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Portland, ME #4sqcities
Portland Head Light is one of Portland, ME #4sqcities.

1. Portland Head Light

9.5
1000 Shore Rd (at Captain Strout Cir.), Cape Elizabeth, ME
Lighthouse · 79 tips and reviews

Visit MaineVisit Maine: The state's oldest lighthouse - a Maine icon not to be missed, glorious year-round.

Time & Temperature Building is one of Portland, ME #4sqcities.

2. Time & Temperature Building

475 Congress St (at Preble St.), Portland, ME
Office · Downtown Portland · No tips or reviews
Portland Observatory Museum is one of Portland, ME #4sqcities.

3. Portland Observatory Museum

7.7
138 Congress St, Portland, ME
Museum · East End · 10 tips and reviews

Visit MaineVisit Maine: The architectural landmark is the last remaining maritime signal tower (it's not a lighthouse) in the United States. It became a National Historic Landmark in 1971. Best view in Portland is at the top

Monument Square is one of Portland, ME #4sqcities.

4. Monument Square

7.7
Congress St. (at Federal St.), Portland, ME
Plaza · Downtown Portland · 8 tips and reviews

Jake S.Jake Smith: The statue is dedicated to the men from Portland who fought in the Civil War.

Eastern Promenade is one of Portland, ME #4sqcities.

5. Eastern Promenade

9.1
Eastern Promenade, Portland, ME
Scenic Lookout · East End · 30 tips and reviews

Joy E.Joy Engel: Check out Portland Trail's Eastern Prom Trail -- super close and such a nice walk!

Casco Bay Bridge is one of Portland, ME #4sqcities.

6. Casco Bay Bridge

Rt. 77 (Fore River), Portland/South Portland, ME
Bridge · Downtown Portland · 11 tips and reviews

Jay M.Jay Marineau ™: construction started in 1993 completed in 1997, & cost $130 million dollars...

7. Deering Oaks Park

8.6
btwn Deering Ave. & Forest Ave. (btwn I-295 & Park Ave.), Portland, ME
Park · Parkside · 20 tips and reviews

Visit MaineVisit Maine: A fantastic Farmer’s Market of Maine produce each Saturday in the summer and fall –not to be missed.

Hadlock Field is one of Portland, ME #4sqcities.

8. Hadlock Field

9.0
271 Park Ave, Portland, ME
Baseball Stadium · 28 tips and reviews

Dave B.Dave Belanger: Great park. Parking is easy, if lot next to stadium is full, there are plenty of reasonably priced ones near the field. Park itself is very intimate. Not a bad seat in the place. Try RF wall seats!

Cross Insurance Arena is one of Portland, ME #4sqcities.

9. Cross Insurance Arena

7.3
1 Civic Center Sq (at Center St.), Portland, ME
Hockey Stadium · Downtown Portland · 16 tips and reviews

Nathan R.Nathan Reese: Arrrrggghhhhh!!

Portland Exposition Building is one of Portland, ME #4sqcities.

10. Portland Exposition Building

6.2
239 Park Ave, Portland, ME
Basketball Stadium · 8 tips and reviews

Visit MaineVisit Maine: Lobster rolls are available at the concession stand, a perfect compliment to a great Maine team!

Peaks Island is one of Portland, ME #4sqcities.

11. Peaks Island

Island Ave (at Welch St), Peaks Island, ME
Island · 11 tips and reviews
Merrill Auditorium is one of Portland, ME #4sqcities.

12. Merrill Auditorium

9.2
20 Myrtle St (at Cumberland Ave.), Portland, ME
Theater · Downtown Portland · 11 tips and reviews

Michael S.Michael Sales: This place is beautiful!

State Theatre is one of Portland, ME #4sqcities.

13. State Theatre

8.3
609 Congress St (at High St.), Portland, ME
Music Venue · Downtown Portland · 30 tips and reviews

Visit MaineVisit Maine: One of Portland's staples for quality live entertainment - theater and music - check out their schedule for amazing performances throughout the year!

Becky's Diner is one of Portland, ME #4sqcities.

14. Becky's Diner

8.9
390 Commercial St, Portland, ME
Diner · Downtown Portland · 136 tips and reviews

Food NetworkFood Network: Food Network stars Rachael Ray and Guy Fieri have both popped into this family-owned, local diner overlooking Portland, ME's waterfront. Read more.

Back Cove is one of Portland, ME #4sqcities.

15. Back Cove

Portland, ME
Neighborhood · 14 tips and reviews

Michael D.Michael Del Camp: Drive it, bike it, hike it, or once upon a time, sailboard it in a wet suit. Baseball and softball parks are nearby, with small arboretum of labeled trees. City skyline, Hannaford grocery, close-by.

Portland Museum of Art is one of Portland, ME #4sqcities.

16. Portland Museum of Art

8.8
7 Congress Sq (Free St.), Portland, ME
Art Museum · Downtown Portland · 31 tips and reviews

Visit MaineVisit Maine: Great museum with new exhibits and a fantastic permanent collection. Free admission on Fridays is a nice perk, too. Make sure to check out the local galleries along Congress Street and in the Old Port

Amato's is one of Portland, ME #4sqcities.

17. Amato's

7.7
71 India St, Portland, ME
Pizzeria · 13 tips and reviews

Steven L.Steven Langlin: The italian sandwiches are the best. Recommend these, and pazzo cheese bread as well as the pizza.

OTTO is one of Portland, ME #4sqcities.

18. OTTO

8.7
576 Congress St (at Forest Ave), Portland, ME
Pizzeria · Downtown Portland · 86 tips and reviews

Visit MaineVisit Maine: When browsing the arts district of Portland, duck into Otto's Pizza for a slice or two. You'll want to try at least a couple of their unique varieties. Don't miss the Butternut Squash, Ricotta & Cranb

19. University of Southern Maine

96 Falmouth St, Portland, ME
University · 5 tips and reviews

Lucille B.Lucille Benedict: Tip: Make sure you get to the shuttles early the first couple of weeks of school or else you're sure to be late for class!

Portland City Hall is one of Portland, ME #4sqcities.

20. Portland City Hall

389 Congress St, Portland, ME
City Hall · Downtown Portland · 7 tips and reviews

Nicole L.Nicole Linscott: Wear heels. You'll sound important.

Coffee By Design is one of Portland, ME #4sqcities.

21. Coffee By Design

7.8
620 Congress St (Btwn High & Park St.), Portland, ME
Coffee Shop · Downtown Portland · 28 tips and reviews

Jef J.Jef Jade: The best coffee in Portland or any where else I've been for that matter.

Miyake is one of Portland, ME #4sqcities.

22. Miyake

8.8
468 Fore St, Portland, ME
Japanese Restaurant · Downtown Portland · 35 tips and reviews
DiMillo's on the Water is one of Portland, ME #4sqcities.

23. DiMillo's on the Water

8.3
25 Long Wharf (at 154 Commercial St), Portland, ME
Seafood Restaurant · Downtown Portland · 84 tips and reviews

Michael D.Michael Del Camp: Tony DiMillo once told me, all he wanted was to sell drinks, but people kept asking for food and, before he knew it, he was running a full service restaurant. Scenic water views, prices a bit upscale.

Street and Co. is one of Portland, ME #4sqcities.

24. Street and Co.

9.0
33 Wharf St, Portland, ME
Seafood Restaurant · Downtown Portland · 55 tips and reviews

Tom B.Tom Brady: Best place to eat in Portland. Do not order Lobster. The real food is too good to pass up.

Hugo's is one of Portland, ME #4sqcities.

25. Hugo's

88 Middle St, Portland, ME
French Restaurant · 24 tips and reviews

EpicuriousEpicurious: Hugo's opened in 1999 and put Portland on the map for food lovers. Don't skip the "blind tasting menu," and don't even think of leaving without trying a Peanut Butter Cup cake.

Allagash Brewing Company is one of Portland, ME #4sqcities.

26. Allagash Brewing Company

9.4
50 Industrial Way, Portland, ME
Brewery · Riverton · 111 tips and reviews

DanDan: Sign up for a free tour online. They can only accommodate a certain amount of people at a time, so signing up is critical. Do not expect to walk in and be able to join a tour. Tours fill up fast.

Maine Narrow Gauge Railroad Company & Museum is one of Portland, ME #4sqcities.

27. Maine Narrow Gauge Railroad Company & Museum

8.0
49 Thames Street, Portland, ME
History Museum · East End · 7 tips and reviews

Michael S.Michael Sales: Train ride lasts about 45 minutes. Don't be concerned when you stop at one end and head back to the museum...it's not over!

Fore Street is one of Portland, ME #4sqcities.

28. Fore Street

8.8
288 Fore St (btwn Franklin & Custom House), Portland, ME
New American Restaurant · Downtown Portland · 117 tips and reviews

EpicuriousEpicurious: Fore Street was one of the first restaurants in Maine to feature an open kitchen with a wood-burning oven, grill, and turnspit and is still famous for its tight network of local food suppliers.

The Shipyard Brewing Company is one of Portland, ME #4sqcities.

29. The Shipyard Brewing Company

8.0
86 Newbury St (Hancock St), Portland, ME
Brewery · 65 tips and reviews

Dana D.Dana D: Skip the tour, pop into the shop and put together your own six-pack sampler. Great Signature Series brews if you want a bigger and bolder.

The Great Lost Bear is one of Portland, ME #4sqcities.

30. The Great Lost Bear

8.5
540 Forest Ave (at Ashmont St), Portland, ME
Pub · 107 tips and reviews

Kai A.Kai Adams: Maine's best Craft Beer selection of draft. If you love beer, this is an absolute must. Otherwise, you already know.

Bull Feeney's is one of Portland, ME #4sqcities.

31. Bull Feeney's

7.5
375 Fore St, Portland, ME
Pub · Downtown Portland · 57 tips and reviews

Derek R.Derek Rice: As someone who's very proud of his Irish heritage, I should tell you that "Smithwick's" is actually pronounced "Smittick's." And it's delicious, especially on tap. Read more.

J's Oyster Bar is one of Portland, ME #4sqcities.

32. J's Oyster Bar

8.2
5 Portland Pier (at Commercial St), Portland, ME
Seafood Restaurant · Downtown Portland · 113 tips and reviews

Justin E.Justin Ellis: Do they have some of the best seafood in town? Sure. But the bar is old school. Order a drink and mind your manners with the staff

Nosh Kitchen Bar is one of Portland, ME #4sqcities.

33. Nosh Kitchen Bar

8.5
551 Congress St (at Oak St), Portland, ME
Bar · Downtown Portland · 87 tips and reviews

Travel ChannelTravel Channel: Adam tries the Apocalypse Now, and you should too! As seen on Travel Channel’s Man v. Food Nation.

Willard Beach is one of Portland, ME #4sqcities.

34. Willard Beach

8.3
Myrtle Ave, South Portland, ME
Beach · 16 tips and reviews

Michael D.Michael Del Camp: Very limited parking, as this is a neighborhood beach, quite small, and near both Portland Headlight and the former GE facility for manufacturing, which Jack Welch closed. Coast Guard station nearby.

Portland International Jetport (PWM) is one of Portland, ME #4sqcities.

35. Portland International Jetport (PWM)

7.0
1001 Westbrook St, Portland, ME
International Airport · 162 tips and reviews

shannon k.shannon kinney: My favorite part, besides the free fabulous wifi, is when I get off a flight and am walking up the ramp and see the sign "welcome home". Always makes me smile.

Hot Suppa is one of Portland, ME #4sqcities.

36. Hot Suppa

9.3
703 Congress St, Portland, ME
Breakfast Spot · Parkside · 87 tips and reviews
Eventide Oyster Co. is one of Portland, ME #4sqcities.

37. Eventide Oyster Co.

9.4
86 Middle St (btwn Franklin and Hampshire), Portland, ME
Seafood Restaurant · 280 tips and reviews