Orland Vacations from $784

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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 $1,056, price is now $784 per person
$784
per person
Oct 23 - Oct 29
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Bangor (BGR)
7.8/10 Good! (1,001 reviews)
Overall stay was good

Reviewed on Aug 12, 2025

Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 out of 5
Downtown Bar Harbor
Save 100% on your flight
Price was $3,264, price is now $1,969 per person
$1,969
per person
Oct 23 - Oct 29
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Bangor (BGR)
9.2/10 Wonderful! (5 reviews)
Very clean, modern space. Property owner was very informative and gave perfect instructions for check in/out. Apt was in great location, at end of village, in quiet area of town, but within walking distance to everything, no need to drive for Village activities. Included all necessities. Only upgrade I would suggest would be to add a full length mirror in the bedrooms or somewhere in apt. Otherwise, no complaints! Would definitely recommend and stay again!!

Reviewed on Jul 29, 2025

3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly

3.5 out of 5
Save 100% on your flight
Price was $3,121, price is now $1,908 per person
$1,908
per person
Oct 23 - Oct 29
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Bangor (BGR)
7.4/10 Good! (3 reviews)
Loved the charm, cleanliness, decor and location. However, internet was so bad we couldn’t watch more than a few seconds of YouTube at a time. Upstairs shower had the lowest flow we’ve ever seen, even with volume turned up to maximum. Dishwasher was commercial and required many manual steps lifting basket, etc and special soap that we never found. Easier to hand wash. No laundry and outdoor light didn’t work at night so we stepped in dog pooh getting out of the car when we arrived. Beautiful little place that needs some attention.

Reviewed on Oct 11, 2023

3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea

3 out of 5
Save 100% on your flight
Price was $2,948, price is now $2,003 per person
$2,003
per person
Oct 23 - Oct 29
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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

Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor

3 out of 5
Downtown Bar Harbor
Save 100% on your flight
Price was $2,185, price is now $1,597 per person
$1,597
per person
Oct 23 - Oct 29
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Bangor (BGR)
9.2/10 Wonderful! (9 reviews)
Super convenient to the main street of shopping. Nice apartment.

Reviewed on Jul 17, 2024

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Orland Hotel Deals

35 Mi to Acadia: Rustic Retreat in Orland!

35 Mi to Acadia: Rustic Retreat in Orland!

2 out of 5
Orland
10/10 Exceptional! (1 review)
Quaint cabin in the woods
"Exactly what you think of a cabin in the Maine woods. Close to Bucksport. No wifi. Only got one channel on the rabbit ears for the TV, but many movies available to use on the dvd player. Dark outside at night. Quick response from property manager. Would stay there again."

Reviewed on Aug 10, 2025

Get rates
35 Mi to Acadia: Rustic Retreat in Orland!
Island View Hotel Bar Harbor

Island View Hotel Bar Harbor

2 out of 5
1224 Bar Harbor Rd, Trenton, ME
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $184 total per night from Aug 25 to Aug 26
$184 total
Aug 25 - Aug 26
Total includes taxes and fees
7.2/10 Good! (531 reviews)
"The Customer Service, communications, the greeting, and the lodging. We’re all perfect for last minute plans. We enjoyed our stay."

Reviewed on Aug 17, 2025

Island View Hotel Bar Harbor
Bangor Grande

Bangor Grande

2.5 out of 5
357 Odlin Rd, Bangor, ME
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $130 total per night from Aug 21 to Aug 22
$130 total
Aug 21 - Aug 22
Total includes taxes and fees
8.2/10 Very Good! (1,860 reviews)
"Na"

Reviewed on Aug 18, 2025

Bangor Grande
See all 1,741 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 $784 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.