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The Latest Great Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Days Inn by Wyndham Tamworth
Save 100% on your flight
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
7.2/10 Good! (506 reviews)
Overall it was a good experience. The staff was friendly and helpful, the beds were clean and comfortable and it was quiet. The bathroom was in need of a deep clean (a dirty towel from the previous guest was left hanging on the door, the toilet needed cleaning and the tub needed cleaning); it almost looked like it had been completely overlooked when the room was cleaned. The breakfast buffet was standard faire but the coffee was hot and there were multiple selections of food to choose from.
Reviewed on Aug 1, 2025


The Wolfeboro Inn
Save 100% on your flight
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.2/10 Very Good! (518 reviews)
We loved our quick stay at the Wolfeboro Inn. The lakefront property is beautiful. My husband fished, I read in a lounge chair, and we both enjoy swimming in the lake. The bed was extremely comfortable, I slept great. We will definitely be back.
Reviewed on Aug 4, 2025

Nonantum Resort
Save 100% on your flight
per person
Oct 5 - Oct 8
just found
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.2/10 Wonderful! (763 reviews)
Staff are friendly and accommodating. The grounds are beautiful and the dining options are great. The rooms are old and outdated. Very loud plumbing. Had to change rooms. In both rooms I could hear the people above me walking and shutting doors. Thin walls. Furniture was old. Could barely open the dresser drawer.
Reviewed on Aug 4, 2025

Purity Spring Resort
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (154 reviews)
We had 8 adults and 3 young kids staying together and the house was wonderful. Every staff member was accommodating and welcoming. The rooms were perfect and quiet. We especially loved the canoes and kayaks and being close to Purity Pond. We want to come back again and stay longer to experience the other amenities (the pool and hot tub!)
Reviewed on Aug 3, 2025
Don't see what you're looking for?
See all available trips from Columbus to Great Island
View all tripsDiscover the most popular places to visit in Great Island
Bailey Island Bridge
Find out about the history of Bailey Island when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
Paddleworks
Enjoy an outing to Paddleworks during your stay in Orrs Island. Wander the seaside and beaches in the area.
Land's End Gift Shop
Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.
Great Island Hotel Deals

Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $120 total per night from Aug 24 to Aug 25
$120 total
Aug 24 - Aug 25
Total includes taxes and fees
7.8/10 Good! (1,108 reviews)
"It was a nice place. The food was limited and the pool could use a cleaning but not to bad. Overall it was a good experience"
Reviewed on Aug 1, 2025

Germaine Inn South Portland
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
$107 nightly
The price is $117 total per night from Aug 12 to Aug 13
$117 total
Aug 12 - Aug 13
Total includes taxes and fees
7.4/10 Good! (115 reviews)
"They did not have my accessible room ready when I arrived at 3 pm. The WiFi setup was very clunky and only partial worked."
Reviewed on Aug 2, 2025

Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $146 total per night from Sep 1 to Sep 2
$146 total
Sep 1 - Sep 2
Total includes taxes and fees
7.6/10 Good! (1,043 reviews)
"Most comfortable beds! Room could have used a vacuum but sheets were clean and bathtub was clean. No frills, not modern, but served its purpose. Welcome staff was delightful!"
Reviewed on Jul 27, 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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- Orrs Island Hotels
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- Cottages in Orrs Island
- B&B in Orrs Island
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- Hotels near Paddleworks
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- Guest Houses in Harpswell
- Resorts & Hotels with Spas in Harpswell
- Hilton Hotels in Harpswell
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- Vacation Homes in Harpswell
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- B&B in Cundys Harbor
- Cabin Rentals in Cundys Harbor
- Apartments in Cundys Harbor
- Vacation Homes in Cundys Harbor
- Cundys Harbor Hotels
- Resorts in Cundys Harbor
- Hotels near West Harpswell
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- Hotels near Ash Cove Pottery
- Bailey Island Hotels
- Cabin Rentals in Bailey Island
- RV Parks in Bailey Island
- Cottages in Bailey Island
- Pet-friendly Hotels in Bailey Island
- B&B in Bailey Island
- Condo Rentals in Bailey Island
- Guest Houses in Bailey Island
- Motels in Bailey Island
- Resorts in Bailey Island
- Vacation Homes in Bailey Island
- 5 Star Hotels in Bailey Island
- Sebasco Estates Hotels
- Sebascodegan Island Hotels
- Cottages in Sebasco Estates
- Cabin Rentals in Sebasco Estates
- Fishing Resorts & in Sebasco Estates
- Aparthotels in Sebasco Estates
- RV Parks in Sebasco Estates
- Resorts in Sebasco Estates
- Resorts & Hotels with Spas in Sebasco Estates
- Hotels with Laundry Facilities in Sebasco Estates
- Hotels near West Point
- Hotels near Land's End Gift Shop
- Cottages in Hermit Island
- Cabin Rentals in Hermit Island
- Hermit Island Hotels
- 4 Star Hotels in Hermit Island
- B&B in Hermit Island
- 3 Star Hotels in Hermit Island
- Visit Orrs Island
- Paddleworks
- Cundys Harbor Vacations
- Visit Harpswell
- Bailey Island Bridge
- Visit Cundys Harbor
- Ash Cove Pottery
- Visit Bailey Island
- Bailey Island Vacations
- Sebasco Estates Vacations
- Visit Sebascodegan Island
- Visit Sebasco Estates
- Land's End Gift Shop
- Hermit Island Vacations
- Visit Hermit Island
- Car rentals near Orrs Island
- Car rentals near Harpswell Center
- Car rentals near Harpswell
- Island Car Rentals Rental Cars in Harpswell
- Convertible Car Rentals in Harpswell
- Avis Canaries Rental Cars in Harpswell
- Car rentals near Cundys Harbor
- Car rentals near Bailey Island
- Enterprise Rental Cars in Bailey Island
- Car rentals near Sebasco
- Car rentals near Sebascodegan Island
- Car rentals near Sebasco Estates
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.