Orland Vacations from $554

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Your Orland Vacation

Let our vacation packages to Orland inspire your next great escape. You'll find loads to love about this vibrant city, starting with the neighborhood of Frankfort, which is great for culture and hiking. A trip to Orland is a wonderful opportunity to sightsee. Make sure you visit well-known attractions like Fort Knox State Historic Site, Fort Knox State Park and Penobscot Narrows Bridge and Observatory. Don't delay your visit to this city any longer. The ultimate Orland vacation is a few clicks away with Expedia.

The Latest Orland vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Bangor by IHG

Holiday Inn Bangor by IHG

3 out of 5
Price was $726, price is now $554 per person
$554
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Bangor (BGR)
7.8/10 Good! (1,001 reviews)
Overall stay was good

Reviewed on Aug 12, 2025

3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea

3 out of 5
Save 100% on your flight
Price was $1,601, price is now $1,225 per person
$1,225
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
8/10 Very Good! (3 reviews)
Nice spot that is very close to bar harbor. Very clean and great for a large amount of people.

Reviewed on Jun 30, 2025

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages

3 out of 5
Price was $1,046, price is now $816 per person
$816
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
7.2/10 Good! (69 reviews)
Driveway is bumpy but the cabin was nice

Reviewed on Aug 24, 2025

Historic 2 Cats Inn

Historic 2 Cats Inn

3 out of 5
Price was $1,734, price is now $1,386 per person
$1,386
per person
Nov 3 - Nov 8
found 15 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
7.4/10 Good! (3 reviews)
The included breakfast was so good and highly recommended. There was an electrical outlet in the bathroom that didn’t work. Also, not sure if it was us, but we couldn’t get the door to lock. However, for the location, cleanliness. We would stay here again. I might recommend a bigger refrigerator since we did have leftovers and they didn’t always fit in the fridge.

Reviewed on Oct 14, 2024

Belle Isle Motel

Belle Isle Motel

2 out of 5
Price was $904, price is now $730 per person
$730
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
8.6/10 Excellent! (1,003 reviews)
See my google review

Reviewed on Aug 19, 2025

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Orland Hotel Deals

Island View Hotel Bar Harbor

Island View Hotel Bar Harbor

2 out of 5
1224 Bar Harbor Rd, Trenton, ME
$169 nightly
The price is $184 total per night from Aug 26 to Aug 27
$184 total
Aug 26 - Aug 27
Total with taxes and fees
7.2/10 Good! (545 reviews)
"The staff were kind, rooms were very clean, and the ocean view was beautiful!"

Reviewed on Aug 24, 2025

Island View Hotel Bar Harbor
Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

3 out of 5
215 High St, Ellsworth, ME
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $198 total per night from Sep 1 to Sep 2
$198 total
Sep 1 - Sep 2
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"The location is very convenience, short drive to Acadia national park. Supermarket just next parking lot, 2 min walk. The room is large, clean. The free continental breakfast is decent, we all like their waffles."

Reviewed on Aug 20, 2025

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor
Bangor Grande

Bangor Grande

2.5 out of 5
357 Odlin Rd, Bangor, ME
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $141 total per night from Aug 27 to Aug 28
$141 total
Aug 27 - Aug 28
Total with taxes and fees
8.2/10 Very Good! (1,882 reviews)
"This property was close to the airport."

Reviewed on Aug 24, 2025

Bangor Grande
See all 1,745 properties in Orland
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 an Orland vacation package cost?
You'll find cheap prices from $554 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.