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  5. Ludlow

Best Restaurants for Special Occasions in Ludlow

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9 restaurants available nearby

How are Featured results ranked

A photo of Black Rock Steakhouse restaurant
4.4
Awesome(689)
$$$$
• Steakhouse • Springfield
Booked 27 times today
Three of us dined at the Black Rock Steakhouse while staying in the area. Everything about the dinner was great. Our waitress was tremendous. The atmosphere was very comfortable (old fashioned steak joint comfort). The three of us were able to share one of the larger steaks (cooked perfectly) and had plenty to eat with the extras that came with it and by ordering an additional side. We had a bottle of wine that was a great price (significantly less than the same wine at a different restaurant nearby)
A photo of The Hermitage Inn restaurant
4.6
Exceptional(263)
$$$$
• American • Dover
Booked 11 times today
The absolute best of the best! The Hermitage Inn offers an exceptional dining experience, from its exquisite cuisine and beautiful atmosphere to its impeccable service. The warmth, attention to detail, and genuine hospitality are truly unmatched. A rare gem that consistently goes above and beyond, making every visit an unforgettable experience!
A photo of Dorset Inn restaurant
4.6
Exceptional(1124)
$$$$
• American • Dorset
Booked 3 times today
Our meal was delicious. We both had pork ribeyes that were so juicy and tender. The accompanying dishes just added to the enjoyment of the meal. My husband had the bread pudding for dessert and I had apple cider crème brûlée and both were quite good. Our server, Linda, was very helpful and we enjoyed talking to her. The wait staff was courteous and made sure we were well taken care of. Totally enjoyed our dining experience at the Dorset Inn.
A photo of Roots The Restaurant restaurant
4.5
Awesome(1414)
$$$$
• Comfort Food • Rutland
Booked 18 times today
Everything was great, as usual. Great service, great atmosphere and great food.
A photo of Wobbly Barn Steakhouse restaurant
4.5
Awesome(45)
$$$$
• Steakhouse • Killington
Booked 3 times today
Everything we had was Very good,amazing service. Will come again
A photo of The Publyk House restaurant
4.2
Awesome(267)
$$$$
• Comfort Food • Bennington
Booked 19 times today
Great ambiance. Best fresh salad bar. Food was well prepared and well presented. Got table near fireplace. Lovely dinner. Highly recommend it
A photo of Jessica's at Swift House restaurant
4.9
Exceptional(1073)
$$$$
• Contemporary American • Middlebury
Booked 6 times today
First class all the way -great food and top notch hospitality
A photo of The Old Courthouse restaurant
4.9
Exceptional(295)
$$$$
• American • New London
Booked 8 times today
Our dinner was wonderful! The food was cooked to order. The service was attentive and courteous. I would recommend to anyone. Thank you for a wonderful visit! We will be back again.
A photo of Two Brothers Tavern + Notte restaurant
4.4
Awesome(375)
$$$$
• American • Montpelier
Booked 14 times today
We've eaten here a couple of times and found the food and drink quality very good! The menu is fairly diverse, with comfort/pub food, but also some very good vegetarian options, which I appreciate. I had a delicious roasted veggie sandwich and my husband had a very hearty grain bowl. Our son said his grilled cheese was really good, as was the side of butternut squash soup. Service was friendly and efficient. Another standout: they offer some really good mocktails! I had one that included beet juice and ginger beer, and it was delicious (and pretty!)

See what locals rave about

From verified diners like you
From verified diners like you
  • carol
    New York City •30 reviews
    5.0
    Dined 2 days ago
    Our meal was delicious. We both had pork ribeyes that were so juicy and tender. The accompanying dishes just added to the enjoyment of the meal. My husband had the bread pudding for dessert and I had apple cider crème brûlée and both were quite good. Our server, Linda, was very helpful and we enjoyed talking to her. The wait staff was courteous and made sure we were well taken care of. Totally enjoyed our dining experience at the Dorset Inn.
    More info
    Dorset Inn$$$$• American• Dorset
    •
    4.6
  • PhilipGold
    Coastal North Carolina •88 reviews
    5.0
    Dined on 30 Oct 2026
    Three of us dined at the Black Rock Steakhouse while staying in the area. Everything about the dinner was great. Our waitress was tremendous. The atmosphere was very comfortable (old fashioned steak joint comfort). The three of us were able to share one of the larger steaks (cooked perfectly) and had plenty to eat with the extras that came with it and by ordering an additional side. We had a bottle of wine that was a great price (significantly less than the same wine at a different restaurant nearby)
    More info
    Black Rock Steakhouse$$$$• Steakhouse• Springfield
    •
    4.4
  • Cindy
    New Hampshire •5 reviews
    5.0
    Dined on 30 Oct 2026
    Our dinner was wonderful! The food was cooked to order. The service was attentive and courteous. I would recommend to anyone. Thank you for a wonderful visit! We will be back again.
    More info
    The Old Courthouse$$$$• American• New London
    •
    4.9
  • OpenTable Diner
    Greater Boston •1 review
    5.0
    Dined on 24 Oct 2026
    The absolute best of the best! The Hermitage Inn offers an exceptional dining experience, from its exquisite cuisine and beautiful atmosphere to its impeccable service. The warmth, attention to detail, and genuine hospitality are truly unmatched. A rare gem that consistently goes above and beyond, making every visit an unforgettable experience!
    More info
    The Hermitage Inn$$$$• American• Dover
    •
    4.6
  • katlynGold
    Cleveland / Akron / Canton •1 review
    5.0
    Dined on 28 Mar 2026
    Everything we had was Very good,amazing service. Will come again
    More info
    Wobbly Barn Steakhouse$$$$• Steakhouse• Killington
    •
    4.5
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