Our area features a fantastic variety of local restaurants, many within walking distance of our Pleasant Street and Mill Place locations in Ludlow, and an easy 15-minute drive from the cabins at Sugar Maple Mountain Retreat in Cavendish.

Below is a list of our favorite local dining spots to check out during your stay.

🥞 Breakfast and Brunch 

🍔 Lunch and Casual Fare 

🍾Fine Dining & Special Occasions 

🍻Pubs, Bars and Nightlife

🥡Take-Out or Eat-In

🛒 Staying In

 🍷 = Intimate
🥂 = Large group friendly




Want to keep exploring? Check out our local activities and attractions guide!

Breakfast and Brunch 🥞

In Ludlow

The Hatchery — Local favorite for a hearty Vermont breakfast

New England Cider Donuts — Breakfast sandwiches, homemade cider donuts, and ice cream sundae bar

Short drive from Ludlow (10–20 minutes)

Country Girl Diner (Chester) Classic barrel‑car diner with great pancakes.

Alder Bakery & Eatery (Chester) coffee, breakfast pastries, and all-day food

Short Drive from Sugar Maple (15-20 minutes)

Brownsville Butcher and Pantry (Brownsville) Breakfast options available.

Further out (Chester & beyond)

The Southern Pie Company. (Chester) Breakfast, sandwich specials, and of course, pie!

Lunch and Casual Fare 🍔

In Ludlow

Johnny's Kitchen - Sandwiches and locally sourced coffee

Slingers - Burgers, fried chicken, and milkshakes

The Killarney🥂 — Pub classics, American favorites, and a full bar

Calcutta’s — Lunch, dinner, or just cocktails; at Fox Run Golf Course

Tacos Tacos  - casual mexican cuisine, made to order

DJ’s Restaurant — American comfort food, casual family atmosphere

Off The Rails 🥂 — Pizza, burgers, and live entertainment

Goodman’s American Pie — wood-fired, fresh pizza + beer and wine selection

Village Pizza — Pizza, grinders, salads

Tom’s Loft Tavern — Burgers, sandwiches + full dinner menu.

Short Drive from Ludlow or Cavendish (15 - 25 minutes)

Butcher & Pantry (Brownsville) casual cafe serves sandwiches and more, with on-site market

BlackRock Steakhouse — (Springfield) Classic steakhouse for a hearty lunch or dinner. Reservations recommended.

Homestyle Restaurant $$ 🍷 — Shared-plate dining with intimate ambiance.

Downtown Grocery $$ 🍷 — Upscale, uniquely chef‑driven,

Stemwinder 🍷 — Elevated Southern cuisine, unique cocktails.

Short Drive (10–15 minutes)

Castle Hill Resort 🍷 (Proctorsville) Elegant, French‑influenced American cuisine.

Echo Lake Inn 🍷 — (Plymouth) Fine dining

Further out (Chester & beyond)

Inn at Weathersfield 🍷 — (Perkinsville) Farm‑to‑table, wine cellar, full bar.

Fullerton Restaurant 🍷— (Chester) American fine dining in a Victorian-era inn

Ye Olde Tavern 🍷 — (Manchester) Offering indoor and courtyard dining in a historic colonial setting

Pubs, Bars & Nightlife 🍻

In Ludlow

The Killarney 🥂 — Lively irish pub and casual restaurant, hosting events like open mic and trivia

The Loft — Gritty and cozy, a true apres‑ski pub.

Main & Mountain 🍷 — Indoor + outdoor, fire pits, and craft cocktails (Try the Good Ol’ Boy!)

Off The Rails 🥂 — Late‑night, live music, craft beers

Eight Oh Brew — Bar & lounge on Main features 30 taps, cocktails, and bar bites

Short Drive (10–15 minutes)

Outer Limits Brewing 🥂 — (Proctorsville) Craft beer, lively crowd.

Murdock’s on the Green — (Proctorsville) Relaxed pub atmosphere.

Take‑Out, Eat-In Spots 🥡

In Ludlow

Mojo Cafe — creative Mex-Orleans fusion, for dine-in or pickup

Village Pizza — Pizza, grinders, salads, for dine-in or carryout

Big Pops Sandwich Shop — Subs and sandwiches for pickup

The Cookster — takeout only; restaurant of chef-prepared foods for home.

Goodman’s American Pie - wood-fired pizza, dine-in or carryout

Tacos Tacos  - casual mexican; dine-in or pickup

Prefer a night in? 

Visit our local shops for all your grocery needs 🛒

Shaw’s Supermarket  Main Street in Ludlow for standard groceries.

Singleton’s General Store deli sandwiches, smoked meats, and cheeses

Springfield Food Co-op (membership not required)

Brewfest Beverage Co,  Ludlow, for 802 Spirits, Beer, and Liquor

Brownsville Butcher and Pantry,  Brownsville foodie market with fresh cut locally sourced meats and prepared dishes.

Ready to keep exploring Vermont? Check out our local activities and attractions guide!