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Compare 25 B&B in Orrs Island with updated reviews, rates, and availability.

Inn at St John Portland In-Town
Front of property - evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1046)
"I enjoyed my third visit here. I was, however, very disappointed Friday evening by the young man at the desk not breaking a ten bill. He made like he was checking BUT I fully doubt he actually checked. Very disappointing. "
The price is AED 294
AED 320 total
includes taxes & fees
24 Dec - 25 Dec
Inn at St John Portland In-Town
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (420)
"Room was equipped with sprinklers and other fire safety items. Owner graciously welcomed us."
The price is AED 547
AED 597 total
includes taxes & fees
24 Dec - 25 Dec
Candlebay Inn
Blind Tiger Portland - Danforth Street.
Lobby sitting area

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (136)
"Blind Tiger on Danforth was perfect locale for San overnight in Portland. Walkable to Old Port, yet quiet & relaxing place to spend some time quiet in between all of the activities;)"
The price is AED 695
AED 757 total
includes taxes & fees
12 Jan - 13 January 2025
Blind Tiger Portland - Danforth Street.
West End Inn
Breakfast area

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (88)
"Truly wonderful staff and space. The breakfasts offered are also phenomenal."
The price is AED 694
AED 757 total
includes taxes & fees
29 Dec - 30 Dec
West End Inn
Benjamin F. Packard House
Front of property

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (94)
"Beautiful inn! Very comfortable and clean. The innkeepers Amy and Mark were super nice. Breakfast was absolutely delicious. We will definitely be back! "
Benjamin F. Packard House
Harborage Inn on the Oceanfront
Water view

Harborage Inn on the Oceanfront

3.5 star property
9.4 out of 10, Exceptional, (202)
" Great location to walk into town . Very quiet . Would stay again . "
The price is AED 696
AED 758 total
includes taxes & fees
24 Dec - 25 Dec
Harborage Inn on the Oceanfront
Blind Tiger Portland – Carleton Street
Reception

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (109)
"Charming place to stay. "
The price is AED 874
AED 953 total
includes taxes & fees
7 Jan - 8 January 2025
Blind Tiger Portland – Carleton Street
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (114)
"It was a really great place to stay! Everyone was very friendly and parking was super easy! I would stay again! "
The price is AED 804
AED 877 total
includes taxes & fees
24 Dec - 25 Dec
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Front of property

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (142)
"It was a delightful experience "
The price is AED 613
AED 668 total
includes taxes & fees
5 Jan - 6 January 2025
The Orchard House & Cafe
Harbour Towne Inn on the Waterfront
Front of property

Harbour Towne Inn on the Waterfront

3.0 star property
9.6 out of 10, Exceptional, (63)
"Last minute find for us to spend the night. The breakfast was wonderful. Beautiful view of the harbor. Enjoyed sitting in the chairs down on the dock in the morning."
The price is AED 1,079
AED 1,176 total
includes taxes & fees
29 Dec - 30 Dec
Harbour Towne Inn on the Waterfront
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (121)
"What a fantastic stay!"
The price is AED 655
AED 714 total
includes taxes & fees
3 Jan - 4 January 2025
The Kendall Inn
The James Place Inn B&B
Front of property

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (171)
"This B and B was outstanding for attention to detail, immaculate condition and cleanliness. Their breakfast was delicious with a start of fresh fruit and scones, and a great breakfast burrito that day. A short walk to LLBean, it’s near all the attractions in Freeport. The hosts were very friendly and accommodating. It was a real pleasure to stay there!"
The price is AED 757
AED 825 total
includes taxes & fees
28 Dec - 29 Dec
The James Place Inn B&B
The Chadwick Bed & Breakfast
View from room

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"The Innkeepers were friendly and wonderful communicators. Breakfast was DELICIOUS! The rooms were cozy and the area was easy to commute on foot"
The Chadwick Bed & Breakfast
Captain Sawyer's Bed & Breakfast
Front of property

Captain Sawyer's Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (115)
"The inn keepers were very very nice and accommodating. Nice old historic bed and breakfast right in downtown Boothbay. Everything about this stay was excellent. "
Captain Sawyer's Bed & Breakfast
Brewster House Bed & Breakfast
Exterior

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"Nice inn - a bit noisy as it's on a main street and I had a front facing room. "
The price is AED 768
AED 837 total
includes taxes & fees
3 Jan - 4 January 2025
Brewster House Bed & Breakfast
"SABINO" 1 Bdrm Suite
"Sabino Suite" King Bed, Sitting Area, South westerly exposure, water view

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (12)
"Charming old place. Close to beaches and great shopping. "
"SABINO" 1 Bdrm Suite
Kennebec Room - King Bed, Private Bath
Room

Kennebec Room - King Bed, Private Bath

8.4 out of 10, Very Good, (5)
"We had a very pleasant stay for two nights at the Stonehouse Manor late season at Popham Beach. Our room had a beautiful view of the mouth of the Kennebunk River. In the morning we lay in bed watching the sun rise on the autumn colored hillside by Fort Popham through the large bay window. It was quiet. We strolled the expansive grounds with our coffee admiring the botanical variation particularly the huge old copper beech in front of the manor. A homemade breakfast of Rachels blueberry...
Kennebec Room - King Bed, Private Bath
Harpswell Inn
Exterior

Harpswell Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice country inn, beautiful views. best wishes for the new ownwers."
Harpswell Inn
Lake View Suite - Large King, Ensuite Bath
Master Suite with 4 poster King Size bed and comfortable seating & ensuite bath

Lake View Suite - Large King, Ensuite Bath

8.0 out of 10, Very Good, (1)
"Clean and enjoyable"
Lake View Suite - Large King, Ensuite Bath
Blue Heron Seaside Inn
Room

Blue Heron Seaside Inn

3.0 star property
9.8 out of 10, Exceptional, (25)
"This property was beautiful, comfortable and clean, centrally located but out of the main street crowds. Everything we wanted to do was within walking distance so it worked out well. We would go back in a minute!! Carol is the ultimate hostess, and serves an amazing breakfast!!!!"
Blue Heron Seaside Inn
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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Other property types in Orrs Island

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Lowell's Cove Home facing the ocean

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

9.6 out of 10, Exceptional, (34)
"Gorgeous views. Wonderful house."
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
East Boothbay Waterfront One room Condo.Waterview from in side this room
View of Pristine Linekin Bay.Common area dock is on the left.

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room
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

Searching for B&Bs in Orrs Island?
If you want to find an accommodation with fewer rooms than a hotel and a cozy environment, a B&B might be the perfect option for your trip to Orrs Island. When you want to explore some of the destination’s attractions, Paddleworks is worth a visit.
Why would you choose B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it’s a picturesque garden or a sunlit breakfast nook, the quaint details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Orrs Island?
Here are some B&Bs in the surrounding area: Inn at St John Portland In-Town: 17.6 mi (28.3 km) from the heart of Orrs Island.Blind Tiger Portland - Danforth Street.: 9 rooms. 17 mi (27.4 km) from the downtown core. Candlebay Inn: 6 rooms. Situated 9 mi (14.5 km) from the heart of Orrs Island. Enjoy the free full breakfast and in-room dining. Fleetwood House Bed & Breakfast: 3 rooms. 18.2 mi (29.2 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Harborage Inn on the Oceanfront: 11 rooms. Located 17.9 mi (28.8 km) from the core of Orrs Island. Enjoy the free cooked breakfast and designer toiletries.
When should I book my B&B in Orrs Island?
When you’re planning your getaway to Orrs Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Orrs Island are January, February, March, and December, with each month seeing an average of 6 inches of snowfall.
What is there to do in Orrs Island?
If you want to check out some popular attractions in Orrs Island, you might enjoy a visit to Paddleworks. You might also consider a trip to sites like Bailey Island Bridge or Casco Bay if you have time to see more of the area.
How can I get to and around Orrs Island?
You can map out your trip in and around Orrs Island ahead of time with these transportation options. Fly into Wiscasset, ME (ISS), which is located 18.3 mi (29.5 km) from the heart of the city. You can also search for flights into Portland Intl. Jetport Airport (PWM), which is 19.2 mi (30.9 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.