Restaurants near Pittsfield

The Backroom 3963 Vermont Rte 100, Pittsfield New American • $$$
3963 Vermont Rte 100, Pittsfield

Customers` Favorites

Cocktail Hour

“Every single detail. The experience of everybody taking such good care of you and your new friends in the back room. The host and every member doing their part. The ambience. The melt in your mouth food, starting with hors d’oeuvres and champagne.”

4.8 Superb63 Reviews
Clear River Tavern 2640 Vermont Rte 100, Pittsfield Bar • $$
2640 Vermont Rte 100, Pittsfield

Customers` Favorites

Fries
Wings
Cheesesteak
Steak
Buffalo Chicken Sandwich
Toast with Maple Butter
Classic Tavern Burger
Chicken Pot Pie
Brussels Sprouts
Brownie Sundae

“Location, relaxed vibe, fun bar, super nice staff! We <3 the Clear!”

4.6 Superb169 Reviews
SwissFarm Market 3932 Vermont Rte 100, Pittsfield Deli • $
3932 Vermont Rte 100, Pittsfield

“Perfect lunch stop on our drive along VT 100. The Vermont BLT hit the spot. The team worked quickly to get all the sandwiches out for the big crowd. It's a fantastic spot for a quick lunch on this scenic drive.”

3.8 Good23 Reviews
Maple Soul 13 School St, Rochester Salad • $$
13 School St, Rochester - 7.14 miles

Customers` Favorites

Cornbread
Maple Creme Brulee
Shrimp and Grits
Mac and Cheese
Caesar Salad
Blackened Ahi Tuna Appetizer
Friendly Service
Ricotta Gnocchi
Fish and Chips
Chilli Maple Wings

“If you want a good meal, you need to try Maple Soul. Our food was excellent!!”

4.9 Superb193 Reviews
Maple Sugar & Vermont Spice 2563 US-4, Mendon Breakfast • $
2563 US-4, Mendon - 10.16 miles

Customers` Favorites

Blueberry Pancakes
Pumpkin Pancakes
Stuffed French Toast
Breakfast Sandwich
Sandwiches
Sugar & Spice Pancakes
Maple Walnut Waffle
Gluten Free Pancakes
Sugar House Sampler
Buttermilk Pancakes

“First time visiting and I have to say that you cannot get hospitality like this anywhere anymore. Extremely friendly staff. Did not wait long for food and the food was soo good. Very welcoming, great environment for family.”

4.7 Superb424 Reviews
McGrath's Irish Pub 709 US-4, Killington Pubs • $$
709 US-4, Killington - 7.55 miles

Customers` Favorites

Chicken Pot Pie
Sandwiches
Nachos
French Onion Soup
Burgers
Guiness Irish Stew
Paddy Melt
Irish Reuben
Shepherd's Pie
Reuben Sandwich

“This was our first time at McGrath’s. Our good friends have been there several times and highly recommended it. We had a great evening, very festive and lively St. Patrick’s Day celebration. Great food great people. Can’t wait to come back another time when we’re in the area. Highly recommend!”

4.7 Superb269 Reviews
Wild Fern 1703 Vermont Rte 100 N, Stockbridge Cafe • $
1703 Vermont Rte 100 N, Stockbridge - 2.37 miles

“Great food and even better people and music! A special road side gem that should not be missed!”

5 Superb104 Reviews
Domenic's Pizzeria 2822 Killington Rd, Killington Pizza • $
2822 Killington Rd, Killington - 9.38 miles

Customers` Favorites

Breadsticks
Salad
Margherita
Buffalo Chicken Pizza
The Club Champ Pizza
House Meat Pizza
Pizza with a View
S'Mores Calzone
Pepperoni Pizza
Chicken Wings

“Great Pizza and Service!!”

4.7 Superb223 Reviews
The Lookout Tavern 2910 Killington Rd, Killington American • $$
2910 Killington Rd, Killington - 9.41 miles

Customers` Favorites

Steak
Salad
Chicken and Waffles
Onion Rings
French Onion Soup
Veggie Burger
Chicken Quesadilla
Hamburger
Left Coast Burger
Mac and Cheese

“Nice vibe… great service , food very good.”

4.5 Superb452 Reviews
iPie Pizzeria 1307 Killington Rd, Killington Pizza • $
1307 Killington Rd, Killington - 8.25 miles

Customers` Favorites

Buffalo Chicken Pizza
Pepperoni Pizza
Garlic Knots
Veggie Pizza
Classic Cheese Pizza
BBQ Chicken Pizza
Margherita Pizza
Hawaiian Pizza
Chicken Wings
Bacon Pizza

“Love iPie hands down the best pizza/calzone’s/food on the hill ❤️”

4.5 Superb223 Reviews
Waffle Cabin @ Killington - Bear Mountain 970 Bear Mountain Rd, Killington Pancakes • $
970 Bear Mountain Rd, Killington - 9.24 miles

“Haven’t been sking in a couple years, but have been looking for some nostalgia and the smell of this place hits you as soon as you get out of the car. The recipe hasn’t changed in years and it’s perfect the way it is. Make sure you get a waffle here. It’s 2023 and this place is still pumping out quality for my birthday waffle 100/100”

5 Superb40 Reviews
Sunup Bakery 2250 Killington Rd, Killington Bakery • $
2250 Killington Rd, Killington - 9.15 miles

Customers` Favorites

Bakery
Bread Pudding
Smoked Salmon
Sticky Bun
Wrap
Bacon Egg and Cheese
Bacon Breakfast Sandwich on a Bagel
Pesto Breakfast Sandwich on a Bagel
Breakfast Special Sandwich
Sausage Egg & Cheese

“The sausage egg and cheese on a croissant was delicious and it’s only a 3 min drive to the ski resort!!

Everyone was sweet and it seemed like a happy place!”

4.4 Superb208 Reviews
Charity's 1887 Saloon 2194 Killington Rd, Killington American • $$
2194 Killington Rd, Killington - 9.1 miles

Customers` Favorites

Wings
Sandwiches
Buffalo Chicken Dip
Nachos
Cobb Salad
Charity's World Famous French Onion Soup
Charity's Mac and Cheese
Shroom Smash Burger
Pork Belly Tacos
Burger and Tacos

“Friendly waitresses/ good food / GREAT HOT CHOCOLATE 😂”

4.4 Superb242 Reviews
Yama Ramen 2500 Killington Rd, Killington Ramen • $$
2500 Killington Rd, Killington - 9.38 miles

Customers` Favorites

Shrimp
Miso Ramen
Magic Mushroom Bao
Spicy Tonkatsu Ramen
Edamame
Kimchi Curry Ramen
Veggie Summer Roll
Fried Chicken Sandwich
10chicken Summer Roll
Miso Spicy ramen21

“The food is delicious, the atmosphere is fantastic, the decor is perfect! The prices are actually decent for being up on the mountain. Highly recommend!”

4.4 Superb188 Reviews
Liquid Art Restaurant 37 Miller Brook Rd, Killington Coffee Shops • $
37 Miller Brook Rd, Killington - 8.93 miles

Customers` Favorites

Maple Latte
Cinnamon Roll
Turkey Panini
Ravioli
Breakfast Sandwich on English Muffin and Everything Bagel
Breakfast Sandwiches with Sweet Potatoes Hash Browns
Sweet Potato Hash and Sausage Breakfast Sandwich
Tofu with Mixed Vegetables
Daily Sandwich Special
Veggie La Eggwich

“What a wonderful little find. Great breakfast. Latte was perfect. Oh the shareable cinnamon rolls! Highly recommend any time of day.”

4.3 Superb310 Reviews
Mad Hatter's Scoops 40 Summit Rd, Killington Ice Cream Shop • $
40 Summit Rd, Killington - 8.18 miles

Customers` Favorites

Salted Caramel Truffle Hot Fudge Sundae
Black Raspberry
Chocolate Chip
Brownie Sundae

“If you are looking for ice cream in the Killington area, this is your go to. Walkable from a handful of hotels and resorts, this cute little shop offers plenty of flavors, along with a handful of special Sundae creations. Proportions are generous and the service is friendly and move the line along as quickly as possible.”

4.2 Good113 Reviews
The Garlic 1724 Killington Rd, Killington Italian • $$
1724 Killington Rd, Killington - 8.63 miles

Customers` Favorites

Chicken Marsala
Steak
Tiramisu
Lamb Chops
Chicken Alfredo
Meatball Sliders
Escargot
Roasted Garlic and Bread
Caesar Salad
Ask for the Bread

“Fabulous meal start to finish! The atmosphere is cozy. Our server Dave was great. We highly recommend.”

4.3 Superb358 Reviews
Huntington House Inn & Docs Tavern & Doc's Tavern, 19 Huntington Pl, Rochester Bar • $$
& Doc's Tavern, 19 Huntington Pl, Rochester - 7.05 miles

“Had a great stay at Huntington House.
Nice room, reasonable rates, great restaurant. Will definitely be back
Thanks Regina, you are a great host & Vincent is an amazing chef.”

4.2 Good98 Reviews
Choices Restaurant 2820 Killington Rd, Killington American • $$
2820 Killington Rd, Killington - 9.42 miles

Customers` Favorites

Specialty Rotisserie Sampler Platter
Twin Lamb Chops a La Greque
Try House Made Pasta
Crab Cakes

“My favorite restaurant! Great food and service.”

4.2 Good143 Reviews
Sushi Yoshi | Japanese • Chinese 1807 Killington Rd, Killington Sushi • $$
1807 Killington Rd, Killington - 8.73 miles

Customers` Favorites

Miso Soup
California Roll
Sushi Boat
Crab Rangoon
Chicken Pad Thai
Pork Dumplings
Egg Roll
Wonton Soup
Hibachi Chicken with Noodles and Fried Rice and Vegetables
Fried Ice Cream

“Fantastic meal today with the family! Nelson was awesome and took great care of us!! Thank you!!”

4.2 Good341 Reviews
JAX Food & Games 1667 Killington Rd, Killington American • $
1667 Killington Rd, Killington - 8.58 miles

Customers` Favorites

Soft Pretzel with Beer Cheese
Chicken Fingers and Fries
Philly Cheese Steak
Chicken Sandwich
Food Hamburger
Bistro Fries
Cheeseburger
Jax Nachos
Fish Tacos
Jax Wings

“While I didn’t eat here, I enjoyed a few beer while watching the World Cup. The bar staff was very pleasant and the service was on point. The beer was a bit expensive, but it was very comparable to other establishments in the Killington area. I spend a few hours here and enjoyed my time. There were mostly locals at the bar when I visited and I could tell they were regulars. They were all greeted by name and the staff knew exactly what they would be wanting. I felt at home here. I highly recommend this bar and restaurant.”

4.1 Good255 Reviews
The Foundry at Summit Pond 63 Summit Rd, Killington Fine Dining • $$$
63 Summit Rd, Killington - 8.11 miles

Customers` Favorites

Chicken Marsala
Cake
Mac and Cheese
Chopped Salad
Creme Brulee
Chicken Sandwich
Charcuterie
Burrata
S'Mores for Dessert
Brussels Sprouts

“We first visited The Foundry at Summit Pond about 5 years ago during the pandemic, and it was such a gift to be dining somewhere so exceptionally cozy and delicious in those times. Coming back in 2025, we were thrilled to find that same ski-town charm, only now with a much busier, lively vibe. Live music by Liz Reedy was a bonus! 🎶 The food is excellent (still!), and our waiter Chad was absolutely darling - so personable, attentive, and fun to chat with. After a couple of their considerate pours, I accidentally called him Robert twice (oops!) and worried I might’ve offended him, but he handled it with total grace. All in all, The Foundry remains a Killington gem - delicious food, great drinks, and warm service. We’ll absolutely be back!”

4 Good359 Reviews
Casey's Caboose 1930 Killington Rd, Killington Bar • $$
1930 Killington Rd, Killington - 8.83 miles

Customers` Favorites

Burgers
Onion Soup
Fish and Chips
Steak
Grilled Chicken
Prime Rib French Dip
Sweet Potato Fries
Baked Potato 6
Mac N Cheese
Buffalo Wings

“We had a great meal tonight at Casey’s. Dan and Anna were awesome! Great atmosphere, fun folks, fabulous food. We will be back again soon. ❤️”

4 Good425 Reviews
Back Country Cafe 923 Killington Rd, Killington Breakfast • $
923 Killington Rd, Killington - 7.92 miles

Customers` Favorites

English Muffin
Breakfast Burrito
Scrambled Eggs
Country Omelette Maple Sausage Apples \u0026 Cheddar Cheese Home Fries \u0026 Toast
Waffle with Fresh Strawberries
Maple Cream Cheese French Toast
Eggs Home Fries and Toast
Banana Bread French Toast
Blueberry Pancakes
Corned Beef Hash

“We were in the Vermont area for the weekend. I have celiac disease so we searched the internet for places to eat. I’m so glad we stopped in. Our waitress was absolutely fabulous and double checked to make sure there was zero cross contamination. They used separate utensils, pans and even a dedicated toaster. Would highly recommend! Hopefully we will be in the area to visit again!”

3.8 Good282 Reviews