Cutler Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by RVOutlawz

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Cutler Vacation

Our Cutler vacation packages give you the power to create your own adventure. Tailor your getaway to your style and interests and make every moment count in this wonderful city. Every trip to Cutler needs a well-planned itinerary. Fill yours with leading attractions like The Bold Coast, Cutler Coast Public Reserved Land and Bog Brook Cove. Browse Expedia's extensive range of travel options and book your ultimate vacation to Cutler today.

Cutler Hotel Deals

Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler ME
10/10 Exceptional! (102 reviews)
A treasure of a property in a great secluded location, amazing sunsets and views. Property was clean and well equipped. Instructions were detailed and helpful, great host

Reviewed on Oct 20, 2025

Get rates
Oceanfront Home; A Coastal Maine Woodland Retreat
Elegant log home with unobstructed ocean views

Elegant log home with unobstructed ocean views

Cutler ME
9.8/10 Exceptional! (66 reviews)
The house was perfect. The location was perfect. Overall the weather was pretty good for mid October. Got lobster on two different occasions from a local fisherman and it was fantastic. The only complaint we had was the local property manager was not very responsive. Other than that this property ...

Reviewed on Oct 18, 2025

Get rates
Elegant log home with unobstructed ocean views
Machias River Inn

Machias River Inn

2.5 out of 5
103 Main Street Machias ME
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $185 total per night from Dec 10 to Dec 11
$185 total
Dec 10 - Dec 11
Total with taxes and fees
9/10 Wonderful! (472 reviews)
Our room was clean and updated. Check in was a simple text with the code to the room. Easiest check in ever.

Reviewed on Nov 28, 2025

Machias River Inn
See all 256 properties in Cutler
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.

Find the Best Cutler Vacation Packages

Cutler Essential Information

Language
English
Currency
U.S dollars
Population
650
Max Temp Winter
30ºF
Max Temp Summer
65ºF
Top Sights
Jasper Beach, Boot Cove Beach and Bog Brook Cove

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Cutler vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation to Cutler costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Cutler?
November, December and January are great times to search for cheap Cutler vacation packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Cutler?
The ideal length for your Cutler vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to tick off all the major attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Cutler?
Popular for its culture, walking trails and hiking, a Cutler vacation is a hit with all types of travelers. Be sure to visit top sights like The Bold Coast and Cutler Coast Public Reserved Land, and consider renting some wheels for day trips to experience even more.
How to find the best Cutler package deals?
Landing a cheap Cutler package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Cutler package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Cutler vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can personalize your Cutler getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Cutler?
Land amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Cutler getaway.
Does Expedia offer Book Now, Pay Later Cutler vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can 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 Cutler trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

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