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Chesuncook Vacations from $776

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The Latest Chesuncook Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • View from property
    Sep 3 - Sep 7

    Mount Battie Inn + Flight

    Lincolnville
    4 nights
    2.5 star property
    8.8/10 - Excellent (331 reviews)
    "It's not an inn! It's an old-style drive up to the door motel."
    Reviewed July 28, 2026
    Roundtrip • New York (EWR) - Bangor (BGR)
    EWR - BGR • Nonstop BGR - EWR • Nonstop
    $954
    $776
    per traveler
    found 1 day ago
    Mount Battie Inn
  • Exterior
    Sep 6 - Sep 11

    Acadia Pines Motel + Flight

    Bar Harbor
    5 nights
    2.5 star property
    7.4/10 - Good (324 reviews)
    "Place was small but clean. Set in pines back from road. Fun outdoor family restaurant serving seafood and other foods just a walk away. Short drive into Bar Harbor downtown. Good parking and good price for high season summertime. We would stay the ere again."
    Reviewed July 27, 2026
    Roundtrip • Chicago (CHI) - Bangor (BGR)
    ORD - BGR • Nonstop BGR - ORD • Nonstop
    $1,054
    $866
    per traveler
    found 20 hours ago
    Acadia Pines Motel
  • Interior detail
    Oct 22 - Oct 25

    The Pathmaker Hotel + Flight

    Bar Harbor
    3 nights
    2.0 star property
    9.8/10 - Exceptional (602 reviews)
    "It’s great to have parking - everything in Bar Harbor is walkable from the hotel. The complimentary breakfast was excellent- well above standard hotel fare."
    Reviewed July 28, 2026
    Roundtrip • Chicago (CHI) - Bangor (BGR)
    ORD - BGR • Nonstop BGR - ORD • Nonstop
    $1,079
    $914
    per traveler
    found 1 day ago
    The Pathmaker Hotel
  • BUBBLES ROOM - 2ND FLOOR | Terrace/patio
    Oct 22 - Oct 25

    Moseley Cottage Inn & Town Motel + Flight

    Downtown Bar Harbor
    3 nights
    3.0 star property
    9.4/10 - Exceptional (619 reviews)
    "The check in was awkward and unfriendly. Room was hot and bathrooms are very small. But very walkable and convenient"
    Reviewed July 28, 2026
    Roundtrip • Chicago (CHI) - Bangor (BGR)
    ORD - BGR • Nonstop BGR - ORD • Nonstop
    $1,059
    $904
    per traveler
    found 1 day ago
    Moseley Cottage Inn & Town Motel
  • Deluxe Room, 2 Double Beds, Non Smoking | Pillowtop beds, iron/ironing board, cribs (free), rollaway beds (free)
    Oct 22 - Oct 25

    Bar Harbor Villager Motel - Downtown + Flight

    Downtown Bar Harbor
    3 nights
    2.0 star property
    9.0/10 - Wonderful (720 reviews)
    Roundtrip • Chicago (CHI) - Bangor (BGR)
    ORD - BGR • Nonstop BGR - ORD • Nonstop
    $934
    $807
    per traveler
    found 1 day ago
    Bar Harbor Villager Motel - Downtown

Frequently Asked Questions

How much does a Chesuncook vacation package cost?

Offering great value package deals from $776 on Expedia, you'll be thrilled with how little a vacation to Chesuncook costs! Expedia's packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Chesuncook?

October, November and December are the best times to search for cheap Chesuncook vacation packages. Traveling in quieter months means you can usually find lower prices on flights and accommodations.

How many days is enough for Chesuncook?

Generally, a handful of days is enough to go to the major sights during your Chesuncook vacation. However, if you want to have some time to unwind or take day trips, consider extending your trip.

How to find the best Chesuncook package deals?

Bagging a cheap Chesuncook package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Chesuncook package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.

Is it cheaper to book a Chesuncook vacation as a package?

You can enjoy significant savings on your next Chesuncook getaway by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Chesuncook?

Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Chesuncook getaway.

Does Expedia offer Book Now, Pay Later Chesuncook vacation packages?

If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Chesuncook vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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