Waterbury, the fifth most populous city in Connecticut (estimated at 110,000), is at the junction of two major highways: Interstate 84 (east-west) and Connecticut Route 8 (north-south). It is in Central Western Connecticut, on the Naugatuck River. Major Connecticut cities within a 35 minute drive include: Hartford and New Britain to the east, Danbury to the west (all three of which are located on I-84), New Haven to the south (via Connecticut routes 63 or 69), Bridgeport to the south (via Route 8), Torrington to the north (via Route 8), and Meriden to the east (via I-84 to I-691).
The Waterbury Train Station is easily spotted by its famous clock tower of the Republican-American Newspaper building. The Metro North rail line  connects Waterbury to the train stations of several Naugatuck Valley towns to the south. Through connections at Bridgeport, MTA trains lead to coastal "Shoreline East" stations (to the east) and to Fairfield County stations (to the west) that terminate at Grand Central Terminal in New York City.
Waterbury is served by inter-city bus lines, and also has a fairly extensive local bus system, the hours of which have recently been expanded to cover later evening hours. You can catch a bus off the Waterbury Green or from many other places in town. There are also cab services, but their reliability has been questioned by some.
Mattatuck Museum Arts & History Center, 144 West Main St. Waterbury, CT 06702 (203-753-0381)
The Waterbury area's 300 plus year history is chronicled here and the main gallery is devoted to exhibiting the works of Connecticut artists. The museum occupies the former Masonic Temple building on Waterbury's historic Green.
Waterbury City Hall,
135 Grand Street Waterbury, CT 06702
Designed by famous architect Cass Gilbert, the City Hall building on Grand Street openend in 1915. It recently underwent an extensive renovation that brought back the original splendor of this 90,000 sq. ft. "Georgian Revival Style" municipal jewel. The Chase Building across the street and other nearby buildings make up the Cass Gilbert Historic District (so designated in 1978), one of the only places in the world where a collection of the architect's buildings are within walking distance.
Palace Theater, 100 East Main St., Waterbury CT (203-755-4700) The area's premier performance venue, the recently renovated Palace Theater was first opened in 1922 and boasts ornate domed ceilings and grand lobbies. Taking in this magnificent building is as much fun as the performance itself.
Timexpo Museum, 175 Union St., Waterbury CT 06706 (203-755-TIME) Dedicated to the history of timekeeping, the Timexpo Museum specifically tells the story of clock and watch making by the world-famous Timex company, whose predecessor company began operations in Waterbury in 1854. A gift shop carries several well-known watch brands.
Seven Angels Theatre, 1 Plank Road, Waterbury, CT (203-757-4676) Angels Theatre is small but puts on big shows. It is in the heart of historic Hamilton Park in Waterbury so it is a two in one stop. Tickets are reasonably priced and have a wide variety shows that can appeal to nearly every audience.
The Connecticut Store, 116 Bank Street, ☎ (800) 474-6728, . 9-3. The Connecticut Store is a gift shop which specializes in locally made goods, gifts, trinkets, and other items. It is always a neat place to visit!edit
Brass Mill Center and Commons, 495 Union Street, ☎ 203-755-5603, . The local mall in the area. Wide variety of stores and restaurants including iHop, Bertucci's, Buffalo Wild Wings, Olive Garden, and T.G.I. Friday's. Also has a movie theater. edit
Waterbury is fortunate to have many great choices in restaurants. A sampling follows below:
Frankie's Hot Dogs, 700 Watertown Avenue, ☎ 203-753-2426, . A landmark in Waterbury since the Caiazzo Family opened it in 1933, Frankie's is the most famous hot dog joint in town. There are other franchised locations on Reidville Drive and Chase Avenue, but the Watertown Avenue site is the original.edit
Drescher's, 25 Leavenworth Street, ☎ 203-573-1743, . Drescher's is Waterbury's oldest restaurant, and one of its most famous. It is a dark, burnished, and classy place with a lot of history. Serves up great pub food, as well as some German favorites. Good for dinner before a show at the Palace Theater.edit
D'Amelio's Italian Eatery, 718 Highland Avenue, ☎ 203-573-1743, . D'Amelio's, located in the heavily Italian-American influenced Town Plot neighborhood, has a tasty and reasonably-priced lunch menu, traditional home-style Italian favorites, an extensive list of entrees, a nice bar, and friendly service.edit
La Tavola Ristorante, 702 Highland Avenue, ☎ 203-755-2211, . Located in the Town Plot neighborhood, La Tavola has established itself as one of the finest Italian restaurants in Connecticut. There's a lively bar crowd, and an extensive wine selection. You won't find their "Prosciutto Wrapped Gorgonzola Stuffed Figs" (or many other unique mouth-watering items) anywhere else.edit
City Hall Cafe, 234 East Main Street, ☎ 203-754-8866, . City Hall is one of the more well-regarded restaurants in downtown Waterbury. Classy atmosphere and good food. Also a good choice for before or after a show at the Palace Theater.edit
Diorio Restaurant and Bar, 231 Bank Street, ☎ 203-754-8866, . Diorio's is a landmark restaurant in downtown Waterbury which opened in the 1920s. For years, it has been highly rated for its classic Italian cuisine. The old-school tile flooring, tin ceiling, mahogany bar, and colorful scenic murals on the mirror offer a glimpse into the past. Great choice for a power business lunch, or before or after a show at the Palace Theater.edit
Braza, 92 Bank Street, ☎ 203-575-9755, . The only Brazilian-style restaurant in Waterbury, Churrascaria Braza offers many flavorful appetizers and entrees. Whether fish, chicken, beef, or some combination...everything is expertly prepared. Gorgeous bar with Tiffany-style glass accents. Service is excellent. Braza is a very convenient spot for dinner when you have tickets to the Palace Theater.edit
Avventura, 72 America Street, ☎ 203-574-1274, . Monday-Saturday 9:00 AM to 5:00 PM. Avventura is a relatively small deli with great Italian classics. They were voted the Best Italian Food, Best Caterer, Best Grinder Shop and Best Pastry Shop in the Greater Waterbury area. Whether you are grabbing a quick grinder or looking for cannolis to bring to a dinner party you can't go wrong. edit
Spartan's Restaurant and Bar, 970 Chase Parkway, ☎ 203-573-1431, . A Greek style restaurant with fantastic Greek style pizza but also feature some Italian classics. The dining area is completely separate from the bar area so this restaurant is great whether you're looking for a family dinner or a night out with friends.edit
Ború's Bar, 357 West Main Street, ☎ 203-596-0946, . 12-2. Ború's Bar is one of the better Irish Bars in Waterbury. Young, inclusive atmosphere, quality beers and other drinks. Good burgers and steaks. Nice bartenders and folks in general are pleasant.edit
The Local Public House, 457 West Main Street, Waterbury, CT, ☎ 203-573-9355. The Local Public House is another excellent Irish Bar in Waterbury. They pride themselves on a fine Guinness and they also have the local Hooker Irish Red on tap. A very laid back atmosphere, older crowd of really great folks. edit