Cherryfield Vacations from $806

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Your Cherryfield Vacation

Let our vacation packages to Cherryfield inspire your next great escape. You'll find lots to love about this exciting city, starting with the neighborhood of South Addison, which is good for hiking and culture. There's plenty to add to your itinerary during your trip to Cherryfield, starting with leading sights such as Spring River Lake and Catherine Hill Winery. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Cherryfield vacation is a breeze with Expedia.

The Latest Cherryfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Elsa's Inn on the Harbor

Elsa's Inn on the Harbor

2 out of 5
Price was $920, price is now $806 per person
$806
per person
Oct 24 - Oct 27
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) 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 Aug 19, 2025

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park

3 out of 5
Price was $1,259, price is now $978 per person
$978
per person
Oct 24 - Oct 27
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) 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 Aug 11, 2025

Beautiful Apartments in Thorsen Road Maine

Beautiful Apartments in Thorsen Road Maine

3 out of 5
Price was $1,216, price is now $951 per person
$951
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Charlottesville (CHO) 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 Jul 14, 2025

White Birches Motel

White Birches Motel

2.5 out of 5
Price was $1,033, price is now $832 per person
$832
per person
Oct 24 - Oct 27
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) to Bar Harbor (BHB)
7.4/10 Good! (1,000 reviews)
This motel is mostly done in its renovations

Reviewed on Aug 21, 2025

Elegant Suite with Jacuzzi

Elegant Suite with Jacuzzi

3 out of 5
Price was $1,205, price is now $1,057 per person
$1,057
per person
Oct 24 - Oct 27
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) 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 Aug 19, 2025

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Discover the most popular places to visit in Cherryfield

Catherine Hill Winery

You can enjoy a tasting or tour at Catherine Hill Winery during your travels to Cherryfield. You can enjoy the restaurants while in the area.

Catherine Hill Winery

Cherryfield Hotel Deals

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

3 out of 5
123 Eden St, Bar Harbor, ME
Fully refundable
$300 nightly
The price is $327 total per night from Sep 1 to Sep 2
$327 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,009 reviews)
"The facility concentrates on the most basic needs for travelers. Just quite clean affordable stays. Would stay here again without hesitation."

Reviewed on Aug 21, 2025

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
Wonder View Inn

Wonder View Inn

2.5 out of 5
50 Eden St, Bar Harbor, ME
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $252 total per night from Sep 1 to Sep 2
$252 total
Sep 1 - Sep 2
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
"Convenient location on the shuttle line. Great staff, dining, views and activities. We will stay again."

Reviewed on Aug 15, 2025

Wonder View Inn
Seasider Motel

Seasider Motel

2.5 out of 5
40 Kebo Street, Bar Harbor, ME
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $217 total per night from Sep 1 to Sep 2
$217 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (709 reviews)
Nice place
"Shower was nice, beds comfortable. This is a motel. Limited continental breakfast. Good location, about 1/2 mile from Village Green. Would stay here again. Easy, open self park with no height restrictions. Quiet."

Reviewed on Aug 22, 2025

Seasider Motel
See all 1,523 properties in Cherryfield
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.

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Frequently asked questions

How much does a Cherryfield vacation package cost?
Offering great value package deals from $806 on Expedia, you'll be thrilled with how little a vacation to Cherryfield costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Cherryfield?
November, December and January are great times to look for cheap Cherryfield vacation packages. Opting to travel in less busy months means you can usually find lower prices on flights and hotels.
How many days is enough for Cherryfield?
Typically, a handful of days is enough to visit the top attractions during your Cherryfield vacation. But if you want to have more time to relax or take day tours, think about extending your trip.
How to find the best Cherryfield package deals?
Use Expedia's filters to help you find some great Cherryfield package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Cherryfield package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Cherryfield vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Cherryfield vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Cherryfield?
If you're planning a spontaneous Cherryfield trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Cherryfield vacation packages?
Set off on your perfect escape to Cherryfield with our Book Now, Pay Later vacations. No need to save up or wait for your next paycheck — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.