
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.


Bar Harbor Main Street Apartments
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
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
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 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
Orland Hotel Deals

35 Mi to Acadia: Rustic Retreat in Orland!
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

Island View Hotel Bar Harbor
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

Bangor Grande
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
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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- Hotels near Bucksport Golf Club
- Verona Island Hotels
- Hotels near Buck Memorial Library
- Hotels near Buck Cemetery
- Hotels near Fort Knox State Park
- Hotels near Penobscot Narrows Bridge and Observatory
- Hotels near Fort Knox State Historic Site
- Bucksport Hotels
- Cabin Rentals in Bucksport
- Motels in Bucksport
- Condo Rentals in Bucksport
- Non-Smoking Hotels in Bucksport
- Pet-friendly Hotels in Bucksport
- B&B in Bucksport
- Marriott Hotels & Resorts in Bucksport
- Best Western Hotels in Bucksport
- Hilton Hotels in Bucksport
- Aparthotels in Bucksport
- Luxury Hotels in Bucksport
- Apartments in Bucksport
- 4 Star Hotels in Bucksport
- Family Hotels in Bucksport
- Hotels & Resorts for Couples in Bucksport
- Beach Hotels in Bucksport
- Cabin Rentals in Sandy Point
- Motels in Sandy Point
- RV Parks in Sandy Point
- Sandy Point Hotels
- 5 Star Hotels in Sandy Point
- Prospect Hotels
- 5 Star Hotels in Prospect
- Hotels near Winterport Winery
- Winterport Hotels
- RV Parks in Winterport
- Cabin Rentals in Winterport
- B&B in Winterport
- 5 Star Hotels in Winterport
- Cottages in Winterport
- 3 Star Hotels in Winterport
- Frankfort Hotels
- Motels in Frankfort
- B&B in Frankfort
- Penobscot Hotels
- Cabin Rentals in Penobscot
- Cottages in Penobscot
- B&B in Penobscot
- 5 Star Hotels in Penobscot
- Stockton Springs Hotels
- Cabin Rentals in Stockton Springs
- Guest Houses in Stockton Springs
- Apartments in Stockton Springs
- Condo Rentals in Stockton Springs
- 5 Star Hotels in Stockton Springs
- Vacation Homes in Stockton Springs
- RV Parks in Stockton Springs
- 3 Star Hotels in Stockton Springs
- Dedham Hotels
- Cabin Rentals in Dedham
- Bucksport Golf Club
- Buck Cemetery
- Fort Knox State Park
- Penobscot Narrows Bridge and Observatory
- Fort Knox State Historic Site
- Visit Bucksport
- Visit Sandy Point
- Visit Winterport
- Visit Frankfort
- Visit Penobscot
- Stockton Springs Vacations
- Visit Stockton Springs
- Dedham Vacations
- Telephone Museum
- Visit Dedham
- Car rentals near Verona Island
- Car rentals near Bucksport
- Enterprise Rental Cars in Bucksport
- Hertz Rental Cars in Bucksport
- Car rentals near Sandy Point
- Car rentals near Prospect
- Car rentals near Winterport
- Car rentals near Frankfort
- Car rentals near Frankfort
- Car rentals near Penobscot
- Car rentals near Stockton Springs
- Car rentals near Dedham
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.