Owls Head Vacations from $938
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The Latest Owls Head Vacation Packages
- Harborline Hotel
Aug 31 - Sep 4Harborline Hotel + Flight
Rockland4 nights3.0 star property7.6/10 - Good (292 reviews)"The beds were comfortable and the room was okay. I was in room 321. The hotels WiFi didn’t work in the room. Next door, a baby cried off and on throughout the night. I went to get ice several times and the ice machine was empty. We could not enjoy the balcony as the carpeting on the balcony was wet and moldy. I m guessing that I will never stay here again. Lucy Kiermaier"Reviewed July 16, 2026Roundtrip • Kansas City (MCI) - Rockland (RKD)MCI - BOS • 1 stop BOS - MCI • Nonstop$1,023$938found 17 hours agoper traveler - Trade Winds on the Bay
Oct 4 - Oct 8Trade Winds on the Bay + Flight
Rockland4 nights3.5 star property8.6/10 - Excellent (429 reviews)"Had a balcony and was sitting on, the people above us dumped his cooler on his balcony and I was soaked. Then we got back to the room around 11:00 pm and the kids were running a marathon. It started again this morning around 7:00 am. The marathon never stopped till we left. The view was great."Reviewed July 14, 2026Roundtrip • Minneapolis (MSP) - Rockland (RKD)MSP - RKD • 2 stops RKD - MSP • 2 stops$1,407$1,275found 1 day agoper traveler - Kinney Cabin: 5-bedroom Lakefront Home
Sep 24 - Sep 28Kinney Cabin: 5-bedroom Lakefront Home + Flight
Jefferson4 nights2.5 star propertyRoundtrip • Kansas City (MCI) - Rockland (RKD)MCI - AUG • 2 stops AUG - MCI • 2 stops$2,572$2,384found 2 hours agoper traveler - Homeport Inn and Tavern
Oct 4 - Oct 8Homeport Inn and Tavern + Flight
Searsport4 nights3.0 star property9.6/10 - Exceptional (297 reviews)"This place was a delight! The room was great, we loved the pool room and breakfast was simple but perfect. Staff was really friendly and helpful too when I asked for a recommendation."Reviewed July 13, 2026Roundtrip • Minneapolis (MSP) - Rockland (RKD)MSP - RKD • 2 stops RKD - MSP • 2 stops$1,437$1,340found 1 day agoper traveler - The Craignair Inn & Restaurant
Oct 4 - Oct 8The Craignair Inn & Restaurant + Flight
Spruce Head4 nights3.5 star property9.2/10 - Wonderful (200 reviews)"Synday brunch was very good"Reviewed December 22, 2025Roundtrip • Minneapolis (MSP) - Rockland (RKD)MSP - RKD • 2 stops RKD - MSP • 2 stops$1,647$1,542found 1 day agoper traveler
Discover the most popular places to visit in Owls Head
Owls Head Hotel Deals
Bee Hive Cottage, Romantic Maine Waterfront Cottag
Bee Hive Cottage, Romantic Maine Waterfront Cottag
The Country Inn at Camden Rockport
The Country Inn at Camden RockportFrequently Asked Questions
How much does an Owls Head vacation package cost?
You can pick up a vacation package to this popular destination from $938 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.