Title: Orrs Island B&B: Find the Best Bed and Breakfast from CA $136 | Expedia.ca [Orrs Island Travel Guide](https://expedia.ca/Orrs-Island.dx3000440072)[Hotels in Orrs Island](https://expedia.ca/Orrs-Island-Hotels.d3000440072.Travel-Guide-Hotels)[Vacation Rentals in Orrs Island](https://expedia.ca/Orrs-Island-Vacation-Rentals.d3000440072.Travel-Guide-VacationRentals)[Orrs Island Car Rentals](https://expedia.ca/Car-Rentals-In-Orrs-Island.d3000440072.Car-Rental-Guide)[Orrs Island Vacation Packages](https://expedia.ca/Orrs-Island.d3000440072.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/51a69da2804856ee77903a4cd164fabc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by The Maine Way of Life # Find a Bed and Breakfast in Orrs Island from CA $136 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000440072&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000440072&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000440072&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000440072&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Orrs Island B&B ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/bebb6386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/3ca9202d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/4319ee50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at St John Portland In-Town Valley Street 8.8/10 Excellent (1145) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $125 CA $136 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/1161f28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/2f82f02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/e72a9b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/b93cbd70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Orchard House & Cafe Freeport 9.6/10 Exceptional (160) "Very nice room in well renovated historic home. The hotel and grounds would be a nice spot for a small wedding. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey CA $234 CA $255 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-The-Orchard-House-Cafe.h19561353.Hotel-Information) ![Deluxe Room, 1 King Bed, Harbour View, Oceanfront | Water view](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/0365c6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Private Bathroom | Living area](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/a7378ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/05544c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Harbour View, Oceanfront](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/6a8689f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harborage Inn on the Oceanfront Boothbay Harbor 9.4/10 Exceptional (216) "Beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry CA $280 CA $305 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Harborage-Inn-On-The-Oceanfront.h8318038.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/c8b83a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/a97dfc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/de8a07d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/6c95ac09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbour Towne Inn on the Waterfront Boothbay Harbor 9.6/10 Exceptional (76) "Excellent location, easy to walk." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $384 CA $419 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Harbour-Towne-Inn-On-The-Waterfront.h1209081.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/e3f8dcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/68e5aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Edith Ann Room, 1 Queen bed, Shared bathroom. Credit cards accepted, Cash or Checks preferred](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/718f3676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/a98cd959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fleetwood House Bed & Breakfast Rosemont 9.0/10 Wonderful (131) "Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sadie CA $321 CA $349 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Portland-Hotels-Fleetwood-House-Bed-Breakfast.h25005328.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/dd96af6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/330145d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/5ea6d96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/10d66cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kendall Inn Freeport 9.8/10 Exceptional (143) "Quaint stay. Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $265 CA $288 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information) ![Baxter](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/20c86715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/60dba00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/bc3317cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland - Danforth Street. West End 9.6/10 Exceptional (158) " Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $282 CA $308 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Portland-Hotels-Blind-Tiger-Guest-House.h200246.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/db56ab15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/c6afbb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/7d9cb820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Evergreen Room](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/b21b3f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlebay Inn Freeport 9.6/10 Exceptional (455) "Great location and hospitality." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $216 CA $235 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/da7a2a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/11ec525c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/59eec685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/f33ef2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Benjamin F. Packard House Bath 10/10 Exceptional (102) "Beautiful house, the breakfast food was amazing, and the owners were so personable and welcoming. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $321 CA $349 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Benjamin-F-Packard-House.h1842201.Hotel-Information) ![Stovall | Living area](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/ed6b0e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/8a9890d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/545bc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Acadie](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/41bfea62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland – Carleton Street West End 9.6/10 Exceptional (117) "Loved the place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $282 CA $308 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/2f62fb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/46b14734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pemaquid Point Room](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/7c9e969a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/f26861cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster House Bed & Breakfast Freeport 9.8/10 Exceptional (114) "Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $432 CA $471 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Portland-Hotels-Brewster-House-Bed-Breakfast.h126758.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/5d783f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Bedroom, Bathtub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/20306c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/e5c17fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/4a1ea5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The James Place Inn B&B Freeport 10/10 Exceptional (182) "Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $365 CA $398 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11®ionId=3000440072&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOrrs-Island-Bed-And-Breakfast.d3000440072-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOrrs-Island-Bed-And-Breakfast.d3000440072-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Orrs Island Hotel Reviews ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "Room was great, bed very comfortable, room was quite clean and pet was allowed. That's a big plus!" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Canopy by Hilton Portland Waterfront](//images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg) ### Canopy by Hilton Portland Waterfront 10/10 Excellent "I don’t have a pet" [](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "I will definitely book with Clarion again if I need to be close to Maine Health in Portland. They took special care of my needs including a shuttle service leaving every half hour for various locations and a voucher for a hot breakfast for two. The room was attractive and very clean, and the front desk people were very accommodating." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![The Westin Portland Harborview](//images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg) ### The Westin Portland Harborview 10/10 Excellent "The hotel was great! Located right in downtown Portland there are a lot of things to do within walking distance. There is a parking garage right next door to the hotel. Make a trip to the top of the east for snacks and drinks, you won’t be disappointed." [](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Front office staff were awesome" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Hilton Garden Inn Portland Downtown Waterfront](//images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg) ### Hilton Garden Inn Portland Downtown Waterfront 10/10 Excellent "We made a lot of requests because of our two small children. The staff handled them all and made our stay great" [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "First time since new ownership. 360 degree improvement. Clean , friendly staff , rooms updated. It was really nice. Few snags but they will correct. Like ironing board , no iron , rooms without hairdryer. That being said you call the desk and they deliver to room right away. " [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/fae57c26_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "Very nice and clean" [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](//images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "The staff was amazing love this property " [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ## Find out more about Orrs Island ## Orrs Island B&B information | Number of reviews | 2,953 | | --- | --- | | Accommodation | 29 B&B | | Lowest Price | CA $136 | | Highest Price | CA $471 | ## 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](https://www.expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information): 17.6 mi (28.3 km) from the heart of Orrs Island.[Fleetwood House Bed & Breakfast](https://www.expedia.ca/Portland-Hotels-Fleetwood-House-Bed-Breakfast.h25005328.Hotel-Information): 3 rooms. 18.2 mi (29.2 km) from the downtown core. Enjoy the free full breakfast and unique décor. [The Orchard House & Cafe](https://www.expedia.ca/Portland-Hotels-The-Orchard-House-Cafe.h19561353.Hotel-Information): 5 rooms. Situated 9.2 mi (14.8 km) from the heart of Orrs Island. [Blind Tiger Portland – Carleton Street](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.Hotel-Information): 6 rooms. 17.3 mi (27.9 km) from the heart of downtown. Enjoy the unique décor and patio area. [Candlebay Inn](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information): 6 rooms. Located 9 mi (14.5 km) from the core of Orrs Island. Enjoy the free full breakfast and in-room dining. ### 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. 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