Orland Vacations from $600

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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.
The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Price was $817, price is now $600 per person
$600
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
9.8/10 Exceptional! (332 reviews)
The room was very clean. The staff were all very welcoming and kind. The restaurant had amazing food and service. This was the coziest hotel. They also have fresh cookies, tea and coffee in the lobby every day. I would love to stay here again. Easy walk to everything you would want to do in Bar Harbor.

Reviewed on Dec 22, 2025

The Inn on Mount Desert

The Inn on Mount Desert

3 out of 5
Price was $820, price is now $616 per person
$616
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
9.6/10 Exceptional! (1,002 reviews)
The room was vlean however the air freshner was a bit much. Staff was efficient. Location very hood. The photos were slightly misleading in the portraya of the exterior of the property and "tea time.

Reviewed on Dec 10, 2025

Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
Price was $919, price is now $731 per person
$731
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
8.8/10 Excellent! (974 reviews)
Staff was courteous and the room had everything I needed.

Reviewed on Dec 18, 2025

Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
Price was $875, price is now $700 per person
$700
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
9.6/10 Exceptional! (1,000 reviews)
Nice hotel, very clean, good breakfast

Reviewed on Oct 23, 2025

Cottage Street Downtown New Apartment

Cottage Street Downtown New Apartment

3 out of 5
Downtown Bar Harbor
Save 100% on your flight
Price was $2,686, price is now $2,195 per person
$2,195
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
4/10 (1 review)
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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 ME
6/10 (2 reviews)
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

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35 Mi to Acadia: Rustic Retreat in Orland!
Hollywood Casino Bangor

Hollywood Casino Bangor

3 out of 5
500 Main Street Bangor ME
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $163 total per night from Jan 1 to Jan 2
$163 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.6/10 Excellent! (1,351 reviews)
Place was nice , just that there were a bunch of smokers right outside the entrance and it smelled really bad

Reviewed on Dec 16, 2025

Hollywood Casino Bangor
Bangor Aviator Hotel, BW Premier Collection

Bangor Aviator Hotel, BW Premier Collection

3 out of 5
308 Godfrey Blvd Bangor ME
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $115 total per night from Jan 1 to Jan 2
$115 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (1,392 reviews)
Everyone was great

Reviewed on Dec 15, 2025

Bangor Aviator Hotel, BW Premier Collection
See all 1,707 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.

Find the Best Orland Vacation Packages

Orland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bangor Intl. Airport (BGR)
Population
2,200
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Fort Knox State Historic Site, Branch Lake and Toddy Pond

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Frequently asked questions

How much does an Orland vacation package cost?
You'll find cheap prices from $600 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.

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