Cutler Vacation Packages 2026 from $479

Cutler flight + hotel vacation packages

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

Bluff House Inn

$479

per person

Oct 31 - Nov 3

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Bar Harbor (BHB)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.

Waterfront Home With Deck, Patio, Grill, Firepit, Ping-pong, & Wifi

Somesville

$2,856

per person

Oct 15 - Oct 18

found 8 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Bar Harbor (BHB)

This vacation home featured laundry facilities and barbecue grills. Take advantage of the free self parking.

Alluring Home With Full Kitchen, Furnished Patio, Washer/dryer & Private Yard

$1,701

per person

Oct 15 - Oct 18

found 8 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Bar Harbor (BHB)

This cabin includes free WiFi in public areas and barbecue grills.

Charming Lakefront House With Outdoor Firepit, Washer/dryer and Wifi

$1,628

per person

Oct 15 - Oct 18

found 8 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Bar Harbor (BHB)

This vacation home features barbecue grills. Take advantage of the free self parking.

Aril Cottage-waterfront Escape With Ocean Views

$1,440

per person

Oct 15 - Oct 18

found 8 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Bar Harbor (BHB)

Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.

Top Cutler hotels deals

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler ME

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna

Cutler ME

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A sauna is featured at this cabin, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.

Kitchen

Washer

Harbor View Cottage Maine, 150+ years old

Cutler ME

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

The Bluebird Motel

231Dublin St Machias ME

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$153 total

Aug 30 - Aug 31

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, a picnic area, and express check-out are also on offer.

Pet friendly

Parking included

The Inn on the Wharf

69 Johnson Street Lubec ME

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$202 total

Aug 27 - Aug 28

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and laundry facilities are also on offer.

Parking included

Free WiFi

Machias River Inn

103 Main Street Machias ME

Free Cancellation

Reserve now, pay when you stay

$215 nightly

$234 total

Aug 30 - Aug 31

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-out are also on offer.

Parking included

Free WiFi

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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.

Stay near popular Cutler attractions

The Bold Coast

9.6/10 (34 reviews)

Explore the great outdoors at The Bold Coast, a lovely green space in Cutler. While you're in the area, wander around the natural setting.

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Frequently asked questions

How much are vacation packages to Cutler?

Your vacation dreams can become reality in Cutler from just $479. Our package deals include flights and hotels, so organizing your itinerary will be a breeze. The only thing you'll need to focus on is getting out there and having a great time.

Where can I get the best vacation package deals for Cutler?

For the perfect Cutler package deal, head straight to Travelocity. Choose from 400 partner airlines and 1,000,000 properties around the globe to create your ideal adventure — simple as that.

Why should I purchase my Cutler vacation bundle via Travelocity?

We offer experiences for every type of traveler, excellent service and customer support available 24/7. And the icing on the cake is we'll match any better price you find with our Price Match Guarantee.

Will I save money on my Cutler car rental if I bundle it with hotels and flights?

You can with our Cutler vacation packages. With one of these, there are tons of ways to stretch your travel budget further. Combine any two or more car, flight, hotel and tour bookings and see the savings start to add up. With your own set of wheels, all the attractions around Cutler are within your reach.

Which airport is best for Cutler?

A trip to Cutler means touching down at Hancock County - Bar Harbor Airport (BHB). It's located 60 mi west of the downtown area.

What is there to do in Cutler?

Click away at the excellent photo-ops at The Bold Coast, one of the most popular attractions in Cutler. There's a whole lot more to discover in this exciting destination, so give yourself enough time to visit some of its hidden gems.

Where should I stay when visiting Cutler?

The Coasters' Chance - The Maine Cottage is popular with many travelers. Book as soon as possible to avoid missing out.