Owls Head Vacation Packages

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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.

Top Owls Head Vacation Deals

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

Harborline Hotel

3 out of 5
per person
Sep 20 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rockland (RKD)
8.6/10 Excellent! (53 reviews)
Place is great. Walk to water,downtown, and restraunts, room was very clean. We will be staying here again.

Reviewed on Jul. 31, 2025

East Wind Inn

East Wind Inn

2.5 out of 5
per person
Sep 20 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rockland (RKD)
9.4/10 Exceptional! (109 reviews)
Amazing environment! Perfect for a weekend getaway

Reviewed on Jul. 17, 2025

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
per person
Sep 20 - Sep 22
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rockland (RKD)
9.6/10 Exceptional! (1,006 reviews)
Was in a good location for seeing the area

Reviewed on Jul. 30, 2025

Ready to book your vacation to Owls Head?

 

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Owls Head Hotel Deals

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head
The price is CA $298 per night from Sep 1 to Sep 2
CA $298
CA $562 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (73 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.
Lovely Waterfront Owls Head Home w/ Own Beach

Lovely Waterfront Owls Head Home w/ Own Beach

Owls Head
9.8/10 Exceptional! (50 reviews)
Great Stay in Maine
"Fantastic property on the water in Owl's Head. Loved the location!"

Reviewed on Jul. 7, 2025

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Lovely Waterfront Owls Head Home w/ Own Beach
Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head

Owls Head
The price is CA $375 per night from Aug 15 to Aug 16
CA $375
CA $812 total
Aug 15 - Aug 16
includes taxes & fees
9.8/10 Exceptional! (55 reviews)
vacation
"Property was very clean and well maintained close to major towns, restaurants, and activities."

Reviewed on Aug. 26, 2024

Oceanview Bungalow Style Home in Owls Head
See all 1,062 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Owls Head

Owls Head Lighthouse

Owls Head Lighthouse

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

Breakwater Vineyards

You can enjoy a tasting or tour at Breakwater Vineyards during your travels to Owls Head. While you're in the area, stroll along the waterfront.

Breakwater Vineyards

Frequently asked questions

How much does an Owls Head vacation package cost?
You can pick up a vacation package to this popular destination from CA $528 on Expedia. However, how much your vacation to Owls Head costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Owls Head?
To score cheap Owls Head vacation packages, plan your getaway outside of peak times such as public holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Owls Head?
Usually, a handful of days is enough to tick off the top attractions during your Owls Head vacation. But if you'd like to have time to unwind or take day trips, consider extending your itinerary.
How to find the best Owls Head package deals?
Use Expedia's handy filters to find some terrific Owls Head package deals. When you start 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 break for midweek, or look for Owls Head package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book an Owls Head vacation as a package?
You can enjoy significant savings on your next Owls Head retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Owls Head?
If you're planning an impromptu Owls Head trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Owls Head?

  1. Choose your travel dates: What you want to do in Owls Head and your preferred season will help you decide when to get away.
  2. Budget wisely: As well as the cost of your stay, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Owls Head.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Owls Head. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick an Owls Head vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.