Where To Eat
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.
🍾Fine Dining & Special Occasions
🍷 = 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
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.