Paddleworks Tours

Relaxing cruises aren't the only way to have a blast on the water! Take some lessons at Paddleworks.

Situated in Orrs Island, this water activities complex is well worth a look. But you'll find plenty more to see and do in this area. Casco Bay, Bailey Island Bridge, and Land's End Gift Shop aren't too far from Paddleworks.

Plan a trip to see Paddleworks

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

The McKernan Inn

3 out of 5
Price was $1,210, price is now $831 per person
$831
per person
Dec 14 - Dec 21
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
9.2/10 Wonderful! (60 reviews)
We could see the ocean from our room. The curtains would not close and the furniture was worn and dated. Carpet was old and had an iron spot where someone dropped the iron on the floor. They did not refill the coffee or water station over the weekend. We asked twice, but no response. We left a day early.

Reviewed on Oct 7, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,971, price is now $1,376 per person
$1,376
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
The views were absolutely breath taking every where on the property. Staff extremely friendly and caring. Night time entertainment was a plus.

Reviewed on Oct 8, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,355, price is now $947 per person
$947
per person
Dec 14 - Dec 21
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
9.8/10 Exceptional! (79 reviews)
Great spot, large space, cool design, clean, easy to walk all over town.

Reviewed on Oct 1, 2025

Popular places to visit

Bradbury Mountain State Park featuring a small town or village, fall colors and landscape views

Bradbury Mountain State Park

Reach the summit of a mountain, have a picnic and count soaring hawks at this pretty park, one of Maine’s five original state parks.

Bradbury Mountain State Park
Sunset with clouds. Popham State Park.

Popham Beach State Park

Enjoy a trip to Popham Beach State Park and popular activities like boating in Phippsburg. While you're in the area, stroll along the seaside.

Popham Beach State Park

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.

Bailey Island Bridge

Cobwork Bridge

You can find out about the history of Bailey Island when you stop by Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.

Cobwork Bridge

Ash Cove Pottery

Enjoy an outing to Ash Cove Pottery during your stay in Harpswell. Amble around the area's seaside, or seek out its hiking trails.

Ash Cove Pottery

Mitchell Field

Explore the great outdoors at Mitchell Field, a lovely green space in Harpswell. Discover the area's sunsets and mountain views.

Mitchell Field

Best Lodging Options Near Paddleworks

Charming, comfortable 2 Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...

Charming, comfortable 2 Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...

Orr's Island
Charming, comfortable 2 Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...
The Little House - Gorgeous Views of Lowell's Cove and Casco Bay

The Little House - Gorgeous Views of Lowell's Cove and Casco Bay

Orrs Island
The Little House - Gorgeous Views of Lowell's Cove and Casco Bay
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.

Harpswell
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Cozy Efficiency with Beautiful Ocean Views

Cozy Efficiency with Beautiful Ocean Views

Orrs Island
Cozy Efficiency with Beautiful Ocean Views
Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove

Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove

Orrs Island
Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove
A quintessential Maine cottage experience, captivating guests of all ages

A quintessential Maine cottage experience, captivating guests of all ages

Orr's Island
A quintessential Maine cottage experience, captivating guests of all ages
Betty's Place - Cozy ocean front getaway , Relax, Reconnect and Recharge on the Maine Coast

Betty's Place - Cozy ocean front getaway , Relax, Reconnect and Recharge on the Maine Coast

Harpswell
Betty's Place - Cozy ocean front getaway , Relax, Reconnect and Recharge on the Maine Coast
Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining

Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining

Orr's Island'
Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat

Ocean Watch - Relax and let the ocean sweep you away at this charming retreat

Orr's Island
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
See all 641 properties in Paddleworks
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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