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Let Downtown Rutland Entertain You

downtown rutland vt

Downtown Rutland VT

With a tagline like “Shop. Eat. Be Entertained,” you can pretty much guess what you’re in for when you make the short drive to Downtown Rutland, VT. Considered by locals as the ‘heart’ of the county, the historic downtown is dotted with shops and eateries just waiting to become a memorable milestone of your vacation.

It’s also in the center of everything an outdoorsman (or woman) could ever want, so after a day on the mountain – or lake or trail – you can stop for a bite or a brew. When you plan your visit to Killington Mountain Lodge, be sure to ask if there are any local events going on during your stay. Downtown Rutland is home to a full annual calendar – there’s just always something worth celebrating in our neck of the woods.

Here’s a roundup of our favorite places and events in Downtown Rutland:

FOOD

Roots
51 Wales Street, Rutland, VT
(802) 747-7414

Great for a date night, this swanky little gem of a restaurant offers excellent service and fine foods prepared with the freshest local ingredients.

Hop N’ Moose
41 Center St, Rutland, VT
(802) 775-7063

The only brewery in town boasts homemade brews from the refreshing Blonde to the classic Sunnybank Red and wood fired pizza, with a fun and ‘hoppenin’ vibe.

Gill’s Delicatessen
68 Strongs Ave, Rutland, VT
(802) 773-7414

Restaurants only make it 50 years if they’re really good. This German sandwich shop is a testament, serving up seriously good grinders. It’s cash only, and can have an hour-long line during the lunch rush.

Table 24
24 Wales St, Rutland, VT
(802) 775-2424

The table is set for you, with amazing wings and lobster macaroni and cheese, plus one heck of a cocktail menu if you just want to hang in the lounge.

Pub 42
12 Wales St, Rutland, VT
(802) 779-9007

With a great location, friendly owner and bartenders, this little pub will become a fast favorite. Don’t miss Thursday night karaoke.

Two Sheas
34 Wales St, Rutland, VT
(802) 773-6668

Two Sheas is a true local’s spot, with popcorn and a pool table, and good drink prices.

Paramount Theatre
30 Center St, Rutland, VT
(802) 775-0570

If you like architecture, stroll by this historic playhouse. Built in 1912, today it features acts from Alan Alda to the Wiggles. There’s also a bar that showcases sporting events, and a film series called “Big Flicks at the Paramount.”

EVENTS

Friday Nights

On three Friday nights in July, head to Center Street for a rollicking evening of live music, outdoor dining, children’s activities and more.

Annual Sidewalk Sales

The first weekend in August, an open-air market spans Center Street to Merchants Row, where local artists and musicians and food vendors line the streets.

Santa’s Arrival & Tree Lighting

Every December in Depot Park, Santa shows up to help light the Downtown Rutland tree. There’s caroling and hot chocolate leading up to your chance to meet the Big Guy himself.