Castelli's Restaurant at 255
american★ 4.4(380)
A local institution since 1937, now in its fourth generation of family ownership. The famous TALK-N-CHIC fried chicken — a house-recipe secret — is what 70% of tables order, and for good reason. The dining room seats over 300 and gets properly packed on weekends. You're eating what Alton families have eaten for 89 years.
4 local tips
- The fried chicken is the main event — don't overthink the menu.
- Weekend evenings fill up; calling ahead is wise even though they don't always take formal reservations.
- The Roman house salad dressing and toasted ravioli are both worthwhile starters.
- It's out on Fosterburg Road rather than downtown — budget an extra few minutes to get there.
Gentelin's On Broadway
american★ 4.4(108)
Alton's go-to for an actual sit-down dinner — fine dining by local standards, with pasta, steak, and seafood on a menu that's been refined over nearly two decades. The Clark Bridge view from the dining room is legitimately good, especially at dusk. Dinner-only, Tuesday through Saturday, so plan accordingly.
4 local tips
- Dinner only, Tuesday–Saturday; they close Sunday and Monday without exception.
- The banquet room can handle private parties of up to 50 — worth knowing for group trips.
- Reservations via phone rather than online; call ahead for Friday and Saturday evenings.
- Parking on Broadway fills up — try the side streets off Market.
Bluff City Grill
american★ 4.2(153)
A solid neighborhood bar and grill on the eastern edge of downtown, with a proper sports bar setup (14 TVs) that doesn't sacrifice the food. Wings, seafood, and salads are all reliably good, and the upstairs banquet hall is a local go-to for events. Open Tuesday through Sunday with longer weekend hours.
4 local tips
- The bar side and dining room feel quite different — if you want quieter, ask for the dining room.
- Happy hour specials are worth timing your arrival for.
- The Clark Bridge is visible a short walk away — worth a post-dinner stroll.
- They do a proper cheesecake that regulars specifically mention.
Old Bakery Beer Company
american★ 4.5(340)
A certified organic craft brewery in a converted Colonial Bakery building that's been on this block since the 1800s. The husband-and-wife team brews with 100% USDA-certified organic malts and hops — unusual for a small regional brewery. The rotating sandwiches, soups, and salads are designed to pair with specific beers, and the Sunday brunch is genuinely popular.
4 local tips
- Sunday brunch runs 10am to 2pm and fills up — arrive early to get a table without a wait.
- Ask which beers are seasonal; the year-round lineup is solid but the rotating taps are the reason regulars come back.
- The patio is the best outdoor seating in downtown Alton when weather cooperates.
- They close Monday, and Tuesday closes at 8pm, an hour before the Wednesday-through-Saturday nights.
Bossanova Restaurant & Lounge
american★ 4.4(220)
A downtown Alton spot that's been doing globally-inspired small plates and a deep martini list since 2004. The menu rotates seasonally and tends toward creative territory — smoked salmon rangoon, Thai barbecue pizzette — without being precious about it. Sixty beers and 30 wines on the list. The live entertainment on weekends gives it a different energy than anywhere else downtown.
4 local tips
- The martini list is extensive and James Bond-themed — ask the bartender for recommendations rather than going alphabetically.
- Kitchen closes earlier than the bar; if you want food, arrive before 9pm weeknights.
- The outdoor seating works well in good weather — quieter than the main room.
- Live entertainment on weekends means it gets genuinely lively; go earlier if you want a conversation.
Fast Eddie's Bon Air
american★ 4.3(508)
Operating since 1921, Fast Eddie's is a Alton institution — and a genuinely unique bar. The food is absurdly cheap (under $5 for most items), the peel-and-eat shrimp and Big Elwood on a Stick are the things to order, and the live music Thursday through Sunday is the draw for locals. It's 21+ only, enormous, and loud. Nothing else in the area resembles it.
4 local tips
- Weekends get very busy — Thursday is the sweet spot for music without the crush.
- Bring cash; the vibe is no-frills and prices reflect that.
- The shrimp and the Big Elwood (marinated tenderloin shish kebab) are what regulars order — skip deliberating over the menu.
- 21+ only, enforced at the door.
Morrison's Irish Pub
american★ 4.3(185)
A family-run Irish pub in a brick building from 1865 at the corner of State and Broadway. The menu is a genuine attempt at Irish-American — cottage pie, bangers and mash, corned beef brisket, proper fish and chips. The whiskey selection leans toward rare Irish varieties, and Sea Shanty Thursdays with live folk music are a local event worth catching.
4 local tips
- Sea Shanty Thursdays are legitimately fun — guests join in, and it gets loud in the best way.
- The rare Irish whiskey selection is worth exploring if you drink whiskey; ask the staff what's unusual.
- It's at the intersection of State and Broadway — easy walking distance from the Lincoln-Douglas statues.
- The building itself predates the Civil War; look up at the brick facade.
Grafton Winery & Brewhaus
american★ 4.3(141)
Sitting at the confluence of the Mississippi and Illinois rivers in downtown Grafton, this full-production winery and microbrewery runs both operations under one roof. The wine ranges from dry to sweet, the brewery handles everything from hefeweizen to double IPA, and the deck overlooking the river is one of the better outdoor perches on the entire Great River Road. Open every day year-round.
4 local tips
- Arrive early on summer weekends — the river-view patio fills up fast and there's no reservations for outdoor seating.
- The Brewhaus downstairs has a slightly different menu and vibe than the main winery floor — worth checking both.
- It's open year-round, which makes it one of the few reliable Grafton stops in winter during eagle season.
- The gift shop stocks bottles to take home; the dry reds pair well with the cheese boards.
The Loading Dock Bar & Grill
seafood★ 4.2(199)
A riverfront bar and grill on the original site of the Grafton Boatworks, where yachts and barges were built since the 1700s. The outdoor riverside patio is the main draw — you can watch river traffic and the occasional bald eagle while eating fish tacos and drinking a cold one. Seasonal (April through October for full hours), but winter weekends stay open.
4 local tips
- Grab a spot on the outdoor patio; the indoor seating is fine but misses the point.
- The Dock Salsa and Tilapia Fish Tacos are the things regulars actually order.
- Arrive before noon on summer weekends — the patio fills up and stays full.
- It's walking distance from the Grafton Winery, so combining both is easy.