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Boston's Greatest Hits
Fenway Park is one of Boston's Greatest Hits.

1. Fenway Park

9.2
4 Jersey St (btwn Lansdowne St & Van Ness St), Boston, MA
Baseball Stadium · Fenway - Kenmore - Audubon Circle - Longwood · 740 tips and reviews

Jake S.Jake Smith: Touch the monster, grab a sausage, and cheer for the Sox.

Boston Public Garden is one of Boston's Greatest Hits.

2. Boston Public Garden

9.6
9 Arlington St (btwn Beacon & Boylston St), Boston, MA
Garden · 200 tips and reviews

Jake S.Jake Smith: It's pretty beautiful on a winter's night, lit up with holiday lights.

Newbury Comics is one of Boston's Greatest Hits.

3. Newbury Comics

8.4
332 Newbury St (btwn Mass Ave & Hereford), Boston, MA
Comic Book Store · Back Bay West · 53 tips and reviews

Jake S.Jake Smith: The original store. Check out their unparalleled selection of used CDs. And then fist pump when you realize how cheap they are.

Eastern Standard is one of Boston's Greatest Hits.

4. Eastern Standard

528 Commonwealth Ave (at Kenmore Square), Boston, MA
American Restaurant · Kenmore · 304 tips and reviews

Jake S.Jake Smith: Order the baked rigatoni, which has lamb sausage and comes in an iron skillet.

McGreevy's is one of Boston's Greatest Hits.

5. McGreevy's

911 Boylston St (at Gloucester St), Boston, MA
Irish Pub · Prudential - St. Botolph · 88 tips and reviews

Jake S.Jake Smith: My favorite bar in Boston. Grab a pint of your favorite beer, watch the Sox or B's, and order the Mac and Cheese.

Santarpio's Pizza is one of Boston's Greatest Hits.

6. Santarpio's Pizza

8.8
111 Chelsea St (at Porter St), Boston, MA
Pizzeria · Jeffries Point · 104 tips and reviews

Jake S.Jake Smith: Sausage. Order it with a garlic pizza. And do it yesterday.

Harpoon Brewery is one of Boston's Greatest Hits.

7. Harpoon Brewery

9.0
306 Northern Ave (at Harbor St), Boston, MA
Brewery · Seaport District · 320 tips and reviews

Jake S.Jake Smith: The cider is made from apples from Harvard, Massachusetts (about 40 minutes away from the brewery). Makes a delicious brew.

8. Castle Island

9.3
William J. Day Blvd, Boston, MA
Park · D Street - West Broadway · 66 tips and reviews

Jake S.Jake Smith: Head out to the fishing pier on the backside of the island for some interesting people watching.

Tasty Burger is one of Boston's Greatest Hits.

9. Tasty Burger

8.9
86 Van Ness St, Boston, MA
Burger Joint · Fenway - Kenmore - Audubon Circle - Longwood · 233 tips and reviews

Jake S.Jake Smith: Keep it simple and get a Big Tasty burger. The Tasty sauce is delicious.

Beehive is one of Boston's Greatest Hits.

10. Beehive

8.8
541 Tremont St (btwn Clarendon & Berkeley St), Boston, MA
American Restaurant · South End · 256 tips and reviews

Jake S.Jake Smith: Get a Honey Highball and some Potato Pierogies to start, and then get lost in the music and atmosphere.

Drink is one of Boston's Greatest Hits.

11. Drink

348 Congress St (at A St), Boston, MA
Cocktail Bar · Seaport District · 234 tips and reviews

Jake S.Jake Smith: Make friends while waiting in line, and then enjoy a fine beverage that the bartender comes up with. It's like they can see into your soul.

12. Bukowski Tavern

7.6
50 Dalton St (btwn Belvidere & Boylston), Boston, MA
Dive Bar · Fenway - Kenmore - Audubon Circle - Longwood · 147 tips and reviews

Jake S.Jake Smith: You might feel like a sardine, but this is one of the hidden spots if you are a craft beer fan. Order something off of the list that you wouldn't normally and enjoy the atmosphere.

Sweet Cheeks Q is one of Boston's Greatest Hits.

13. Sweet Cheeks Q

8.8
1381 Boylston St (btwn Kilmarnock St. & Park Dr.), Boston, MA
BBQ Joint · Fenway - Kenmore - Audubon Circle - Longwood · 198 tips and reviews

Jake S.Jake Smith: Try mixing the house and Carolina vinegar sauces together on your pulled pork for a flavor explosion.

The Liberty Hotel is one of Boston's Greatest Hits.

14. The Liberty Hotel

8.4
215 Charles St (at Fruit St), Boston, MA
Hotel · West End · 206 tips and reviews

Jake S.Jake Smith: Over the years, this former jail has housed a number of famous inmates including future Boston Mayor James Michael Curley, Malcolm X, and Sacco and Vanzetti.

Lucky's Lounge is one of Boston's Greatest Hits.

15. Lucky's Lounge

8.2
355 Congress St (at A St), Boston, MA
Bar · Seaport District · 94 tips and reviews

Jake S.Jake Smith: Great atmosphere, cool decorations, and a live band almost every night of the week. Love this place.

Bleacher Bar is one of Boston's Greatest Hits.

16. Bleacher Bar

8.2
82A Lansdowne St (at Fenway Park), Boston, MA
Sports Bar · Fenway - Kenmore - Audubon Circle - Longwood · 90 tips and reviews

Jake S.Jake Smith: Get the grilled cheese, it is awesome!

El Pelon Taqueria is one of Boston's Greatest Hits.

17. El Pelon Taqueria

8.5
92 Peterborough St (at Kilmarnock St.), Boston, MA
Mexican Restaurant · Fenway - Kenmore - Audubon Circle - Longwood · 122 tips and reviews

Jake S.Jake Smith: The Carnitas burrito is excellent, but to be honest, this is the best burrito in Boston regardless of your choice of filling.

Modern Pastry Shop is one of Boston's Greatest Hits.

18. Modern Pastry Shop

8.6
263 Hanover St (btwn Cross & Richmond), Boston, MA
Pastry Shop · North End · 159 tips and reviews

Jake S.Jake Smith: Come early, avoid the line, have a delicious reward for the end of the day. I suggest the tiramisu.

Bodega is one of Boston's Greatest Hits.

19. Bodega

7.9
6 Clearway St (at Massachusetts Ave.), Boston, MA
Shoe Store · Fenway - Kenmore - Audubon Circle - Longwood · 43 tips and reviews

Jake S.Jake Smith: Don't pass up looking through the cases near the register; lots of cool jewelry/sunglasses/accessories.

The Tam is one of Boston's Greatest Hits.

20. The Tam

7.5
222 Tremont St (at Kneeland St.), Boston, MA
Dive Bar · Chinatown - Leather District · 82 tips and reviews

Jake S.Jake Smith: If you're going to vomit, please make it to the bathroom. Also, the Ms. Pac-Man machine is quarters only.

Al's State Street Cafe is one of Boston's Greatest Hits.

21. Al's State Street Cafe

8.7
112 State St (btwn Chatham Row & Merchant's Row), Boston, MA
Sandwich Spot · Financial District · 63 tips and reviews

Jake S.Jake Smith: The chicken salad is the best, but if you are looking for something different, try the Lady Cafe Special. Either way, get a large and save some for later.

The Rose Kennedy Greenway is one of Boston's Greatest Hits.

22. The Rose Kennedy Greenway

9.3
Atlantic Ave. (btwn Causeway & Kneeland), Boston, MA
Park · Financial District · 39 tips and reviews

Jake S.Jake Smith: A great place for spending a hot day in the city. Lay out on the grass or run through the fountains.

Boston Public Library is one of Boston's Greatest Hits.

23. Boston Public Library

9.3
700 Boylston St (at Dartmouth St), Boston, MA
Library · Back Bay East · 163 tips and reviews

Jake S.Jake Smith: Check out one of the rotating exhibits, they're very interesting and change often.

Top of the Hub is one of Boston's Greatest Hits.

24. Top of the Hub

800 Boylston St (Prudential Tower, 52nd Fl.), Boston, MA
American Restaurant · Prudential - St. Botolph · 218 tips and reviews

Jake S.Jake Smith: The view from the north and east sides are probably the best; if you're there earlier enough, ask for a table on one of those sides.

Omni Parker House is one of Boston's Greatest Hits.

25. Omni Parker House

7.7
60 School St, Boston, MA
Hotel · Downtown Boston · 130 tips and reviews

Jake S.Jake Smith: Hit up The Last Hurrah in the lobby if you are staying here but don't want to venture too far out. It's a class establishment.

Sunset Cantina is one of Boston's Greatest Hits.

26. Sunset Cantina

7.8
916 Commonwealth Ave (btwn Pleasant & St. Paul), Boston, MA
Mexican Restaurant · Allston · 132 tips and reviews

Jake S.Jake Smith: If you're undecided, you can get beer or tequila flights to try a bit of each flavor you'd like to sample.

Symphony Hall is one of Boston's Greatest Hits.

27. Symphony Hall

9.3
301 Massachusetts Ave (at Huntington Ave.), Boston, MA
Concert Hall · Fenway - Kenmore - Audubon Circle - Longwood · 69 tips and reviews

Jake S.Jake Smith: During intermission, the first light signal is a warning; there is a second warning. When you get inside the hall, take a moment to admire the architecture, especially on the ceiling.

Sullivan's Tap is one of Boston's Greatest Hits.

28. Sullivan's Tap

6.4
168 Canal St (at Causeway St), Boston, MA
Sports Bar · Downtown Boston · 30 tips and reviews

Jake S.Jake Smith: Cheap beers, great atmosphere, friendly bartenders. Be warned: this place gets packed after a Bruins game.

Neptune Oyster is one of Boston's Greatest Hits.

29. Neptune Oyster

9.0
63 Salem St (at Morton St), Boston, MA
Seafood Restaurant · North End · 356 tips and reviews

Jake S.Jake Smith: Order the P.E.I. mussels to start. The key is to get a bite of the sausage with a bite of mussel. Plus the broth is decadently delicious.

Isabella Stewart Gardner Museum is one of Boston's Greatest Hits.

30. Isabella Stewart Gardner Museum

8.8
280 Fenway, Boston, MA
Art Museum · Medical Center Area · 175 tips and reviews

Jake S.Jake Smith: American history buffs will dig the "Presidents and Statesmen" case on the third floor. Keep an eye out for the autographed photo of Teddy Roosevelt, it's one of the presidential pieces.