Orrs Island Vacations from $542

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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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $746, price is now $542 per person
$542
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.2/10 Wonderful! (52 reviews)
Quiet and peaceful with views of the Bay. Easy to access and close to downtown Portland

Reviewed on Aug 18, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,249, price is now $839 per person
$839
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!

Reviewed on Aug 9, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,293, price is now $913 per person
$913
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,545 reviews)
Great location. You can walk famous restaurants and it’s pretty safe. The room was clean and the staff were very friendly.

Reviewed on Aug 25, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $979, price is now $694 per person
$694
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.8/10 Exceptional! (71 reviews)
This is probably the cleanest, most beautiful hotel for the money we’ve ever stayed in. The nightly rate was comparable to the other hotel rooms in town, but here you get a huge spacious apartment! All new, chic, and very comfortable. Easy to walk to Wharf St. and the dining and shopping area too! The manager was very responsive, friendly and accommodating as well! This place is a gem!

Reviewed on Aug 26, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $943, price is now $699 per person
$699
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.6/10 Exceptional! (226 reviews)
Very modern and new condition. Digital key worked pretty well and convenient. Lots of good restaurants within walking distance. We enjoyed our stay.

Reviewed on Aug 25, 2025

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Discover the most popular places to visit in Orrs Island

Paddleworks

Enjoy an outing to Paddleworks during your stay in Orrs Island. Wander the seaside and beaches in the area.

Paddleworks

Orrs Island Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $168 total per night from Sep 2 to Sep 3
$168 total
Sep 2 - Sep 3
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
"Consistent- we’ve chosen to stay many times both when we need Park and Fly and when going to local concerts at Thompson Point so we can walk over, and have the long drive home late at night. Clean, friendly and convenient. Price is reasonable."

Reviewed on Aug 23, 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $139 total per night from Sep 1 to Sep 2
$139 total
Sep 1 - Sep 2
Total with taxes and fees
Ramada Plaza by Wyndham Portland
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
$90 nightly
The price is $98 total per night from Sep 15 to Sep 16
$98 total
Sep 15 - Sep 16
Total with taxes and fees
7.2/10 Good! (175 reviews)
"My check in was fantastic.. My check out took way too long."

Reviewed on Aug 23, 2025

Germaine Inn South Portland
See all 1,839 properties in Orrs Island
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 Orrs Island vacation package cost?
You'll find cheap prices from $542 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.