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Restaurants near Springfield Downtown Historic District

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58 restaurants available nearby

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A photo of Black Rock Steakhouse restaurant
1. Black Rock Steakhouse
4.4
Awesome(689)
$$$$
• Steakhouse • Springfield
Booked 19 times today
Coming Soon!
A photo of The Grafton Inn restaurant
2. The Grafton Inn
4.8
Exceptional(387)
$$$$
• American • Grafton
Booked 6 times today
The Grafton Inn is a proud supporter of Vermont’s pioneering farm-to-table philosophy. Our historic inn and two restaurants in southern Vermont offer on-site dining year-round and feature locally-sourced ingredients prepared by food-loving professionals to create timeless, hearty dishes that will please any palate.The Phelps Barn, originally a carriage house for guests' horses, provides a unique and rustic VT dining experience. Even the hayloft has been repurposed and renovated, providing an elevated seating area as well as our 8-tap bar. It is a fast pace restaurant with live music usually scheduled on the weekends.If you are looking for a quieter space to have dinner or celebrate a special occasion, we would recommend our 1801 Tavern located inside the Main Inn. This historic space provides a cozy and elevated dining atmosphere. Within the 1801 Tavern you’ll find our recently renovated Pine Room Bar with a working fireplace.
A photo of The Fullerton Inn restaurant
3. The Fullerton Inn
4.2
Awesome(156)
$$$$
• American • Chester
The Fullerton Restaurant features a modern twist on classic American dishes and flavor combinations, resulting in unique tastes and presentations that are innovative and delicious. The restaurant serves both lunch and dinner - guests can choose to dine in our more formal dining room, outside on the porch or in our cozy, old world tavern, complete with traditional oak bar and wood burning fireplace. A carefully crafted wine list complements the menu with a range of distinctive international selections.
A photo of Harpoon Brewery - Windsor restaurant
4. Harpoon Brewery - Windsor
4.6
Exceptional(1227)
$$$$
• Brewery • Woodstock
Booked 11 times today
The Harpoon Brewery Taproom is open for dining in our spacious dining room or warming huts. We look forward to welcoming you!The Harpoon Brewery Taproom and Beer Garden is open 7 days/week for outside/inside dining or take-out food orders. We are open Sunday through Wednesday from 11AM to 6PM- Thursday, Friday and Saturday from 11AM to 8PM. We have live music every Thursday from 5pm-8pm. Our retail store is also open for merchandise, beer, cider, and hard coffee to go. You must have proper ID that verifies you are 21+ to pick up alcoholic beverages.Please call 802-674-5491 x221 with any questions or to place a take-out order.
A photo of 506 Bistro and Bar restaurant
5. 506 Bistro and Bar
4.5
Awesome(127)
$$$$
• American • Woodstock
Booked 17 times today
We are Woodstock’s go-to spot for upscale casual dining. Whether you’re staying with us at On the River Inn, or just swinging by from the neighborhood, 506 is all about great food, good vibes, and genuine hospitality.Our menu is packed with fresh, locally sourced ingredients and made-from-scratch dishes that are big on flavor. Every bite is crafted with care—and it shows. At the bar, we’re mixing up something special. Enjoy handcrafted cocktails and mocktails, an impressive lineup of wines from around the world, and the best of Vermont’s craft beer scene on rotation.Come see what 506 is all about—we can’t wait to have you in.
A photo of Calcuttas restaurant
6. Calcuttas
3.8
Excellent(40)
$$$$
• American • Ludlow
Escape to Calcuttas, a culinary oasis in Ludlow, Vermont, located at the Fox Run Golf Club. This upscale casual restaurant offers a unique dining experience that combines fresh local ingredients with global flavors.Enjoy a warm atmosphere where delicious aromas blend with lively conversation. The spacious dining room features a cozy fireplace and large windows, showcasing stunning views of the golf course and Okemo Mountain.Complete your meal with a selection of tempting desserts. Experience the best of Vermont dining at Calcuttas, where every dish is crafted to delight your senses.
A photo of Esmeralda restaurant
7. Esmeralda
5.0
Exceptional(8)
$$$$
• Peruvian • Chester
Esmeralda is an experimental restaurant from Maria Rondeau and JuanMa Calderón of Boston’s beloved Celeste, La Royal, and opening in Boston this Spring - Rosa y Marigold! Located atop a Vermont hillside surrounded by nature, Esmeralda is Rondeau and Calderón’s country residence where guests come together for shared culinary experiences that merge local and Latin American flavors, sounds and culture.Each month during the Summer and Fall, Esmeralda hosts a weeklong series of events with menus featuring rustic takes on Peruvian classics as well as an all-day feast centered around the pachamanca, the ancient method of cooking in the ground. Dinners are served outdoors on the lawn and patio, as weather permits, or inside the dining room. Guests are encouraged to mingle over pisco sours while jazz plays from the speakers, and take in the stars around the fire pit after the meal. An evening at Esmeralda is an experience beyond the meal itself — it’s a dinner party every night.
A photo of Ransom Tavern restaurant
8. Ransom Tavern
new
4.8
Exceptional(6)
$$$$
• American • Woodstock
Booked 18 times today
Join us at the Ransom Tavern located in the historic village of South Woodstock for an authentic Italian evening in the heart of Vermont! Our menu celebrates the Neapolitan tradition of antipasti, salads and pizzas alongside a beverage program featuring 10 locally crafted beers, a contemporary wine list and a variety of craft cocktails as well as zero proof options. ​Enjoy your evening in our cozy green mountain dining room or with a seat at our vintage inspired bar Reservations are suggested.
A photo of The Old Courthouse restaurant
9. The Old Courthouse
4.9
Exceptional(295)
$$$$
• American • New London
Booked 3 times today
The Old Courthouse has been serving the Newport area dining scene for 15+ years with Creative American Cuisine in the heart of Newport's Downtown Historic District. Dine in a beautiful Federalist era building. This circa-1826 building served as the district courthouse for the past twenty-five years. It is located behind the Newport Opera House and features an elegant dining room and full service bar.This family-owned business has carefully preserved the elegance and simplicity of the building to provide a unique dining experience.
A photo of Long Trail Brewing Company restaurant
10. Long Trail Brewing Company
4.7
Exceptional(589)
$$$$
• Brewery • Bridgewater
Booked 1 time today
Our brewery is located in Bridgewater Corners at the junction of Rte. 4 and 100a. We’re 2.5 hours north of Boston, about 1.5 hours south of Burlington, VT, and just 15 minutes from Killington Resort.

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See what locals rave about

From verified diners like you
From verified diners like you
  • PhilipGold
    Coastal North Carolina •88 reviews
    5.0
    Dined on Oct 30, 2026
    Three of us dined at the Black Rock Steakhouse while staying in the area. Everything about the dinner was great. Our waitress was tremendous. The atmosphere was very comfortable (old fashioned steak joint comfort). The three of us were able to share one of the larger steaks (cooked perfectly) and had plenty to eat with the extras that came with it and by ordering an additional side. We had a bottle of wine that was a great price (significantly less than the same wine at a different restaurant nearby)
    More info
    Black Rock Steakhouse$$$$• Steakhouse• Springfield
    •
    4.4
  • Sunil
    New York City •9 reviews
    5.0
    Dined on Oct 28, 2026
    Nice ambience, great service , excellent food. Dined here second time in two weeks.
    More info
    The Grafton Inn$$$$• American• Grafton
    •
    4.8
  • Daniel
    Greater Boston •3 reviews
    5.0
    Dined on Oct 25, 2026
    Top notch all around. Friendly staff, and great food.
    More info
    506 Bistro and Bar$$$$• American• Woodstock
    •
    4.5
  • Mary Jo
    Greater Boston •2 reviews
    5.0
    Dined on Oct 18, 2026
    Was a very nice meal in a very nice setting. Great staff.
    More info
    Harpoon Brewery - Windsor$$$$• Brewery• Woodstock
    •
    4.6
  • SeanGold
    Connecticut •8 reviews
    5.0
    Dined on Oct 6, 2026
    Small little Inn, the food was great. Had the pork chop it was juicy and tender. Our server Chloe (?) was great. We are staying at the Fullerton Inn as well. The rooms are unique. By which I mean great!! Each room is different. Great spot for a weekend away especially during leaf peeping season. Centrally located and offers several different loops to see leaves and eat some cheese.
    More info
    The Fullerton Inn$$$$• American• Chester
    •
    4.2

Discover best restaurants near Springfield Downtown Historic District

Discover the charm and history of Springfield Downtown Historic District, a vibrant hub for culture and community. Where to Eat Near Springfield Downtown Historic District? The dining scene nearby is a delightful mix that promises something for every palate. Experience lively American taverns brimming with hearty classics, tantalizing steakhouse offerings with succulent cuts, and innovative American menus showcasing modern twists on beloved favorites. Whether you prefer a casual atmosphere or a cozy dining nook with rustic decor, you’ll find options that cater to both intimate dinners and lively gatherings. Enjoy a memorable dining experience surrounded by the rich history of the area while indulging in diverse cuisines that celebrate local flavors.

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