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.
Trade Winds on the Bay
Price was CA $1,054, price is now CA $967 per person
CA $967
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
8.6/10 Excellent! (394 reviews)
The location was centrally located to many restaurants and pubs. The view was great from the room.
Reviewed on Jun 8, 2026
Harborline Hotel
Price was CA $1,709, price is now CA $1,239 per person
CA $1,239
per person
Jul 15 - Jul 22
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Rockland (RKD)
7.6/10 Good! (256 reviews)
The room was large BUT AC very noisy. No coffee or coffee maker no hair dryer- has a microwave but no cups to make hot water in. Only two pillows.
Reviewed on Jun 5, 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.
Rockland Hotel Deals
Rockland Harbor Hotel
520 Main Street Rockland ME
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Jun 14 to Jun 15
CA $214
CA $233 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Great location close to restaurants and bars. Lots to do in the area. Nice little town like many others try to revitalize. Safe for shopping and walking around town. Room was spacious and clean easy parking. Would stay here again if ever in the area"
Reviewed on Jun 8, 2026
Trade Winds on the Bay
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jun 14 to Jun 15
CA $146
CA $159 total
Jun 14 - Jun 15
includes taxes & fees
8.6/10 Excellent! (403 reviews)
"The location was centrally located to many restaurants and pubs. The view was great from the room."
Reviewed on Jun 8, 2026
Harborline Hotel
6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jun 11 to Jun 12
CA $151
CA $183 total
Jun 11 - Jun 12
includes taxes & fees
7.6/10 Good! (262 reviews)
"The room was large BUT AC very noisy. No coffee or coffee maker no hair dryer- has a microwave but no cups to make hot water in. Only two pillows."
Reviewed on Jun 5, 2026
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.
Discover the most popular places to visit in Rockland
Rockland Breakwater Lighthouse
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 seaside.
Rockland Harbor Park
Explore the great outdoors at Rockland Harbor Park, a lovely green space in Rockland. Wander the waterfront in this romantic area.
Explore a world of travel with Expedia
- Hotels near Farnsworth Art Museum
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- Cabin Rentals in Glen Cove
- Condo Rentals in Glen Cove
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- Beach Hotel Hotels in Glen Cove
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- Pet-Friendly Hotels in Glen Cove
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- Inns in Glen Cove
- Lodges in Glen Cove
- Resorts in Glen Cove
- Hotels near Maine Coastal Islands National Wildlife Refuge Visitor Center
- Hotels near Maine Lighthouse Museum
- Hotels near Maine State Prison Store
- Farmstay in Owls Head
- Aparthotels in Owls Head
- B&B in Owls Head
- Cabin Rentals in Owls Head
- Condo Rentals in Owls Head
- Cottages in Owls Head
- Guest Houses in Owls Head
- Cheap Hotels in Owls Head
- Golf Hotels in Owls Head
- Hilton Hotels in Owls Head
- Luxury Hotels in Owls Head
- Ski Hotels in Owls Head
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- Hotels near Owls Head Lighthouse
- Lodges in Owls Head
- Motels in Owls Head
- Pousadas in Owls Head
- Resorts in Owls Head
- Hotels near Owls Head State Park
- Hotels near Rockland Breakwater Lighthouse
- Hotels near Rockland Harbor Park
- B&B in Rockport
- Beach Hotel Hotels in Rockport
- Cheap Hotels in Rockport
- Luxury Hotels in Rockport
- Oceanfront Hotels in Rockport
- Rockport Hotels
- Resorts in Rockport
- Hotels near Samoset Resort Golf Course
- Hotels near Sandy Beach
- B&B in South Thomaston
- South Thomaston Hotels
- Beach Hotel Hotels in Thomaston
- Cheap Hotels in Thomaston
- Honeymoon Resorts and in Thomaston
- Pet-Friendly Hotels in Thomaston
- Thomaston Hotels
- Flights to Owls Head
- Flights to Rockport
- Flights from Owls Head
- Flights from Amarillo (AMA) to Rockland (RKD)
- Flights from Hagerstown (HGR) to Rockland (RKD)
- Flights from Massena (MSS) to Rockland (RKD)
- Flights from Montreal (YMX) to Rockland (RKD)
- Flights from Ottawa (YOW) to Rockland (RKD)
- Flights from Winnipeg (YWG) to Rockland (RKD)
- Flights from Saskatoon (YXE) to Rockland (RKD)
- Flights from St. John's (YYT) to Rockland (RKD)
- Flights from Toronto (YYZ) to Rockland (RKD)
- Barrett's Cove Public Beach
- Belfast City Park
- Belmont Vacations
- Blue Hill Bay Gallery
- Boothbay Harbor Marina
- Brooks Vacations
- Cabbage Island
- Camden Vacations
- Castle Tucker
- Central Coast Vacations
- China Vacations
- Clark Island Vacations
- Coastal Maine Botanical Gardens
- Fort Edgecomb State Historical Site
- Friendship Vacations
- Harlow Gallery
- Lawson's Quarry
- Megunticook Lake
- Monhegan Island Vacations
- Owls Head Lighthouse
- Owls Head Vacations
- Pemaquid Point Lighthouse Park
- Penobscot Narrows Bridge and Observatory
- Rachel Carson Salt Pond Preserve
- Rockland Breakwater Lighthouse
- Rockland Harbor Park
- Samoset Resort Golf Course
- Sears Island Vacations
- Tenants Harbor Vacations
- Windsor Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
