A white church with a steeple surrounded by autumn trees.

Orland Vacations from $457

Book a Hotel + Flight or Car together to unlock savings

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.
  • Dec 10 - Dec 13

    The Inn on Mount Desert + Flight

    Bar Harbor
    3 nights
    3.0 star property
    9.6/10 - Exceptional (1,002 reviews)
    Roundtrip • Milwaukee (MKE) - Bangor (BGR)
    MKE - BGR • 1 stop BGR - MKE • 1 stop
    $568
    $457
    per traveler
    found 1 day ago
    The Inn on Mount Desert
  • Jan 17 - Jan 22

    The Pathmaker Hotel + Flight

    Bar Harbor
    5 nights
    2.0 star property
    9.8/10 - Exceptional (755 reviews)
    "Front desk Jen was friendly & knowledgeable & we chatted daily. The room was very large & clean. The bed was comfortable & the white duvet made it feel like home. Breakfast included menu had a great variety of dishes to choose from & all were delicious with each plate adorned with a variety of fresh fruit & muffin. All restaurant personnel were also friendly. We also enjoyed the fresh baked cookies every afternoon. Would highly recommend this hotel which was a 3-4 minute walk to the Bar..."
    Reviewed November 6, 2026
    Roundtrip • Dallas (DFW) - Bangor (BGR)
    DFW - BGR • 1 stop BGR - DFW • 1 stop
    $811
    $569
    per traveler
    found 1 day ago
    The Pathmaker Hotel
  • Jan 17 - Jan 22

    Country Inn at The Mall + Flight

    Bangor
    5 nights
    2.0 star property
    9.4/10 - Exceptional (2,647 reviews)
    Roundtrip • Dallas (DFW) - Bangor (BGR)
    DFW - BGR • 1 stop BGR - DFW • 1 stop
    $723
    $594
    per traveler
    found 1 day ago
    Country Inn at The Mall
  • Dec 10 - Dec 13

    The Primrose + Flight

    Bar Harbor
    3 nights
    3.0 star property
    9.8/10 - Exceptional (997 reviews)
    "So adorable, breakfast was enjoyable, it was a nice walk to the downtown area although it’s not very well lit at night so FYI, you may want to bring a flashlight if you plan on being out after sunset. The beds were really comfortable, we enjoyed the extra plush robes and fancy local soap. The staff was all really nice – it was exactly the experience we were hoping for."
    Reviewed November 2, 2026
    Roundtrip • Milwaukee (MKE) - Bangor (BGR)
    MKE - BGR • 1 stop BGR - MKE • 1 stop
    $568
    $469
    per traveler
    found 1 day ago
    The Primrose
  • Jan 17 - Jan 22

    Hollywood Casino Bangor + Flight

    Bangor
    5 nights
    3.0 star property
    8.8/10 - Excellent (1,580 reviews)
    "Clean hotel and casino, decent restaurant"
    Reviewed November 7, 2026
    Roundtrip • Dallas (DFW) - Bangor (BGR)
    DFW - BGR • 1 stop BGR - DFW • 1 stop
    $747
    $620
    per traveler
    found 1 day ago
    Hollywood Casino Bangor

Where to stay near Orland

Orland, Maine, is a gateway to outdoor adventures and stunning scenery. Explore Maine's wilderness haven with its mature forests, perfect for family-friendly excursions and relaxation. Enjoy the friendly atmosphere while discovering the charm of nearby regions, ideal for culture and adventure seekers alike.

Verona Island

For travelers seeking a memorable trip, Verona Island offers a delightful blend of family-friendly activities and stunning natural scenery. Just a short drive from Orland, this charming village is perfect for those eager to explore Fort Knox State Park, enjoy the breathtaking views from the Penobscot Narrows Bridge and Observatory, or relax at the Buck Memorial Library. With its seasonal appeal, Verona Island invites adventure lovers year-round, making it a smart choice for your next vacation stay.

Bucksport

Experience the charm of Bucksport, an excellent hub for families and nature enthusiasts looking to immerse themselves in the great outdoors. This picturesque city offers easy access to stunning attractions like Fort Knox State Historic Site and the breathtaking views from the Penobscot Narrows Bridge and Observatory. With its scenic hiking trails and proximity to national parks, Bucksport is perfect for those seeking adventure. Located about 4 miles by car from Orland, it’s a smart choice for travelers wanting a memorable getaway.

East Orland

If you're a family traveler seeking adventure, East Orland is the perfect spot for your getaway. This charming city offers access to beautiful nature, with attractions like Branch Lake for swimming and Fort Knox State Park for a glimpse into history. Outdoor enthusiasts will appreciate the nearby Penobscot Narrows Bridge and Observatory. Located about 4 miles by car from Orland, East Orland provides a budget-friendly base to explore the area's scenic beauty and engaging activities, making it a smart choice for your stay.

Sandy Point

Sandy Point stands out as a prime spot for travelers seeking family-friendly adventures, nature exploration, and romantic getaways. Visitors can immerse themselves in the stunning scenery of nearby Fort Knox State Park, enjoy breathtaking views from the Penobscot Narrows Bridge and Observatory, and discover the rich history at the Maine Maritime Academy. Located about 7 miles by car from Orland, Sandy Point offers easy access to these attractions, making it an ideal choice for your next vacation.

Penobscot

Travelers seeking a blend of family-friendly activities and outdoor adventure will find Penobscot to be the ideal base for their vacation. This charming city offers easy access to beautiful natural sites like Toddy Pond and nearby national parks, perfect for hiking and exploring. With its scenic views and vibrant local culture, including the Maine Maritime Academy and lively theater scene, Penobscot is full of opportunities for memorable experiences. Located about 7 miles by car from Orland, it’s a smart choice for your stay.

Discover the most popular places to visit in Orland

Orland Hotel Deals

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.

Frequently Asked Questions

What's included in an Orland vacation package?

An Orland vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in Orland offer airport shuttle service to and from Bangor International Airport (BGR), making arrivals and departures smooth. You'll also find that some properties include free breakfast, providing a convenient start to your day.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Orland vacation package?

When you bundle, you can save up to 30%*. To save money on a Orland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What are the top things to do in Orland?

An Orland vacation offers a variety of outdoor and nature-focused activities, perfect for exploring the scenic surroundings:


Browse and book things to do in Orland on Expedia.

Do you need to rent a car in Orland, or is public transport enough?

For an Orland vacation package, renting a car is highly recommended to fully explore this outdoor and nature destination. Many attractions and scenic spots are spread out, making a personal vehicle the most flexible way to get around. A car allows you to easily reach areas outside the central hub and enjoy the region's natural beauty.


When booking your Orland vacation packages with flights, consider adding a rental car for convenient travel from airports like Bangor International Airport (BGR) or Hancock County - Bar Harbor Airport (BHB) and for day trips to various outdoor activities.

Can I change or cancel my Orland vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Orland vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Orland vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Orland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Orland?

To find last-minute vacation packages to Orland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Orland vacation packages?

Free cancellation on a Orland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Orland vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Orland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Orland vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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