Owls Head Vacations from $313

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Your Owls Head Vacation

Lock in a Owls Head vacation package and get ready for a fantastic adventure. Noted for its coastal scenery and spectacular views, there's plenty to keep you on the move in this captivating city. Every trip to Owls Head needs a well-crafted itinerary. Fill yours with attractions like Samoset Resort Golf Course, Rockland Breakwater Lighthouse and Sandy Beach. Browse Expedia's extensive range of travel options and book your ultimate vacation to Owls Head today.

The Latest Owls Head vacation packages

Price found within the past 48 hours. Click for updated prices.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was $428, price is now $313 per person
$313
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Rockland (RKD)
8.4/10 Very Good! (245 reviews)
It was very hands off-- you go, retrieve your key from the lock box and let yourself in. But it is a gorgeous old building built like a fancy plantation - castle, in the middle of a small coastal town in pristine Maine, with a pool and a fitness center. I didn't realize it at first, but my room had a hallway to another living room area, with a balcony to sit and watch the sunrise from. Wow! Yeah, it's a great place.

Reviewed on Aug 14, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
Save 100% on your flight
Price was $525, price is now $356 per person
$356
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Rockland (RKD)
7.8/10 Good! (90 reviews)
Everything was great. Highly recommend

Reviewed on Aug 19, 2025

East Wind Inn

East Wind Inn

2.5 out of 5
Price was $684, price is now $549 per person
$549
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Rockland (RKD)
9.4/10 Exceptional! (112 reviews)
The Inn was perfectly situated for view of the harbor. Food was excellent dinner and breakfast. Definitely going back

Reviewed on Jul 29, 2025

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $1,075, price is now $911 per person
$911
per person
Oct 21 - Oct 26
found 23 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Rockland (RKD)
9.8/10 Exceptional! (283 reviews)
This beautiful antique mansion was the perfect place to begin exploring. Convenient to many attractions. Onsite tavern was a bonus. Breakfasts were perfect.hard to find charm and great hospitality.

Reviewed on Aug 13, 2025

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $952, price is now $826 per person
$826
per person
Oct 21 - Oct 26
found 23 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Rockland (RKD)
9.4/10 Exceptional! (943 reviews)
Nice older motel style rooms. Smaller unit for my wife and I, but overal nice accomodations. The staff was very friendly and gave great area food recomendations. Nothing fancy but clean and affordable.

Reviewed on Aug 17, 2025

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Discover the most popular places to visit in Owls Head

Owls Head Lighthouse sits majestically atop an 80-foot bluff overlooking Penobscot Bay, near the entrance to Rockland Harbor along Midcoast Maine. Once atop the lighthouse visitors have the chance to admire the gorgeous fourth order Fresnel lens that dates back to 1856 while enjoying panoramic views of the bay, islands and marine traffic, including Maine’s elegant windjammer fleet. #travel #Adventure #trovember

Owls Head Lighthouse

4.5/5(22 reviews)

Find out about the history of Owls Head when you take a trip to Owls Head Lighthouse. Wander the waterfront in this romantic area.

Owls Head Lighthouse
Owls Head Lighthouse sits majestically atop an 80-foot bluff overlooking Penobscot Bay, near the entrance to Rockland Harbor along Midcoast Maine. Once atop the lighthouse visitors have the chance to admire the gorgeous fourth order Fresnel lens that dates back to 1856 while enjoying panoramic views of the bay, islands and marine traffic, including Maine’s elegant windjammer fleet. #travel #Adventure #trovember

Owls Head State Park

4.5/5(93 reviews)

You can take time to visit Owls Head State Park during your travels to Owls Head. Wander the waterfront in this romantic area.

Owls Head State Park

Owls Head Transportation Museum

4.5/5(52 reviews)

You can study the exhibits at Owls Head Transportation Museum, a museum with a storied past, during your travels to Owls Head. While you're in the area, stroll along the waterfront.

Owls Head Transportation Museum

Owls Head Hotel Deals

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head
$348 nightly
The price is $379 total per night from Sep 1 to Sep 2
$379 total
Sep 1 - Sep 2
Total includes taxes and fees
9.6/10 Exceptional! (74 reviews)
"Perfect location for downtown Rockland! View of the ocean and quiet neighbors. The communication was excellent and easy arrival checkout."

Reviewed on Jul 30, 2025

Comfortable, Close to Town Home, with Oceanview.
Owls Head Village Post Office

Owls Head Village Post Office

Owls Head
9.8/10 Exceptional! (149 reviews)
Owl's Head Vacation
"Such a cute and unique property in the perfect location for exploring all of the mid coast. We come up to visit friends every summer, and the post office was the perfect home base. It was clean and well stocked with everything we needed. Doug was super responsive and easy to work with. 10/10 ..."

Reviewed on Aug 3, 2025

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Owls Head Village Post Office
Lovely Waterfront Owls Head Home w/ Own Beach

Lovely Waterfront Owls Head Home w/ Own Beach

Owls Head
9.8/10 Exceptional! (51 reviews)
"Beautiful property! We really enjoyed our stay"

Reviewed on Aug 7, 2025

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Lovely Waterfront Owls Head Home w/ Own Beach
See all 1,044 properties in Owls Head
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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Frequently asked questions

How much does an Owls Head vacation package cost?
You can pick up a vacation package to this popular destination from $313 on Expedia. However, how much your vacation to Owls Head costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Owls Head?
November, December and January are great times to search for cheap Owls Head vacation packages. Opting to travel in less busy periods means you can usually find better prices on flights and hotels.
How many days is enough for Owls Head?
The ideal length for your Owls Head vacation depends on what you'd like to do. Usually, a few days to a week will give you time to tick off all the major attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Owls Head?
Boasting a host of highlights starting with its excellent fishing, Owls Head is a good vacation destination. Whether you'd like to explore sights like Owls Head Transportation Museum and Owls Head Lighthouse or take the path less traveled, you'll have loads to keep you busy during your Owls Head vacation.
How to find the best Owls Head package deals?
Finding a cheap Owls Head package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Owls Head package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book an Owls Head vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a customized Owls Head vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Owls Head?
If you're considering a spur-of-the-moment Owls Head trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Owls Head vacation packages?
If you're like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Owls Head vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.