• Why is Wiscasset known as the prettiest town in Maine?
    • Wiscasset has a reputation for being the prettiest town in Maine, thanks to its beautiful coastal scenery.
  • What makes Wiscasset a great weekend getaway destination?
    • The town offers a host of interesting historic attractions, making it a popular spot for visitors.
  • What can visitors explore in Wiscasset?
    • Travelers will find a well-preserved historic downtown.
    • The town is home to a variety of historic buildings and antique shops.

Castle Tucker

Castle Tucker

© Castle Tucker

  • What is the history of Castle Tucker in Wiscasset?
    • In 1807, when Wiscasset was the busiest sea port east of Boston, Judge Silas Lee built an impressive Regency-style mansion in the town.
    • The mansion changed hands several times before being purchased and extended by Captain Richard Tucker.
  • How did the Tucker family maintain the home?
    • Despite facing serious financial difficulties, the Tucker family preserved the stately home.
    • At one point, they even took in boarders to help cover costs.
  • Can visitors tour Castle Tucker today?
    • Yes! Today, Castle Tucker is part of Historic New England.
    • Visitors can join a guided tour to see much of the original furnishings.
    • The tour also provides insight into Wiscasset’s history and offers wonderful views over the Sheepscot River.

Castle Tucker, 2 Lee Street, Wiscasset, ME 04578, Phone: 207-882-7169

Nickels-Sortwell House

Nickels-Sortwell House

© Nickels-Sortwell House

  • What is the Nickels-Sortwell House?
    • The Nickels-Sortwell House is a stately historic attraction in Wiscasset.
    • It is considered one of the finest surviving examples of Federal-style architecture.
  • Who built the Nickels-Sortwell House?
    • The house was built in 1807 by Captain William Nickels, a prosperous shipowner and trader.
  • Why was the house used as a hotel?
    • The 1807 Embargo Act, which forbade international trade, and the War of 1812 brought financial ruin to Captain Nickels.
    • As a result, the property was repurposed and used as a hotel for many years.
  • Who restored the Nickels-Sortwell House?
    • In the 1890s, the Sortwell family purchased the house and painstakingly restored it to its former grandeur.
  • Can visitors tour the Nickels-Sortwell House?
    • Yes! Now managed by Historic New England, the house is open to the public during the summer months.

Nickels-Sortwell House, 121 Main Street, Wiscasset, ME 04578, Phone: 207-882-7169

Wiscasset Bay Gallery

Wiscasset Bay Gallery

© Wiscasset Bay Gallery

  • What is the Wiscasset Bay Gallery?
    • The Wiscasset Bay Gallery is an art gallery showcasing fine works of art by European and American artists from the 18th, 19th, and 20th centuries.
  • Where is the gallery located?
    • It is housed in the historic Wawenock Building, providing an ideal backdrop for its stunning art collection.
  • What kind of art does the gallery feature?
    • The gallery features many beautiful contemporary paintings inspired by the magnificent Maine coastline.
    • These works define the naval character of Maine both today and through history.
  • Does the gallery have special exhibitions?
    • Yes! The gallery hosts themed exhibitions throughout the year.
    • Past exhibitions have included themes such as Impressionism, Modernism, and Realism.
  • Can visitors book private viewings?
    • Yes! Art lovers can visit by appointment outside of normal opening hours.
    • There will always be someone available to show you around upon request.

Wiscasset Bay Gallery, 67 Main Street, Wiscasset, ME 04578, Phone: 207-882-7682

Red’s Eats

Red’s Eats

© Red’s Eats

  • What is Red’s Eats?
    • Red’s Eats is a local landmark and could be the most famous lobster shack in Maine.
    • It has been serving delicious seafood for over 80 years.
  • What makes Red’s Eats special?
    • The eatery is a bright red caboose, parked beneath a towering Siberian Elm tree.
    • Regulars keep returning for the freshest and tastiest lobster available.
  • What is the most popular item on the menu?
    • The main attraction is the huge and delicious lobster roll.
  • Does Red’s Eats serve anything other than lobster?
    • Yes! The menu includes several options for meat eaters, such as:
      • Hot dogs and burgers
      • Fried clams and clam cakes
      • Crabs, shrimp, and scallops
  • Is the food at Red’s Eats fresh?
    • Yes! Everything on the menu is delivered fresh daily.
    • They also offer gluten-free buns for those with dietary restrictions.

Red’s Eats, 41 Water St, Wiscasset, ME 04578, Phone: 207-882-6128

Maine Art Gallery

Maine Art Gallery

© Maine Art Gallery

  • What is the Maine Art Gallery?
    • The Maine Art Gallery is a non-profit organization founded in 1958.
    • It aims to preserve and promote the enjoyment of visual arts in all forms.
  • What types of programs does the gallery offer?
    • The gallery hosts exhibitions, workshops, demonstrations, and educational arts programs for both adults and children.
  • When do exhibitions take place?
    • Exhibitions run each year from May through October.
    • They feature visual art in many forms, mostly created by the gallery’s artist members.
  • What types of art can visitors expect to see?
    • The gallery showcases works in watercolor, acrylic, oils, photography, and textile art.
  • Is there a special event visitors can attend?
    • Yes! The Wiscasset Art Walk takes place on the last Thursday of each month during the summer season.

Maine Art Gallery, 15 Warren Street, Wiscasset, ME 04578, 207 687 8143

Old Lincoln County Jail

Old Lincoln County Jail

© Olena Vasylieva/stock.adobe.com

  • What is the Old Lincoln County Jail?
    • The Old Lincoln County Jail was built in 1811 and offers visitors a rare glimpse into the early criminal justice system in Maine.
  • What is the Jailers House?
    • In 1839, the attached Jailers House was built.
    • It now houses several permanent and changing exhibits, including the old kitchen where the jailer’s wife had to prepare meals for more than 50 prisoners.
  • Are tours available?
    • Yes! Guided tours of the old jail are conducted by docents during the summer months.
    • These knowledgeable guides bring history to life and share the stories behind the exhibits.
  • What can visitors expect during the tour?
    • Visitors will hear realistic prison sounds and see ancient graffiti on the original cell walls.
    • The experience offers a unique and eerie look at what life was like for prisoners in the 19th century.
  • How will visitors feel after the tour?
    • Most visitors leave feeling grateful they never had to endure incarceration in such conditions!

Old Lincoln County Jail, 133 Federal Street, Wiscasset, ME 04578, 207 882 6817

Monkey C Monkey Do

Monkey C Monkey Do

© Ammit/stock.adobe.com

  • What is Monkey C Monkey Do?
    • The Monkey C Monkey Do ropes center offers hours of fun for the whole family with exciting rope courses and zip lines.
  • Why is it a great activity for kids and teens?
    • It provides excellent exercise while allowing kids and teens to have tons of fun.
    • The courses help improve confidence, self-esteem, and physical strength as participants complete new levels.
  • What activities are available for adults and older children?
    • Adults and older children can join the 7-Zip Line Guided Tour for an exhilarating experience.
    • The Twin Zips and Giant Swings add to the adventure with high-flying thrills.
  • Are there activities for younger children?
    • Yes! Kids aged 4-12 can enjoy the Kid’s Course, which helps develop coordination and balance in a fun and engaging way.
  • What are the benefits of visiting Monkey C Monkey Do?
    • The courses provide physical exercise, mental challenges, and a boost in confidence for all participants.
    • It’s a fun and active outing for families, helping them bond while enjoying thrilling activities.

Monkey C Monkey Do, 698 Bath Road, Wiscasset, ME 04578, 207 882 6861

VacationIdea Tip: Spend a warm, sunny day at the nearby Fort Edgecomb State Historic Site just accross the Sheepscot River where you will also find the scenic Sheepscot Harbour Village Resort. If you are traveling with kids, Wiscasset, Waterville & Farmington Railway is not to be missed.

Wiscasset, Maine was originally settled in the 1660’s and by 1807 it was a prosperous trading and ship-building center.

Plan a stop at the nearby Boothbay Harbor

More events and things to do

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Best Time to Visit Places to Stay Top Activities
Spring (March-May) – Mild temperatures and beautiful coastal blooms. Marston House Wiscasset – A charming and historic bed & breakfast. Explore the Coastal Maine Botanical Gardens – Enjoy stunning spring flowers and coastal views.
Summer (June-August) – Warm and perfect for seaside adventures. Sheepscot Harbour Village Resort – A waterfront stay with picturesque views. Enjoy fresh lobster at Red’s Eats – Try the famous lobster rolls at this iconic spot.
Fall (September-November) – Crisp air and stunning autumn foliage. Snow Squall Inn – A cozy and welcoming inn with rustic charm. Visit Castle Tucker – Tour a beautifully preserved 19th-century mansion.
Winter (December-February) – Quiet and scenic with festive coastal charm. Cod Cove Inn – A warm and inviting stay with great winter views. Explore Wiscasset’s Historic Village – Discover antique shops and holiday decorations.

Plan Your Trip


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