Owls Head Vacation Packages 2026 from $1,234

Owls Head flight + hotel vacation packages

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

Trade Winds on the Bay

$1,234

per person

Oct 22 - Oct 25

found 21 hours ago

Roundtrip flight included

Billings (BIL) to Rockland (RKD)

This aparthotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and laundry facilities are also provided.

Homeport Inn and Tavern

$1,509

per person

Oct 8 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. A terrace, a garden, and a library are also on offer.

Harborline Hotel

$1,333

per person

Oct 22 - Oct 25

found 21 hours ago

Roundtrip flight included

Billings (BIL) to Rockland (RKD)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Express check-out and luggage storage are also provided.

Glen Cove Inn & Suites

$1,365

per person

Oct 22 - Oct 25

found 21 hours ago

Roundtrip flight included

Billings (BIL) to Rockland (RKD)

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace and a garden are also provided.

The Craignair Inn & Restaurant

$1,468

per person

Oct 22 - Oct 25

found 21 hours ago

Roundtrip flight included

Billings (BIL) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

Stay near popular Owls Head attractions

Owls Head State Park

9.4/10 (110 reviews)

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

See properties

Frequently asked questions

How much are vacation packages to Owls Head?

With a Travelocity vacation package, you can live the high life in Owls Head for a mere $1,234. Flights, hotels and experiences — we have it all. You can save some cash just for bundling your bookings. And with everything taken care of before you set off, you won't have to worry about a thing.

Where can I get the best vacation package deals for Owls Head?

For a fun and affordable package deal to Owls Head, nothing compares to Travelocity. Select from 400 air carriers and 1,000,000 properties across the globe to create the ultimate adventure — the choice is all yours!

Why should I book my Owls Head vacation package with Travelocity?

Whether you're on the hunt for the ultimate unplugged getaway or you crave the hustle and bustle of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to comb through hundreds of different websites for the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our professional customer service experts are available for you round-the-clock.

Can I save on my Owls Head car rental if I book it with a hotel or flight?

You certainly can — bundle your car, flight and hotel into an Owls Head vacation package and you'll save plenty. With so much to uncover in and around Owls Head, having your own ride will make it easy to explore. Once you've settled into the driver's seat, crank up the tunes and make tracks to Cranmore Mountain Resort, an unmissable attraction roughly 100 mi from Owls Head.

Which airport is best for Owls Head?

It's likely you'll be touching down at Bangor Intl. Airport (BGR), located 50 mi north of downtown Owls Head. Hancock County - Bar Harbor Airport (BHB) (45 mi away from central Owls Head) and Knox County Regional Airport (RKD) (2 mi away from central Owls Head) are your other options.

What is there to do in Owls Head?

You'll sense a certain magic in the air as you wander through the streets of Owls Head. Owls Head Lighthouse and Maine Coastal Islands National Wildlife Refuge are just a couple of famous sights that make this city so popular, so put them at the top of your list of places to see.

Where should I stay when visiting Owls Head?

The Harbor Views and frontage, 5 minute drive to Rockland is the top choice of many visitors. Book soon before it's too late.