Cherryfield Vacations from $1,040

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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.
Bluff House Inn

Bluff House Inn

3 out of 5
Price was $1,095, price is now $1,040 per person
$1,040
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Bar Harbor (BHB)
9.2/10 Wonderful! (416 reviews)
At first was odd with no staff, but great spot, nice stay

Reviewed on Dec 30, 2025

Kimball Terrace Inn Northeast Harbor

Kimball Terrace Inn Northeast Harbor

2.5 out of 5
Price was $1,261, price is now $1,171 per person
$1,171
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Bar Harbor (BHB)
9/10 Wonderful! (1,000 reviews)
Best room view and comfy beds. Loved having a restaurant next door too. Highly recommend!

Reviewed on Nov 10, 2025

Rustic Farmhouse 4 Bedroom Home by RedAwning

Rustic Farmhouse 4 Bedroom Home by RedAwning

3 out of 5
Price was $2,042, price is now $1,962 per person
$1,962
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Bar Harbor (BHB)
8/10 Very Good! (1 review)
Jcr Taunton Bay Hideaway 3 Bedroom Home by RedAwning

Jcr Taunton Bay Hideaway 3 Bedroom Home by RedAwning

3 out of 5
Price was $1,565, price is now $1,508 per person
$1,508
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bar Harbor (BHB)
8/10 Very Good! (1 review)
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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

The Inn on Mount Desert

The Inn on Mount Desert

3 out of 5
68 Mount Desert Street Bar Harbor ME
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $104 total per night from Feb 11 to Feb 12
$104 total
Feb 11 - Feb 12
Total with taxes and fees
9.6/10 Exceptional! (1,002 reviews)
We loved everything about The Inn on Mount Desert. The staffers were friendly and helpful. The room was spacious, clean, and comfortable. The breakfast was made to order for us. We could walk to everything in town. We have already made reservations for another visit in a few months. This will be ...

Reviewed on Feb 8, 2026

The Inn on Mount Desert
The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
77 Cottage St Bar Harbor ME
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $152 total per night from Feb 9 to Feb 10
$152 total
Feb 9 - Feb 10
Total with taxes and fees
9.6/10 Exceptional! (366 reviews)
The room was absolutely spotless and the hotel staff was incredibly helpful and friendly! 10/10 will be back again!

Reviewed on Feb 2, 2026

The Pathmaker Hotel
Comfort Inn Ellsworth - Bar Harbor

Comfort Inn Ellsworth - Bar Harbor

2.5 out of 5
130 High St Ellsworth ME
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $121 total per night from Feb 15 to Feb 16
$121 total
Feb 15 - Feb 16
Total with taxes and fees
9/10 Wonderful! (926 reviews)
I extended my stay because of my positive experience. The staff was friendly and very responsive. Outstanding amenities. Comfortable bed and clean room. Will definitely return.

Reviewed on Feb 6, 2026

Comfort Inn Ellsworth - Bar Harbor
See all 1,525 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.

Find the Best Cherryfield Vacation Packages

Cherryfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hancock County - Bar Harbor Airport (BHB)
Population
1,200
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Catherine Hill Winery, Spring River Lake and Schoodic Lake

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Frequently asked questions

How much does a Cherryfield vacation package cost?
Offering great value package deals from $1,040 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.