The Chickadee House Guidebook
Food scene - Windham area
Take a left or right out of Pettingill Road and you will find plenty of options for restaurants in the area.
Good pub food and bar within walking distance of the house. The tavern is in the heart of Seacoast Fun Park.
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Deck House Sports Tavern
930 Roosevelt TrailGood pub food and bar within walking distance of the house. The tavern is in the heart of Seacoast Fun Park.
Pat's Pizza
844 Roosevelt TrailGood pizza, beer selection, and a great place to watch sports.
A large variety of pizzas, including appetizers, salads, and gluten-free options. Outdoor dining and takeout-delivery available.
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Portland Pie Company
789 Roosevelt TrailA large variety of pizzas, including appetizers, salads, and gluten-free options. Outdoor dining and takeout-delivery available.
Chute's Family Restaurant
686 Roosevelt TrailThe best breakfast in the area.
Classic Italian dishes and brick oven pizza. Make a reservation!
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Rose's Italian Restaurant
690 Roosevelt TrailClassic Italian dishes and brick oven pizza. Make a reservation!
Ice Cream Dugout
3 Storm DrFantastic ice cream!
Luchador Tacos
243 Main StreetFresh, Cali-style taco joint.
Known for their unique frozen custard and ice cream. Also have fried food and lobster rolls. Open seasonally.
Raymond's Frozen Custard
857 Roosevelt TrailKnown for their unique frozen custard and ice cream. Also have fried food and lobster rolls. Open seasonally.
Baked goods, pies, produce, crockpot & prepped meals, soups, local beers and beverages. Open seasonally.
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Chipman Farm Raymond Stand
1203 Roosevelt TrailBaked goods, pies, produce, crockpot & prepped meals, soups, local beers and beverages. Open seasonally.
Yolked is the perfect place for foodies or a date night in a restaurant full of ambiance. Fantastic locally-sourced food just down the street from Chickadee House. The owner, Jesse, is a creative and passionate chef's chef. Their Mai Tai is a knockout.
Yolked Farm to Table
Yolked is the perfect place for foodies or a date night in a restaurant full of ambiance. Fantastic locally-sourced food just down the street from Chickadee House. The owner, Jesse, is a creative and passionate chef's chef. Their Mai Tai is a knockout.
Stores
The go-to supermarket for everything you need. They also carry firewood.
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Hannaford Supermarket
797 Roosevelt TrailThe go-to supermarket for everything you need. They also carry firewood.
A selection of high-quality foods, deli sandwiches, prepared meals, wines, fresh produce, coffee and locally made Maine products. It's our favorite market!
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Good Life Market
1297 Roosevelt TrailA selection of high-quality foods, deli sandwiches, prepared meals, wines, fresh produce, coffee and locally made Maine products. It's our favorite market!
Food scene - Greater Portland area
Bon Appetit named Portland the 2018 Best Restaurant City of the Year. Portland is a 30-minute drive from North Windham. The restaurants, sights, museums, architecture, and more make it well worth the visit. It’s almost impossible to name all of the good restaurants, but our go-to’s and highly rated restaurants are listed here. Be sure to make reservations if applicable.
One of the best brunch spots! There's usually a wait, but dang it's worth it.
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Bayside American Cafe
98 Portland StOne of the best brunch spots! There's usually a wait, but dang it's worth it.
Hearty Southern fare dominates a menu that also runs to comfort-food favorites from other regions. Serving lunch and brunch in a 1860 Victorian building.
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Hot Suppa
703 Congress StHearty Southern fare dominates a menu that also runs to comfort-food favorites from other regions. Serving lunch and brunch in a 1860 Victorian building.
Terlingua is a boutique BBQ restaurant combining house- smoked meats with Latin American Fare.
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Terlingua
40 Washington AveTerlingua is a boutique BBQ restaurant combining house- smoked meats with Latin American Fare.
Small European-leaning sandwich shop & cafe known for its duck-fat Belgian fries & milkshakes. Oh yeah.
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Duckfat
43 Middle StSmall European-leaning sandwich shop & cafe known for its duck-fat Belgian fries & milkshakes. Oh yeah.
Tiny, busy seafood joint with a raw bar, lobster rolls & creative New England fare, plus cocktails.
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Eventide Oyster Co.
86 Middle StTiny, busy seafood joint with a raw bar, lobster rolls & creative New England fare, plus cocktails.
Empire
575 Congress StSeriously delicious Chinese food. Yum.
Cozy, beautiful spot in the heart of the Old Port. Great cocktails and appetizers.
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Blyth & Burrows
26 Exchange StCozy, beautiful spot in the heart of the Old Port. Great cocktails and appetizers.
Typical seafood shack but stunning views right on the ocean.
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The Lobster Shack at Two Lights
225 Two Lights RdTypical seafood shack but stunning views right on the ocean.
Special occasion Italian restaurant. Nominated twice for a James Beard award. One of our favorites.
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Leeward
85 Free StSpecial occasion Italian restaurant. Nominated twice for a James Beard award. One of our favorites.
Bayside Bowl
58 Alder StGo for the rooftop bar and stay for the 10-pin bowling!
Casual atmosphere, delicious pub food and an enormous selection of beers on tap. They’ve been around a long time and locals flock to it.
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The Great Lost Bear
540 Forest AveCasual atmosphere, delicious pub food and an enormous selection of beers on tap. They’ve been around a long time and locals flock to it.
Great sandwiches, drinks, and unbelievable bacon-dusted fries. Yes... bacon-dusted fries.
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Nosh Kitchen Bar
551 Congress StGreat sandwiches, drinks, and unbelievable bacon-dusted fries. Yes... bacon-dusted fries.
Hiking
There are plenty of hiking trails in the area. Be sure to check out town preserves as well for easier options. The hikes featured here are well known trails, mostly moderate hikes with nice views. If you're willing to go even further search for Tumbledown Mountain in Byron, Table Rock or Old Speck in Grafton Notch State Park, Evans Notch in the White Mountain National Forest, Maiden's Cliff in Camden, or Cliff Trail in Harpswell.
Rattlesnake Mountain
Pleasant Mountain
Burnt Meadow Trailhead
400 Spring StBradbury Mountain State Park
528 Hallowell RdEmerald Pool
State Route 113Douglas Mountain
A short, steep hike but worth the views of Sebago Lake.
Sightseeing
An iconic lighthouse. Located at Fort Williams, a beautiful park on the ocean. Be sure to bring money for parking.
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Portland Harbor Museum
12 Captain Strout CircleAn iconic lighthouse. Located at Fort Williams, a beautiful park on the ocean. Be sure to bring money for parking.
Casco Bay is full of quaint islands. Peaks Island is accessed via Casco Bay Lines, and is a 20-30 minute ferry ride from Portland. There are restaurants and shops just off the dock. The whole island is worth exploring. Rent a bike or golf cart and enjoy the sights.
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Peaks Island
Casco Bay is full of quaint islands. Peaks Island is accessed via Casco Bay Lines, and is a 20-30 minute ferry ride from Portland. There are restaurants and shops just off the dock. The whole island is worth exploring. Rent a bike or golf cart and enjoy the sights.
You don't need to hike up Hacker's Hill, just drive up to the parking lot for incredible views of the Sebago Lakes region and Mount Washington, the tallest peak in the eastern United States. Open May-end of October. Be sure to search the website for hours and more details. Great for a picnic!
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Hacker's Hill Preserve
174-238 Quaker Ridge RdYou don't need to hike up Hacker's Hill, just drive up to the parking lot for incredible views of the Sebago Lakes region and Mount Washington, the tallest peak in the eastern United States. Open May-end of October. Be sure to search the website for hours and more details. Great for a picnic!
The downtown area of Kennebunkport is thriving in the summer months, but just outside the busy streets is a beautiful road that hugs the coastline. You'll see beautiful homes, crashing waves, and a glimpse of Walker's Point, the Bush family compound.
Ocean Avenue
The downtown area of Kennebunkport is thriving in the summer months, but just outside the busy streets is a beautiful road that hugs the coastline. You'll see beautiful homes, crashing waves, and a glimpse of Walker's Point, the Bush family compound.
Bridgton has a lovely Main Street with places to shop, have some coffee, catch a movie, and more.
Main Street
Bridgton has a lovely Main Street with places to shop, have some coffee, catch a movie, and more.
The perfect place for an evening picnic. The park has picnic tables and grill sites. There are paths to explore and rocks to climb on the shoreline.
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Two Lights State Park
7 Tower DrThe perfect place for an evening picnic. The park has picnic tables and grill sites. There are paths to explore and rocks to climb on the shoreline.
The Old Port area in Portland has a little bit of everything; shopping, bars, restaurants, architecture, cobblestone streets, active wharfs, and everything in between a dive bar and world class restaurant. It's easy to wander on foot. Look for Exchange Street and Wharf Street.
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Old Port
The Old Port area in Portland has a little bit of everything; shopping, bars, restaurants, architecture, cobblestone streets, active wharfs, and everything in between a dive bar and world class restaurant. It's easy to wander on foot. Look for Exchange Street and Wharf Street.
Cornish is off the beaten path, but a great place for antiquing. Don't forget to stop and eat at Krista's.
Main Street
Cornish is off the beaten path, but a great place for antiquing. Don't forget to stop and eat at Krista's.
Classic destination that is very fun to visit and open 24 hours!
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L.L. Bean Factory Store
95 Main StClassic destination that is very fun to visit and open 24 hours!
Museums
Portland Museum of Art
7 Congress Sq1 H 15 MIN AWAY: Spectacular ocean property, including outdoor sculptures and gardens. The town of Ogunquit is fun to visit too!
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Ogunquit Museum-American Art
543 Shore Rd1 H 15 MIN AWAY: Spectacular ocean property, including outdoor sculptures and gardens. The town of Ogunquit is fun to visit too!
1 HR AWAY: This museum takes 1 - 1 1/2 hours to see, is free (!), and has a great gift shop. Brunswick not only has this museum, but a thriving Main Street with shops, restaurants and antique stores.
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Bowdoin College Museum of Art
245 Maine St1 HR AWAY: This museum takes 1 - 1 1/2 hours to see, is free (!), and has a great gift shop. Brunswick not only has this museum, but a thriving Main Street with shops, restaurants and antique stores.
1 HR 15 MIN AWAY: Really neat museum that doesn't take all day to see. They also offer cruises. It's next to Bath Iron Works, a world-famous ship building company.
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Maine Maritime Museum
243 Washington St1 HR 15 MIN AWAY: Really neat museum that doesn't take all day to see. They also offer cruises. It's next to Bath Iron Works, a world-famous ship building company.
2 HR AWAY: Our favorite museum in Maine houses the great Wyeth family paintings and a wonderful rotation of exhibits. Don't forget to cross Main Street to visit the Center for Maine Contemporary Art. Visiting this museum and Rockland is worth a day trip if you can spare the time. It's a working fishing city with lots to do.
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Farnsworth Art Museum
16 Museum St2 HR AWAY: Our favorite museum in Maine houses the great Wyeth family paintings and a wonderful rotation of exhibits. Don't forget to cross Main Street to visit the Center for Maine Contemporary Art. Visiting this museum and Rockland is worth a day trip if you can spare the time. It's a working fishing city with lots to do.
Beaches
Tassel Top Park
Public beach very close by!
Great beach for hanging out all day. Swimming is top notch! There are picnic tables and public restrooms.
Sebago Lake State Park (Day Use Area)
11 Park Access RdGreat beach for hanging out all day. Swimming is top notch! There are picnic tables and public restrooms.