
Cutler Vacations from S/ 2,345
Book a Hotel + Flight or Car together to unlock savings
Photo by RVOutlawz
- Plan, book, travel with confidence
Better together
You can save 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.
The Latest Cutler Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Elsa's Inn on the Harbor
Price was S/ 2,758, price is now S/ 2,345 per person
S/ 2,345
per person
Nov 6 - Nov 9
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Bar Harbor (BHB)
9.4/10 Exceptional! (173 reviews)
Look no further! This is the first inn I have ever stayed at! The host is extremely kind and is willing to give you all the good tips and tricks to the area. My boyfriend and I stayed one night there and did a good amount of exploring in the time we had! We ate at Ben&Me's (fabulous hot dogs and blueberry ice cream) which was recommended by our hostess! In the morning, I woke and watched the sunrise from the window facing the harbor of our room and it was just beautiful. We ate breakfast there before leaving the road for a long drive back to Upstate NY (breakfast was 2 fluffy blueberry pancakes with whip cream and blueberries on top) and they were just fabulous. We will absolutely be back and are so grateful to have had such a lovely experience!
Reviewed on 19 Aug, 2025

Woodland Apartments-Acadia National Park
Price was S/ 4,017, price is now S/ 3,050 per person
S/ 3,050
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Bar Harbor (BHB)
8/10 Very Good! (5 reviews)
You will not be disappointed with what you see once you see inside the doors. Beautifully decorated and everything you need, but... it is more like a modular 4-apartment home / b&b - no ocean view, at the end of a dirt road (lots of dust), but a few deer met us as we unpacked. We were skeptical at first, yet pleasantly surprised with our stay. I highly recommend, so long as your expectations are set.
Reviewed on 11 Aug, 2025

Beautiful Apartments in Thorsen Road Maine
Price was S/ 3,886, price is now S/ 2,974 per person
S/ 2,974
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Bar Harbor (BHB)
8/10 Very Good! (7 reviews)
Very nice, clean, new, good towels, great new on the outskirts of Hancock. I extended my stay a couple of extra days and they were very accommodating. I will stay here again.
Reviewed on 14 Jul, 2025


Elegant Suite with Jacuzzi
Price was S/ 3,768, price is now S/ 3,275 per person
S/ 3,275
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Bar Harbor (BHB)
8.4/10 Very Good! (6 reviews)
The suite was great!!! I will definitely be coming back I was very pleased!!!
Reviewed on 19 Aug, 2025
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 |
Cutler Hotel Deals

Oceanfront Home; A Coastal Maine Woodland Retreat
Cutler
9.8/10 Exceptional! (95 reviews)
"We love Maine summers and Jenny's home is perfect for our family. We look forward to the relaxation and getting away from things for a while. The view out the numerous windows and doors in the back towards Holmes Bay is spectacular. You can see the tides come in and out and the view faces almost ..."
Reviewed on 6 Aug, 2025

Elegant log home with unobstructed ocean views
Cutler
9.8/10 Exceptional! (62 reviews)
"Beautiful home base for exploring the Bold Coast!"
Reviewed on 20 Aug, 2025

Harbor View Cottage Maine, 150+ years old
Cutler
9.8/10 Exceptional! (30 reviews)
"We have stayed here before. It is such a great location. Love spending time in Chester. Feels like a second home"
Reviewed on 25 Jul, 2025
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.
Other vacations you might like
- Destinations similar to Cutler
- Vacations from
- Best vacation destinations by month
- Expedia's Latest Trends
- Vacations from Atlanta
- Vacations from Austin
- Vacations from Boston
- Vacations from Chicago
- Vacations from Dallas
- Vacations from Houston
- Vacations from Las Vegas
- Vacations from Los Angeles
- Vacations from Miami
- Vacations from New York
- Vacations from Orlando
- Vacations from Philadelphia
- Vacations from Phoenix
- Vacations from Pittsburgh
- Vacations from Seattle
- Vacations from Washington
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
- Hotels in Kennebunkport
- Hotels in Waterville
- Oceanfront Hotels in Bar Harbor
- Hotels in Ellsworth
- Hotels in Bar Harbor
- Hotels in Kittery
- Oceanfront Hotels in Ogunquit
- Hotels in York
- Hotels in Boothbay Harbor
- Hotels in Ogunquit
- Hotels in Brunswick
- Hotels in Bangor
- Hotels in Camden
- Oceanfront Hotels in Portland
- Hotels in Portland
- Hotels in Wells
- Hotels in Old Orchard Beach
- Oceanfront Hotels in York Beach
- Hotels in Freeport
- Cheap Hotels in Portland
- Hotels in Augusta
- Hotels in South Portland
- Hotels in Rockland
- Hotels in Belfast
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.