Orland Vacations from $582
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The Latest Orland Vacation Packages
- Hotel Ursa
Sep 14 - Sep 17Hotel Ursa + Flight
Orono3 nights4.0 star property9.6/10 - Exceptional (750 reviews)"Our room got very warm both nights we stayed. The front desk staff was helpful but the air conditioning could not keep the room cool."Reviewed July 16, 2026Roundtrip • Cleveland (CLE) - Bangor (BGR)CLE - BGR • 1 stop BGR - CLE • 1 stop$706$582found 13 hours agoper traveler - Whitehall
Sep 8 - Sep 13Whitehall + Flight
Camden5 nights3.0 star property9.2/10 - Wonderful (660 reviews)"Super cute. Nice fire outside at night. Great breakfast, will stay again."Reviewed July 15, 2026Roundtrip • Cleveland (CLE) - Bangor (BGR)CLE - RKD • 2 stops RKD - CLE • 2 stops$1,464$1,180found 1 day agoper traveler - Moseley Cottage Inn & Town Motel
Aug 28 - Aug 31Moseley Cottage Inn & Town Motel + Flight
Downtown Bar Harbor3 nights3.0 star property9.4/10 - Exceptional (609 reviews)"It's an older building, but well maintained... the only (minor) issue we had in our room was one blind got stuck closed. The staff was super accommodating for a late arrival... when we phoned they gave clear instructions on how to access our room, and even managed to provide us breakfast the next morning despite our arrival time being well after the cut-off to submit a breakfast order for the next day. Breakfast was impressively good, with a nice array of choices and great quality delivered..."Reviewed July 17, 2026Roundtrip • Dallas (DFW) - Bangor (BGR)DFW - BGR • 1 stop BGR - DFW • 1 stop$1,242$1,045found 1 day agoper traveler - Hollywood Casino Bangor
Sep 29 - Oct 3Hollywood Casino Bangor + Flight
Bangor4 nights3.0 star property8.6/10 - Excellent (1,468 reviews)"Unfortunately the bathroom was absolutely disgusting.There was brown stuff in the tub.There was unused soap hand soap in the shower.A piece of toothpaste box and lots of hair and dust.I was very unhappy with the fact that I had to wash down the bathroom after such a long day.So I could shower have a bath and get ready for my next meet up .."Reviewed July 11, 2026Roundtrip • Cleveland (CLE) - Bangor (BGR)CLE - BGR • 1 stop BGR - CLE • 1 stop$698$591found 1 day agoper traveler - Mount Battie Inn
Oct 1 - Oct 5Mount Battie Inn + Flight
Lincolnville4 nights2.5 star property8.8/10 - Excellent (327 reviews)"I don’t understand the praise - this is a motel-full stop."Reviewed July 7, 2026Roundtrip • Dallas (DFW) - Bangor (BGR)DFW - BGR • 1 stop BGR - DFW • 1 stop$1,014$863found 1 day agoper traveler
Orland Hotel Deals
Frequently Asked Questions
How much does an Orland vacation package cost?
You'll find cheap prices from $582 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.