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A white church with a steeple surrounded by autumn trees.

Orland Vacations from $645

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The Latest Orland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Daily to-go breakfast for a fee
    Sep 14 - Sep 18

    Hotel Ursa + Flight

    Orono
    4 nights
    4.0 star property
    9.6/10 - Exceptional (767 reviews)
    Roundtrip • New York (NYC) - Bangor (BGR)
    LGA - BGR • Nonstop BGR - LGA • Nonstop
    $766
    $645
    per traveler
    found 1 day ago
    Hotel Ursa
  • Free daily on-the-go breakfast
    Sep 17 - Sep 20

    Days Inn Bar Harbor + Flight

    Bar Harbor
    3 nights
    2.5 star property
    7.4/10 - Good (1,005 reviews)
    "It is perfectly placed for the CAT ferry and the Island Explorer. Breakfast is basic and the road noise is noticeable."
    Reviewed July 25, 2026
    Roundtrip • New York (EWR) - Bangor (BGR)
    EWR - BGR • Nonstop BGR - EWR • Nonstop
    $801
    $676
    per traveler
    found 1 day ago
    Days Inn Bar Harbor
  • Family House | Private kitchen | Full-size fridge, microwave, oven, stovetop
    Sep 13 - Sep 18

    Beautiful Bar Harbor House + Flight

    Bar Harbor
    5 nights
    4.0 star property
    Roundtrip • Chicago (CHI) - Bangor (BGR)
    ORD - BGR • Nonstop BGR - ORD • Nonstop
    Save 100% on your flight
    $2,937
    $2,482
    per traveler
    found 1 day ago
    Beautiful Bar Harbor House
  • Deluxe Apartment | Living area | Smart TV
    Oct 19 - Oct 23

    Glen Mary Apartments + Flight

    Bar Harbor
    4 nights
    3.5 star property
    9.0/10 - Wonderful (2 reviews)
    "First floor of property was under construction and looked a bit shabby. Overall unit was good although electronics took some getting used to. "
    Reviewed August 5, 2025
    Roundtrip • Atlanta (ATL) - Bangor (BGR)
    ATL - BGR • 1 stop BGR - ATL • 1 stop
    $1,815
    $1,534
    per traveler
    found 1 day ago
    Glen Mary Apartments
  • BUBBLES ROOM - 2ND FLOOR | Terrace/patio
    Oct 19 - Oct 23

    Moseley Cottage Inn & Town Motel + Flight

    Downtown Bar Harbor
    4 nights
    3.0 star property
    9.4/10 - Exceptional (616 reviews)
    "We stayed at the Inn for a few nights. Great location, walkable to all the shops and restaurants. Charming room with a large balcony. Great breakfast."
    Reviewed July 27, 2026
    Roundtrip • Atlanta (ATL) - Bangor (BGR)
    ATL - BGR • 1 stop BGR - ATL • 1 stop
    $1,507
    $1,281
    per traveler
    found 1 day ago
    Moseley Cottage Inn & Town Motel

Orland Hotel Deals

Beach

Riverview Ellsworth Apartment

Riverview Ellsworth Apartment
2.0 star property
15.5 mi from Orland
$700 nightly
The price is $727
Jul 31 - Aug 1
Total with taxes and fees
Riverview Ellsworth Apartment
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.
See all properties in Orland

Frequently Asked Questions

How much does an Orland vacation package cost?

You'll find cheap prices from $645 on Expedia for your Orland getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Orland costs.

What are the cheapest months to go to Orland?

You can usually find lower rates and greater availability in October, November and December. Explore our cheap Orland vacation packages and you could get some great off-season discounts.

How many days is enough for Orland?

The ideal duration of your Orland vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to check out all the main sights and discover some hidden spots along the way.

How to find the best Orland package deals?

Landing a cheap Orland package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Orland 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 typically lower.

Is it cheaper to book an Orland vacation as a package?

You can enjoy significant savings on your next Orland getaway by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Orland?

If you've got your Orland travel dates locked in, book as soon as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.

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

Your Orland trip should be a relaxing escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.