chill out or go on day trips, think about extending your itinerary.
Is it worth booking a vacation package to Rockland?
Rockland has everything you need for a memorable getaway — festivals, dining and shopping are just the start. Whether you'd like to visit sights such as Maine Coastal Islands National Wildlife Refuge Visitor Centre and Rockland Harbour Park, or take the path less travelled, you'll have plenty to explore on your Rockland vacation.
How to find the best Rockland package deals?
Use Expedia's filter tool to help you find some great Rockland package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Rockland package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Rockland vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a personalized Rockland vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Rockland?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Rockland vacation.
How to plan a trip to Rockland?
  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Rockland.
  2. Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Rockland.
  3. Determine how many days away: Start by making a list of all the attractions you want to get to in Rockland. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Rockland vacation package that brings all your bookings together.

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.