Windham VermontRESTAURANTS & PLACES TO EAT


Listed below are some of the best restaurants and places to eat near Windham, Vermont.



1. Red Slate at the Upper Pass Lodge

COZY LODGE DINING


Red Slate at the Upper Pass Lodge presents a warm, rustic setting ideal for unwinding after outdoor adventures. The menu features contemporary American cuisine with locally sourced ingredients, offering comforting classics alongside inventive seasonal dishes. Diners appreciate the relaxed, mountain lodge ambiance that enhances a memorable Vermont dining experience.


2. The Grafton Inn

HISTORIC VERMONT HOSPITALITY


The Grafton Inn is a historic dining destination set within an elegant New England inn dating back to 1801. Its menu highlights elevated American fare with farm-to-table emphasis, including locally raised meats, artisanal cheeses, and seasonal produce. Guests enjoy refined yet welcoming surroundings and attentive service, making it a top spot for special occasions or leisurely meals.


3. Black Rock Steakhouse

STEAKHOUSE WITH SIZZLE


Black Rock Steakhouse offers a unique interactive dining concept where diners cook premium steaks and seafood on sizzling volcanic rocks at their table. The menu is centered around choice cuts and classic steakhouse sides, paired with an inviting, energetic atmosphere ideal for families and groups. This hands-on experience creates an engaging and memorable meal for all guests.


4. Copper Grouse - Taconic Hotel

UPSCALE AMERICAN FARE


Copper Grouse, located in the Taconic Hotel, serves sophisticated American classics with a focus on local Vermont ingredients and flavors. The restaurant is known for its refined yet cozy decor, complete with a fireplace and mountain-inspired touches. Guests can expect a polished dining experience whether stopping in for a casual lunch or a special celebratory dinner.


5. The Trailhead

CASUAL LOCAL EATERY


The Trailhead is a laid-back restaurant catering to families, hikers, and ski enthusiasts with its approachable American menu. Signature offerings include burgers, hearty sandwiches, and comfort food favorites in a friendly, rustic setting. The welcoming atmosphere makes it a go-to stop for both locals and visitors exploring the surrounding Green Mountains.



6. Barrows House

FARM-TO-TABLE TAVERN


Barrows House stands out as a charming farm-to-table destination housed in a classic Vermont inn. Its menu showcases innovative New American cuisine, using fresh, local ingredients and seasonal flavors in both elevated and casual dishes. The inviting porch and garden seating add to the relaxed, countryside elegance of the dining experience.


7. Pearl's Place & Pantry

SOUTHERN COMFORT IN VERMONT


Pearl's Place & Pantry brings a taste of the South to Vermont with its soulful menu featuring fried chicken, biscuits, and classic Southern sides. The cafe's welcoming, homey vibe is complemented by a market area offering specialty goods and baked treats. It's a favorite for hearty breakfasts, casual lunches, and indulgent brunches in a relaxed setting.


8. CurATE at Southern Vermont Arts Center

ARTFUL DINING DESTINATION


CurATE at Southern Vermont Arts Center couples creative American cuisine with a contemporary, art-filled atmosphere. The menu highlights fresh, vibrant dishes inspired by local produce, making it a favorite for those seeking both culinary and visual inspiration. Guests enjoy a unique experience, often dining amidst rotating art exhibitions and beautiful park grounds.


9. The Station by Whetstone Beer Co.

RIVERSIDE ROOFTOP DINING


The Station by Whetstone Beer Co. is known for its riverside and rooftop dining with scenic views of the Connecticut River. The menu offers inventive pub fare—including their signature peanut butter burger and cheddar ale soup—paired with house-brewed beers. The lively ambiance, live music, and outdoor seating make it a standout destination in Brattleboro.


10. JJ Hapgood General Store & Eatery

RUSTIC GENERAL STORE DINING


JJ Hapgood General Store & Eatery captures classic Vermont charm with its blend of market, eatery, and café all under one roof. The menu features artisan pizzas, creative sandwiches, and bakery treats made from locally grown ingredients. The inviting, rustic setting and communal tables create a sense of small-town camaraderie and warmth.