An aerial view of a river with a series of floating docks and a small island with trees.

Orrs Island Vacations from $698

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

  • Your Orrs Island Vacation

    Spend less time travel planning and more time having memorable adventures with a Orrs Island vacation package. The neighborhood of Harpswell, which is good for nature and culture, makes a fantastic base for your city getaway. Like to get out and explore? Bailey Island Bridge, Lands End Gift Shop and Eagle Island are among the top places to visit during your trip to Orrs Island. Your Orrs Island vacation is just clicks away. Search hotels, airfares and more on Expedia for an adventure that's tailored to suit your style.

    The Latest Orrs Island Vacation Packages

    Price found within the past 48 hours. Click for updated prices.

    Trip length

    Stars

    Flight class

    Remove all filters

    Where to stay near Orrs Island

    Orrs Island offers a perfect coastal vacation getaway, blending stunning scenery with outdoor adventures. Explore charming neighborhoods for family-friendly activities or romantic escapes, and embrace the island connection through its natural beauty. Discover vacation ideas that promise relaxation and recreation in this idyllic destination.

    A coastal scene with a house, boats, and a rocky shoreline.

    A calm harbor with several boats, a wooden pier, and a backdrop of houses and trees.

    A wooden dock extending into a calm river, surrounded by lush greenery and a small wooden structure.

    A coastal bridge over clear water with boats, a sandy beach, and houses in the background.

    A calm lake with a dock, a large rock in the foreground, and houses in the background.

    View properties in map for Harpswell

    Harpswell

    Travelers visiting the area often choose Harpswell, especially those seeking a romantic getaway or a family-friendly experience. With its stunning beaches, scenic lakes, and proximity to Bowdoin College, visitors can immerse themselves in nature or enjoy delightful outdoor activities. Just about a 4-mile drive from Orrs Island, Harpswell offers a charming atmosphere that makes it a smart choice for your vacation stay, ensuring a memorable escape amidst beautiful surroundings.

    See properties

    A wooden bridge over water with a yellow kayak, boats, and a motel in the background.

    A green netted buoy attached to a wooden post by a curved metal hook, with a wooden fence and a body of water in the background.

    A wooden pier extending into calm waters with a red and white boat docked at the end.

    A coastal building with a sign reading "MORSE LOBSTER" and a wooden pier extending into the water.

    A calm harbor with various boats, including sailboats and yachts, and a distant shoreline with trees and buildings.

    View properties in map for Bailey Island

    Bailey Island

    Ideally situated for families and nature lovers, Bailey Island offers a serene escape with stunning views and outdoor adventures. Travelers can explore the picturesque Casco Bay, stroll across the historic Bailey Island Bridge, and visit the charming Ash Cove Pottery gallery. With its peak season from July to September, Bailey Island is a delightful choice for a romantic getaway or a beach vacation. Just a short drive of about 3 miles from Orrs Island, it makes for a convenient and inviting accommodation option.

    See properties

    A green netted buoy attached to a wooden post by a curved metal hook, with a wooden fence and a body of water in the background.

    A wooden bridge over water with a yellow kayak, boats, and a motel in the background.

    A wooden pier extending into calm waters with a red and white boat docked at the end.

    A coastal building with a sign reading "MORSE LOBSTER" and a wooden pier extending into the water.

    A calm harbor with various boats, including sailboats and yachts, and a distant shoreline with trees and buildings.

    View properties in map for Bailey Island

    Bailey Island

    Ideally situated for families and nature lovers, Bailey Island offers a serene escape with stunning views and outdoor adventures. Travelers can explore the picturesque Casco Bay, stroll across the historic Bailey Island Bridge, and visit the charming Ash Cove Pottery gallery. With its peak season from July to September, Bailey Island is a delightful choice for a romantic getaway or a beach vacation. Just a short drive of about 3 miles from Orrs Island, it makes for a convenient and inviting accommodation option.

    See properties

    View properties in map for Harpswell Center

    Harpswell Center

    If you're looking for a romantic getaway or a family-friendly destination, Harpswell Center is an ideal choice. This charming village offers easy access to the stunning Casco Bay and the historic Bailey Island Bridge, making it perfect for those who appreciate outdoor beauty and scenic experiences. With activities ranging from enjoying the local beach to exploring Bowdoin College's rich history, there's something for everyone. It's only about an 8-mile drive from Orrs Island, making Harpswell Center a smart and convenient place to stay during your Maine vacation.

    See properties

    View properties in map for West Harpswell

    West Harpswell

    Experience the charm of West Harpswell, an excellent hub for travelers seeking a romantic getaway or family adventure. Just about 10 miles by car from Orrs Island, this picturesque neighborhood offers access to stunning attractions like the serene Casco Bay, the historic Bailey Island Bridge, and the cultural richness of Bowdoin College. With a mix of outdoor activities and artistic venues, West Harpswell is a smart choice for those looking to immerse themselves in nature and local culture while enjoying a memorable stay.

    See properties

    Discover the most popular places to visit in Orrs Island

    beach near Merritt House Road

    Why not spend a lazy afternoon at beach near Merritt House Road during your trip to Orrs Island? Discover the mountain views while you're in the area.

    See properties

    beach near Harpswell Islands Road

    Why not spend a lazy afternoon at beach near Harpswell Islands Road during your trip to Orrs Island? Discover the mountain views while you're in the area.

    See properties

    beach near Garrison Cove Road

    Why not spend a lazy afternoon at beach near Garrison Cove Road during your trip to Orrs Island? Discover the mountain views while you're in the area.

    See properties

    beach near Houghton Graves Park

    Why not spend a lazy afternoon at beach near Houghton Graves Park during your trip to Orrs Island? Discover the mountain views while you're in the area.

    See properties

    Orrs Island Hotel Deals

    Hampton Inn Freeport/Brunswick

    A hotel lobby with a seating area, a snack bar, and a refrigerator.
    • Address: 194 Lower Main St, Freeport, ME, 04032, US
    • Location: 9.1 mi from Orrs Island
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 1002 reviews)
    • Price: $98 nightly, $106 total, Nov 22 - Nov 23, Total with taxes and fees

    Holiday Inn Express Hotel & Suites Freeport by IHG

    A Holiday Inn Express building with a covered entrance and a clear sky.
    • Address: 450 U.S. Route 1, Freeport, ME, 04032, US
    • Location: 9.1 mi from Orrs Island
    • Star rating: 2.5/5
    • Guest rating: 8.8/10 (Excellent, 1002 reviews)
    • Price: $93 nightly, $101 total, Nov 17 - Nov 18, Total with taxes and fees

    The Harraseeket Inn & Event House Freeport Downtown

    A two-story building with a large glass conservatory and yellow umbrellas in the garden area.
    • Address: 162 Main St, Freeport, ME, 04032, US
    • Location: 9.3 mi from Orrs Island
    • Star rating: 3.5/5
    • Guest rating: 9.4/10 (Exceptional, 1000 reviews)
    • Price: $129 nightly, $141 total, Nov 15 - Nov 16, Total with taxes and fees
    • Review: Great place

    The Brunswick Hotel

    An outdoor patio with seating, a fire feature, and string lights.
    • Address: 4 Noble St, Brunswick, ME, 04011, US
    • Location: 10.4 mi from Orrs Island
    • Star rating: 3/5
    • Guest rating: 9.4/10 (Exceptional, 1000 reviews)
    • Price: $94 nightly, $102 total, Nov 22 - Nov 23, Total with taxes and fees
    • Review: The hotel and it's staff were delightful. The front desk personnel were gracious and helpful. The room was meticulously cleaned. The restaurant, and in particular the bar was a disappointment. The drinks were a total rip off with martini glasses, half filled by an inexperienced bartender. The food in the restaurant was good although the portions were very tiny and the menu was rather unadventurous.

    Hilton Garden Inn Freeport Downtown

    A hotel room with a large bed, a desk with a chair, a TV, and a window with curtains.
    • Address: 5 Park St, Freeport, ME, 04032, US
    • Location: 9.1 mi from Orrs Island
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1002 reviews)
    • Price: $114 nightly, $124 total, Nov 23 - Nov 24, Total with taxes and fees

    Best Western Plus Brunswick Bath

    A spacious hotel lobby with a grey sofa, a round coffee table, and a blue patterned rug.
    • Address: 71 Gurnet Road, Brunswick, ME, 04011, US
    • Location: 10.2 mi from Orrs Island
    • Star rating: 2.5/5
    • Guest rating: 8.2/10 (Very good, 1000 reviews)
    • Price: $93 nightly, $101 total, Nov 30 - Dec 1, Total with taxes and fees
    • Review: Convenient location. We had no issues. Staff was friendly. Breakfast was great. Room was spacious and beds comfy. Fridge was useful. I'm too short to adjust showerhead but it was set ok. Lots of hot water. Don't like that I had to take a shower just to wash my hair. I have future stays booked here.

    SpringHill Suites by Marriott Freeport Brunswick

    An outdoor patio with a fire pit, seating area, and chairs.
    • Address: 500 US-1, Freeport, ME, 04032, US
    • Location: 9.1 mi from Orrs Island
    • Star rating: 2/5
    • Guest rating: 8.8/10 (Excellent, 333 reviews)
    • Price: $93 nightly, $101 total, Nov 15 - Nov 16, Total with taxes and fees

    Fairfield Inn & Suites by Marriott Brunswick Freeport

    A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.
    • Address: 36 Old Portland Rd, Brunswick, ME, 04011, US
    • Location: 10.6 mi from Orrs Island
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 525 reviews)
    • Price: $101 nightly, $110 total, Nov 18 - Nov 19, Total with taxes and fees

    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.

    See all properties in Orrs Island

    Frequently Asked Questions

    How much does an Orrs Island vacation package cost?

    You'll find cheap prices from $698 on Expedia for your Orrs Island getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Orrs Island costs.

    What are the cheapest months to go to Orrs Island?

    November, December and January are great times to search for cheap Orrs Island vacation packages. Traveling in less busy months means you can generally find lower prices on flights and accommodations.

    How many days is enough for Orrs Island?

    With a well-organized itinerary, you can easily hit the main Orrs Island sights in a few days. But if you prefer to discover hidden gems or go on day tours, think about booking your Orrs Island vacation for longer.

    How to find the best Orrs Island package deals?

    Use Expedia's filter tool to help you find some fabulous Orrs Island package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Orrs Island package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.

    Is it cheaper to book an Orrs Island vacation as a package?

    You can enjoy significant savings on your Orrs Island break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse 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 score a better deal.

    When to book a vacation package to Orrs Island?

    If you're considering an impromptu Orrs Island getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.

    Does Expedia offer Book Now, Pay Later Orrs Island vacation packages?

    Jet off on your ideal getaway to Orrs Island with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up bargains before they disappear.

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