Rockland Vacations from $661

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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

Trade Winds on the Bay

$661
per person
Oct 27 - Nov 1
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Rockland (RKD)
8.6/10 Excellent! (444 reviews)
Harborline Hotel

Harborline Hotel

$847
per person
Oct 27 - Nov 1
found 16 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Rockland (RKD)
7.6/10 Good! (309 reviews)
They continue to renovate the hotel, making small improvements along the way. Went to Hotels.com for reservation. When we got to hotel, our confirmed room was not what we asked for, after some time with desk person who did her best but was not able to do much, manager came in and made a switch with us. Cont. breakfast was weak. Can't beat the location, a great spot.

Reviewed on Aug 22, 2026

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

$974
per person
Oct 27 - Nov 1
found 16 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Rockland (RKD)
9.2/10 Wonderful! (200 reviews)
We love the Craignair and this was our second visit. The staff are all wonderful and so accommodating. Our arrival was a bit rough because there was private event taking place, so we had to wait until the bartender found someone to check us in and then it felt a bit like we weren't supposed to be in the common areas until the event concluded. No big deal, but we might have planned differently had we known ahead of time that this was the case. Wait staff were a bit loud one night after dinner service, but quieted down when we asked. Still, I am impressed at how relaxed and homey the place feels even in high summer when tourists are everywhere. We had previously stayed in November and kind of had it to ourselves, so we were definitely spoiled by that experience, but were amazed at how peaceful it was even during the busy season. Loved hiking Craig Island and watching the birds and the waves every morning and evening from our balcony or the dining area. This place is truly a gem.

Reviewed on Aug 9, 2026

Glen Cove Inn & Suites

Glen Cove Inn & Suites

$825
per person
Oct 27 - Nov 1
found 16 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Rockland (RKD)
9.4/10 Exceptional! (1,006 reviews)
What a pretty place! The minute I turned off the road I felt like I was in a village. I will be back the next time that I am in Maine.

Reviewed on Aug 22, 2026

Homeport Inn and Tavern

Homeport Inn and Tavern

$664
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Rockland (RKD)
9.6/10 Exceptional! (300 reviews)
Very, very rude staff and a really bad breakfast. There are so many lovely Inns right in the area, we would recommend you stay elsewhere. We travel often to the area and will never stay at this Inn again.

Reviewed on Aug 16, 2026

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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)
Perched at the end of a nearly mile-long granite breakwater, this 1902 lighthouse offers panoramic views of Penobscot Bay. Walk the dramatic stone pathway while watching for seabirds and historic schooners sailing past.
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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)
This scenic waterfront park offers prime views of Rockland's bustling harbor and maritime activities. Enjoy the boardwalk year-round or time your visit for the renowned Maine Lobster Festival in August.
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A beach with clear blue water, sandy shore, and rocky cliffs with trees.

Sandy Beach

8.6/10 (58 reviews)
This intimate harbor beach offers a tranquil escape with picturesque views along Rockland's waterfront. Bring a blanket for a leisurely afternoon of sunbathing or watching boats glide through the harbor.
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A rocky coastline with a lighthouse and houses.

Maine Lighthouse Museum

9.2/10 (120 reviews)
The Maine Lighthouse Museum houses America's largest collection of maritime artifacts, including rare Fresnel lenses and Coast Guard treasures. Staff bring lighthouse keepers' heroic stories to life in this nautical heritage gem.
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Farnsworth Art Museum

9.6/10 (60 reviews)
The Farnsworth Art Museum showcases America's artistic heritage through 15,000 works, including the Wyeth family's masterpieces. Explore the Louise Nevelson sculpture collection or attend First Fridays for free admission.
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Strand Theater

9.0/10 (24 reviews)
This historic 1923 theater showcases first-run films, live concerts, and Metropolitan Opera broadcasts in a restored setting with state-of-the-art sound and comfortable seating.
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Coastal Children's Museum

This interactive children's museum brings Maine's coastal wonders to life through hands-on exhibits and a live touch tank. Young explorers can board a real sailboat throughout the compact space.
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Sail Power and Steam Museum

7.0/10 (2 reviews)
This maritime treasure houses working steam engines and detailed ship models that bring Maine's nautical history to life. Engage with Captain Sharp and his crew for personal seafaring stories during your exploration.
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What to do in Rockland

Brewski skewer and onion rings

Rockland Lunchtime Culinary Walking Tour

$160
per adult
Rockland Lunchtime Culinary Walking Tour
See all activities in Rockland

Rockland Hotel Deals

Harborline Hotel

Harborline Hotel

6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
$113 nightly
$123 total
Aug 30 - Aug 31
Total with taxes and fees
7.4/10 Good! (346 reviews)
"They continue to renovate the hotel, making small improvements along the way. Went to Hotels.com for reservation. When we got to hotel, our confirmed room was not what we asked for, after some time with desk person who did her best but was not able to do much, manager came in and made a switch with ..."

Reviewed on Aug 22, 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
$137 nightly
$149 total
Aug 23 - Aug 24
Total with taxes and fees
Trade Winds on the Bay
Rockland Harbor Hotel

Rockland Harbor Hotel

520 Main Street Rockland ME
Fully refundableReserve now, pay when you stay
$259 nightly
$282 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (1,010 reviews)
"Clean room, good hot breakfast, staff was friendly."

Reviewed on Aug 22, 2026

Rockland Harbor Hotel
See all 1,223 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.

Find the Best Rockland Vacation Packages

Things to do in and around Rockland

Rockland, Maine offers a delightful mix of outdoor adventures and scenic beauty. You can explore popular hiking trails, enjoy a round of golf at local courses, and take in the stunning views while biking around the area. Don't miss out on boat tours for a unique perspective of the coastline and various sightseeing options to fully immerse yourself in Rockland's charm. Plan your itinerary to experience the best attractions this coastal town has to offer.

Shopping

The Maine State Prison Store is a must-visit, located just 4 miles from Rockland, offering unique handcrafted items. If you're up for a drive, head to Windsor Chairmakers, 14 miles away, for beautiful furniture, or check out the Damariscotta Farmer's Market, 20 miles away, for local produce and crafts.

Recreation

Experience tranquility at Pemaquid Point Lighthouse Park, where you can enjoy serene coastal views and relaxation. Play a round of golf at Samoset Resort Golf Course, surrounded by beautiful landscapes. For cultural entertainment, catch a show at the Strand Theater, perfect for a romantic family outing.

Adventure

Experience fun at Oakland Park Bowling Lanes, an arcade adventure zone 4 miles away, perfect for family bonding and thrilling games. Hit the slopes at Camden Snow Bowl, located 8 miles away, where you can enjoy skiing and sports in a picturesque setting. Explore nature along the Dyce Head Foot Path, 24 miles away, for a refreshing outdoor adventure.

Nightlife

Rockland's nightlife offers a charming blend of cozy bars and lively venues. Enjoy craft cocktails at the popular RHum Bar or savor local brews at Rock Harbor Brewing Company. For live music, check out The Strand Theatre, where you can catch performances in a vibrant atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Rockland

Rockland, Maine, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a rich cultural experience. Key attractions include the historic Rockland Breakwater Lighthouse, beautiful beaches, and urban parks. Whether you're interested in exploring the Maine coast or enjoying family-friendly activities, Rockland has something for everyone, making it an ideal vacation destination for all types of travelers.

  • Maine Coastal Islands National Wildlife Refuge Visitor Center: Immerse yourself in the natural beauty of Maine at this visitor center. Offering educational programs and outdoor adventures, it's perfect for families and nature enthusiasts eager to explore the diverse wildlife and coastal ecosystems.
  • Rockland Breakwater Lighthouse: Step back in time at this historic lighthouse, an iconic symbol of Rockland's maritime heritage. The picturesque walk to the lighthouse provides stunning views of the harbor and is a fantastic spot for photography and cultural appreciation.
  • Rockland Harbor Park: Enjoy a day outdoors in this vibrant urban park, featuring walking paths, picnic areas, and scenic views of the harbor. It's an ideal family-friendly destination for relaxation and recreation amidst the city's bustle.

Best time to go to Rockland

The best time to visit Rockland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Rockland falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Rockland falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.1°F (-2.7°C)Light RainMostly SunnyAverageSlightly Low
February27.7°F (-2.4°C)Light RainMostly CloudyAverageAverage
March33.4°F (0.8°C)Light RainMostly CloudyAverageSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyAverageSlightly Low
May51.3°F (10.7°C)Light RainMostly SunnyAverageAverage
June58.6°F (14.8°C)Light RainMostly SunnyModerately HighAverage
July65.5°F (18.6°C)Light RainMostly SunnyModerately HighSlightly High
August65.7°F (18.7°C)Light RainMostly SunnyModerately HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageSlightly High
October51.8°F (11.0°C)Light RainMostly SunnyModerately LowAverage
November41.9°F (5.5°C)Light RainMostly SunnyModerately LowAverage
December33.8°F (1.0°C)Light RainMostly CloudyModerately LowAverage

Tips to save on your trip to Rockland

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Rockland.
  • Consider traveling during the off-peak season (typically January and March to April) for more affordable package holidays to Rockland.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $661 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.