Visiting Harpswell,Maine
including Bailey Island, Orr's Island,Great Island and Cundy's Harbor


The Black Sheep Wine and Beer Shop is located by the ocean in beautiful Harpswell, Maine.

Harpswell consists of a ten mile long peninsula and three large islands ( Orrs, Bailey and Sebascodegan or Great Island) which are all connected by a series of bridges and some 200 smaller islands dotting the ocean nearby.A quick look at our area and a review of Black Sheep Wine and Beer Store in the recent article by Managing Editor, Katy Kelleher, called “48 hours in Brunswick and Harpswell”, Maine,in Maine Magazine , April, 2014 issue.

Eagle Island, Admiral Robert Peary's home, which is a historic site, is just offshore, and can be visited in the summer.

To get your bearings,Harpswell is within Casco Bay on the coast in southern Maine. 

Photogenic and relaxing, it's natural beauty lures visitors from around the world.


 This is the authentic Maine, with lobstering and fishing the main source of livlihood still for many, so you'll find the freshest seafood as well as our own local culture and history as well. Classic New England architecture and many fine former sea captains homes and small summer cottages which now offer lodging to tourists .

Annual Hometown  events and festivals include : The Lobsterboat races,  The Harpswell Festival , Fourth of July Fireworks, Cundy's Harbor Days, The Bailey Island Fishing Tournament, and  mouthwatering  fundraising meals such as native blueberry pancake breakfasts, strawberry shortcake and  maine lobster roll luncheons ,  homemade new england clam chowder , steamed  Maine lobster , corn on the cob and blueberry cake or bean hole baked bean suppers .

The Black Sheep Wine and Beer Store is located on the connector road between Route 123 and Route 24, called the Mountain Road, which is also the road where  you'll find the Harpswell Town Office.There are beautiful ocean views as well as a spectacular hiking trail,The Cliff Trail (located behind the Town Office) from Mountain Road.On a clear day, you can see Mount Washington(in New Hampshire) from the high points on Mountain Road! The Black Sheep Wine and Beer Store is close to the Ewing Narrows Bridge. We are open year round.   

Places of interest  in Harpswell include the one and only Historic Landmark, Bailey Island Cribstone Bridge and picturesque Mackerel Cove , the natural geologic formation known as The Giant Staircase , the true to life Lobsterman Statue ( made for the 1939 World's Fair exhibition), the historical  little Bailey Island Library Hall, the Beautiful Elijah Kellogg Church and Old Town Meeting House ( circa 1757) on Harpswell Neck peninsula, the reversing falls on Basin Cove   and just offshore Arctic explorer Admiral  Peary's Eagle Island home ( a State Park),  and the dramatic maritime landmark Halfway Rock Lighthouse.


Notable residents have included writer Harriet Beecher Stowe ( Uncle Tom's Cabin), poet Robert Peter Tristram Coffin, poet Edna St. Vincent Millay, Arctic Explorer Robert Peary, Senator Margaret Chase Smith, comedian Bob Elliott ( one half of the  classic comedy duo of Bob and Ray),Milton Bradley ( board games creator) and actor Patrick Dempsey.


Harpswell has the most coastline of any Maine town, about 200 miles, and lures daytrippers from the surrounding towns as well as  vacationers from around the world.


Enjoy Sea Kayaking , hiking trails ,bicycling, birdwatching, sailboating, fishing, charter cruises,or just kick back and enjoy Harpswell's captivating unspoiled beauty! Photography is a sport around here!


 It's well known that the best tasting lobster is pulled fresh from the clean, cold Atlantic ocean, Maine lobsters of course, and you can eat them every day if you want! The price is reasonable so call and order them shipped direct from Harpswell. Fresh clams,mussels, shrimp, scallops, crabs, oysters, sea urchins and a variety of fish are also available throughout the season.


Take a day trip or weekend getaway; Harpswell is only about a 3 hour drive north from Boston


Portland is the closest Maine city with an international airport and Amtrak  passenger trains. The Amtrak( called The Down Easter) makes 2 daily trips to nearby Brunswick, so visiting Harpswell is easy. You will need a car to drive to Harpswell from Brunswick from the DownEaster.If you arrive by plane it is about a 40 minute drive north from Portland.

If you are coming from north of Harpswell, Bangor has an airport and is a little over 3  hours drive away.

Brunswick is the closest town to Harpswell with many shops and restaurants ; it is an historic college town( Bowdoin College). Bath , Freeport and Topsham are  very close as well. 

To reach Harpswell from the Maine highway, look for the Brunswick exit .The main routes which lead into Harpswell are Route 123 to Harpswell penninsula and Route 24 to the Islands.

A few fine things about  Harpswell:


 Eagle Island  - Admiral Robert Peary's Home, a State Park: website :


Harpswell Heritage Land Trust: Hiking Trails,public places special events in Harpswell .




Homes and Harbors Coastal Real Estate  offers the best waterfront properties and rentals here in harpswell and the Midcoast region. ,


Delyra Cleaning Service, a full service commercial cleaning company with 16 years of experience,attention to detail;locally owned and operated.Fully insured and bonded. Call 1-207-208-7195;



The Vegetable Corner is Harpswell's one stop farmer's market , local bakery, butchershop and grocery. The best of everything and friendly service, located at the corner of MountainRd.,509 Harpswell Rd. 207-729-2719 


Tile from Away : John Halpin and Betsy Saunders know about tile! Interior and exteroir tile design and construction. Fabulous unique tiles avaiable as well as everyday commercial tile installation. 35 years experience 207-408-2763.


 The Dolphin Chowder House is a delightful restaurant right on the ocean with spectacular views and fresh, well made food- chowder is their specialty . It's located at a marina so come by boat! Basin Point, South Harpswell 207-833-6000  Open May 1  through Oct/Nov.


Heather Merriman Special Event Planning ;Custom Wedding Designs,Floral arrangements-  Amazing one-of-a-kind designs for your special wedding or party! contact our friend:



Betsy and Peter Leland's "Homestead" is a  charming,spacious fully updated 1800's farmhouse with 4 bedrooms, (sleeps 12), 2 bathrooms, full kitchen, washer and dryer and is near the ocean right on Orr's Island. , vacation rental # 3020409.


Check out, Your Island Connection, for  vacation rentals in Harpswell: , 7 Aaron's Way, Bailey Island, ME phone:  (207) 833-7779


Great Island Boatyard  : Full service boatyard + marina. Dedicated service shops. Seasonal/transient slip + mooring rentals in picturesque HarpswellMaine.419 Harpswell Islands Rd, Harpswell, ME 04079  (207) 729-1639


Two Coves Farm raises natural beef, lamb,turkey, chicken and eggs on a saltwater farm on Harpswell neck. They sell some products right at the farm, 90 Neils Point Rd. Harpswell, as well as CSA packages Call (207) 373-0399 / (207) 400-7999 .


Luscious Live Lobsters-207-504-1573 Fresh lobsters and fish; open year round. Orders taken day or night by phone or through their website :


The Log Cabin Island Inn, inviting with spectacular views of the ocean, full breakfasts, 9 rooms with private baths.  Open April to October.207-833-5546.


Erica's Seafood, lobsters and takeout food:  open daily 11 am -7 pm (cash only) 6 Malcolm Drive,Harpswell,Maine. 207-833-7354.


Rob Smith, Fine Art  Photography , offers masterful images of nature with an eye for the unique and artistic. 207-729-6138.      284 Bethel Point Rd.,Harpswell, ME


Bailey Island Motel , a magical spot as close to the ocean as you can get.  Nice rooms,Friendly people and right next door to the famous cribstone bridge and cedar beach.. Te. 207-833-2886.


Quahog Bay Inn: Seaside rentals of one and two bedroom suites overlooking a  beautiful working harbor, attractive space with kitchen, private bath, canoe or kayak available. Very nice people! call 207-725-9995.


Schoolhouse CafeLocated at 506 Harpswell Neck Road, Harpswell ME. Open Tuesday-Saturday 7am-2pm . The Schoolhouse Cafe provides wholesome breakfasts, lunches, desserts, and baked goods, many sourced locally!   Tel: 207-406-2316


Capt. Lawrence E. Johnson House, on Bailey Island is truly a gem. A luxery rental with top notch furnishings, modern amenities and stylish, 4 bedrooms - 207-854-2211,


Harpswell artist Brad McFadden's work is wonderful .See some here: 


The Giants Stairs Restaurant serves the freshest seafood around because it's run by a local lobsterman's family.They serve other homestyle food like chicken and steak, too. Open daily for breakfast and lunch; supper thurs - sat. 2118 harpswell Islands Rd on Bailey Island. Call 833-5000.


The Salt Cod Cafe overlooking Harpswell Sound,on Orr's Island serves award winning seafood chowder, fresh lobster and crabmeat rolls, etc.They ship chowder year round. 207-833-6210; .

 About  nearby Brunswick :

Brunswick is a charming college town, home to Bowdoin College and the summer Maine State Music Theatre  and the Bowdoin summer classical Music program. As Maine's Civil War Hero,Governor of Maine and Bowdoin College President,the fascinating  General Joshua Chamberlain's home and Museum and the Pejepscot Historical Museum in Brunswick attract many history enthusiasts.There are plenty of unique shops and restaurants downtown, antiques as well as a farmers market or mall shopping at Cooks Corner. Bowdoin College also is home to the Walker Art Museum and the Peary- McMillan Arctic Museum.Brunswick is one of Maine's oldest towns; the first residents settled and traded next to the mighty Androscoggin falls and river.Fort Andros at the end od Maine street is a significant building as well as the Harriet Beecher Stowe house on Federal Street. 


Local Businesses we recommend:



deLyra Cleaning Service  : 1-207-208-7195; P.P. Box 61,Topsham,Maine 04086.We can recommend deLyra Cleaning service without reservation. A full service, professional commercial cleaning service with attention to detail. They are a locally owned and operated cleaner, serving the greater Brunswick-Topsham area for all commercial space ,office,and business needs.Fully insured and bonded,over 16 years experience with green,eco-friendly


Gulf of Maine Books,  Independent Booksellers- The best eclectic book store with many local authors as well as the latest best sellers...and great people! 134 Maine St., Brunswick, Maine  207-729-5083 



We are lucky to have The Eveningstar Cinema in the Tontine Mall, 149 Maine Street.They are essential to movielovers as it is one of the few places in the State where you can see first rate independent films.207-729 6796 ; www.eveningstarcinema.comThe  Pejepscot Historical Society on Park Row on the edges of the green mall of downtown Brunswick. Visit them! here is their website:




The Maine State Music Theater : A Professional Musical Theater, located on the Bowdoin College Campus. 



Some fine restaurants we recommend in Brunswick and beyond:



The Great Impasta- Awesome Italian , 42 Maine St.,207-729-5858,


Richard's -Excellent German Fare, 115 Maine St., (207) 729-9673

 El Camino-Amazing California- Mexican , Organic,15 Cushing St., (207)725-8228



Scarlet Begonia's -Great Pizza, pasta, soup, sandwich, 





Flipside Pizza, Maine Street, Brunswick 

Athena Trattoria, Mill Street, Brunswick 

Big Top Deli, Maine Street , Brunswick

 Fat Boy Drive- In :  Great friendly people - A brunswick fixture with Old time car hop service with classic hamburgers, shakes, sandwiches. open seasonally , every day from 11 to 8. 207-729-9431

Gelato Fiasco, Maine Street, Brunswick

Bohemian Coffeehouse, Just off Maine Street, Brunswick

Little Dog Coffee, maine St.

Frontier Cafe, Fort Andross



------------Andin other towns :

 The Well at Jordan's Farm , 21 Wells Rd , Cape Elizabeth, maine 207-831-9350. An excellent take out with all locally produced foods. Eat outside at their tables next to the flower garden  or order to go. cash only. open Tue. - Sat 5 to 9 Seasonally.


Laan-Xang Cafe | 19 Main Street | Belfast Maine (207) 338-6338 | The best Thai food in the state of Maine! 


About nearby Bath:


Bath is an historic city with many fine former sea captain's homes and a quaint downtown.It's the home of the Maine Maritime Museum, Internationally renowned Bath Ironworks Shipbuilding and the Chocolate Church for performing arts. 


Don't miss the spectacular fountain sculpture in the library park by William Zorach!


If you are yearning for long stretches of sandy beaches, travel to Popham or Reid State Parks, about 30 minutes from downtown Bath.

Some useful links :

 Updated Maine weather and local tide charts,  ,

 The Official  Maine Fall Foliage Website, up to the minute reports of the progression , statewide , our Fall Colors,

 All about  Maine Lobstering ,  Lobsterboats , Lobsters and How to eat a  Maine lobster :

The photograph to the right is of the rare  blue lobster, found in the waters off Harpswell , Maine.









The Black Sheep Wine and Beer Shop,105 Mountain Road, Harpswell, Maine 04079 USA -  

Tel. 207-725-9284  - e-mail:  - Hours 10am-6pm, Tue.-Sat.,  Home 

                          Copyright ©2010-2017 Black Sheep Wine and Beer Shop. All rights reserved.


Photo credit: Personal photos of the author, Wiki media commons,, public domain,Pixabay,Deborah Boschert,,