Chili’s Grill & Bar Menu – Bennington, VT

Type : Restaurant

Location : Bennington, VT

Founded in 1975 in Dallas, Texas, our heritage continues to be a key part of who we are and how we serve our Guests. We take great pride in our purpose of connecting with and serving our Guests and giving back to the communities in which we call home. We are known for our bold flavors and expertise in Burgers, Ribs, Fajitas and Margaritas; as a technology pioneer leading the industry in the creation of the digital Guest experience; and, as a company that puts our people first and fosters a culture of family that makes every ChiliHead feel special. Dine-in, curbside or delivery.

Family-friendly chain serving classic Tex-Mex & American fare in a Southwestern-style setting. Based on 856 reviews, the restaurant has received a rating of 4.1 stars. Price $$

✔️ Dine-in ✔️ Curbside pickup ✔️ Delivery

Chili's Grill & Bar 05201

Address:
24 Hannaford Square, Bennington, VT 05201

Phone: (802) 447-1958

Website:

Hours

Wednesday 11 AM–10 PM
Thursday 11 AM–10 PM
Friday 11 AM–10 PM
Saturday 11 AM–10 PM
Sunday 11 AM–10 PM
Monday 11 AM–9 PM
Tuesday 11 AM–10 PM

Menu

Bar Specials: Signature Margs
Patron® ‘Rita
Classic, Strawberry, Mango, or Wildberry
Presidente Margarita®
Lunazul® Reposado Tequila, Citrónge® Extra Fine Orange Liqueur and E&J Brandy. Classic, Strawberry, Mango, or Wildberry
Skinny ’Rita
Teremana™ Blanco Tequila shaken with fresh sour, topped with a splash of soda. (200 cal)
New Casamigos® ‘Rita
Casamigos® Tequila shaken with Cointreau® & fresh sour.
Bar Specials: Specialty Margs
New Frozen Sangria ‘Rita
Our classic frozen Margarita swirled with house-made red wine Sangria
Grand Coconut ‘Rita
Lunazul® Blanco Tequila, Malibu® Coconut Rum and Grand Marnier® with coconut. (360 cal)
Patron® Blackberry ‘Rita
Patrón® Reposado Tequila and Cointreau® shaken with blackberry.
El Niño® ‘Rita
Espolon® Reposado Tequila, Gran Gala® & Citrónge® Extra Fine Orange Liqueur. An ultra premium Mar-Go-Rita® experience. (330 cal)
Henny ’Rita
Premium Hennessy V.S® Cognac, Teremana™ Blanco Tequila & fresh sour. (320 cal)
Tiki Beach Party ’Rita
NEW! BACARDI® Silver Rum, el Jimador® Silver Tequila, blue curacao, coconut and pineapple.
Bar Specials: Cocktails
New Casamingos® Old Fashioned
Casamigos® Tequila stirred with simple syrup & a dash of Angostura® bitters.
Deep Eddy® Strawberry Texas Lemonade
Deep Eddy Lemon Vodka, Cointreau, fresh sour, strawberry puree & SPRITE®. (280 cal)
House-Made Sangria
With Canyon Road® Cabernet Sauvignon, Gran Gala®, orange juice & strawberry puree.
Maker’s Mark® Old Fashioned
Maker’s Mark® Bourbon stirred with simple syrup & a dash of Angostura® bitters. (160 cal)
Tito’s® Bloody Mary
Tito’s Handmade Vodka, bloody mary mix, topped with pickles, lime and an olive.
Tito’s® Punch†
Tito’s Handmade Vodka, Malibu Coconut Rum, grenadine, fresh sour & pineapple juice. CONTAINS NUTS
Premium Long Island Iced Tea
El Jimador® Blanco Tequila, BACARDI® Superior Rum, Bombay® Gin, SVEDKA Vodka & Citrónge® Extra Fine Orange Liqueur. (290 cal)
Captain’s Castaway†
Captain Morgan® Original Spiced Rum, Malibu Coconut Rum, fresh sour, mango & pineapple juice served to-go. CONTAINS NUTS (240 cal)
Appetizers
Dip Trio
Choose any three. Skillet queso, white queso, fresh salsa, fresh guacamole OR house-made ranch. With warm corn tostada chips.
Triple Dipper ™
Choose any 3. Fried Mozzerella, Southwestern Eggrolls, Boneless Wings, Bone-in Wings, Big Mouth Bites, Crispy Chicken Crispers. Served with dipping sauces.
Brisket Quesadillas
Shredded cheese, slow-smoked pulled brisket, jalapeños, house BBQ. Served with pico, sour cream & ranch.
Chicken Bacon Ranch Quesadillas
Chicken, shredded cheese, chile spices, bacon, house-made ranch. Served with pico, sour cream, ranch.
Southwestern Eggrolls
Crispy flour tortillas, chicken, black beans, corn, jalapeño Jack cheese, red peppers, spinach. Served with avocado-ranch. (800 cal)
Classic Nachos
Shredded cheese, black beans, jalapeños, skillet queso, beef, pico & sour cream. Available with Chicken and/or Guacamole for extra.
Boneless Wings
Tossed in your choice of up to 2 sauces & served with 2 sides of house-made ranch. 8,12 or 16-Count
Bone-In Wings
Tossed in your choice of up to 2 sauces & served with 2 sides of house-made ranch. 8,12 or 16-Count
Wing Sauces
Mango-Habanero, Santa Fe, New Nashville Hot, Honey Sriracha, Honey-Chipotle, Buffalo, Sweet Chili Zing, House BBQ, Lemon Pepper Rub, Garlic Parmesan
Skillet Queso
Original queso with beef. Served with chips & fresh salsa. (1330 cal)
White Skillet Queso
Served with corn tostada chips & fresh salsa.
Fresh Guacamole
Made fresh daily. Served with corn-tostada chips & fresh salsa. (1140 cal)
Bottomless Chips & Salsa
Served warm and crispy with fresh salsa.
Fried Mozzarella
Served with Marinara sauce. (920 cal)
Texas Cheese Fries – Full
Shredded cheese, bacon, jalapeños, green onions. Served with house-made ranch. (1800 cal)
Texas Cheese Fries – Half
Shredded cheese, bacon, jalapeños, green onions. Served with house-made ranch. (1300 cal)
Entrees: Fajitas
Fajita Trio
Steak, Chicken and Shrimp served with grilled bell peppers & onions, topped with cilantro. Served with Mexican rice, black beans, sour cream, pico, salsa & shredded cheese included on the side (add 260 cal). Comes with flour tortillas. Substitute flour with corn tortillas (minus 110 cal). Guacamole served upon request (add 50 cal). (1020-1530 cal)
Mix & Match Fajitas
Your choice of two proteins with grilled bell peppers & onions, topped with cilantro. Served with Mexican rice, black beans, sour cream, pico, salsa & shredded cheese included on the side (add 260 cal). Comes with flour tortillas. Substitute flour with corn tortillas (minus 110 cal). Guacamole served upon request (add 50 cal). (950-1300 cal)
Steak Fajitas
Your choice of protein with grilled bell peppers & onions, topped with cilantro. Served with Mexican rice, black beans, sour cream, pico, salsa & shredded cheese included on the side (add 260 cal). Comes with flour tortillas. Substitute flour with corn tortillas (minus 110 cal). Guacamole served upon request (add 50 cal). (1220 cal)
Chicken Fajitas
Your choice of protein with grilled bell peppers & onions, topped with cilantro. Served with Mexican rice, black beans, sour cream, pico, salsa & shredded cheese included on the side (add 260 cal). Comes with flour tortillas. Substitute flour with corn tortillas (minus 110 cal). Guacamole served upon request (add 50 cal). (1120 cal)
Shrimp Fajitas
Your choice of protein with grilled bell peppers & onions, topped with cilantro. Served with Mexican rice, black beans, sour cream, pico, salsa & shredded cheese included on the side (add 260 cal). Comes with flour tortillas. Substitute flour with corn tortillas (minus 110 cal). Guacamole served upon request (add 50 cal). (950 cal)
Entrees: Specialty Burgers
Alex’s Santa Fe Burger
Avocado, pepper Jack, red onion, jalapeños, tomato, pickles, cilantro, spicy Santa Fe sauce. (920 cal)
BBQ Brisket Burger
Brisket, house BBQ, cheddar cheese, pickles (1270 cal)
Mushroom Swiss Burger
Sauteed onions, mushrooms, Swiss cheese, lettuce, tomato, mayo. (1000 cal)
Secret Sauce Burger
Secret sauce, American cheese, lettuce, sauteed onions. (970 cal)
Entrees: Classic Burgers
Just Bacon Burger
Layered with slices of bacon, cheddar cheese, pickles, lettuce, red onion, tomato, mayo. (1020 cal)
Big Mouth® Bites
4 mini burgers with bacon, American cheese, sauteed onions, house-made ranch. (1210 cal)
Oldtimer® W/Cheese
The original burger. Pickles, lettuce, tomato, red onion, mustard, cheddar cheese. (850 cal)
Entrees: Double Stack Burgers
Bacon Rancher Burger
Two beef patties, six slices of bacon, house-made ranch, American cheese, sauteed onions, pickles. (1710 cal)
Double Old Timer W/Cheese
NEW! Two juicy beef patties, cheddar cheese, pickles, lettuce, tomato, red onion, mustard.
Entrees: Chicken Crispers® Combos
Chicken Crispers® Combos
Chicken Crispers served with NEW white cheddar mac & cheese (210 cal), fries (420 cal), house-made ranch (170 cal) and 2 dipping sauces. Comes in 4,5 or 6 count crispers
Sauced Chicken Crispers® Combos
Your choice of Honey-Chipotle or NEW Nashville Hot, served with NEW white cheddar mac & cheese (210 cal), fries (420 cal) & house-made ranch (170 cal).
Entrees: Steaks
Classic Ribeye
Thick steak topped with garlic butter & served with loaded mashed potatoes (add 350 cal) & steamed broccoli (add 40 cal).
Classic Sirloin* – 10oz
Topped with garlic butter & served with loaded mashed potatoes (add 350 cal) & steamed broccoli (add 40 cal).
Classic Sirloin* – 6oz
Seasoned & topped with garlic butter. Served with loaded mashed potatoes (add 350 cal), and steamed broccoli (add 40 cal). (260 cal)
Entrees: Steaks & Fish
NEW Surf & Turf
Ribeye or 10oz. Sirloin with a dozen shrimp. With loaded mashed potatoes (add 350 cal) & steamed broccoli (add 40 cal).
Entrees:Texas Size Baby Back Ribs
Full Rack Of Ribs
A full rack of Baby Back Ribs smoked in-house over pecan wood and slow-cooked in your choice of two flavors. Served with fries & coleslaw. (2240-2320 cal)
Half Rack Of Ribs
A half rack of Baby Back Ribs smoked in-house over pecan wood and slow-cooked in your choice of flavor. Served with fries & coleslaw.
Entrees: Perfect Pasta
Ultimate Cajun Pasta
NEW! Grilled chicken, shrimp, penne in Alfredo sauce, topped with chile spices, shredded Parmesan, tomatoes, green onions. Served with garlic toast.
Cajun Pasta
Your choice of grilled chicken or shrimp with penne in Alfredo sauce, topped with chile spices, Parmesan, tomatoes, green onions. Served with garlic toast.
Entrees: Smokehouse Combos
Ultimate Smokehouse Combo
Choose any three of our famous in-house Ribs smoked with 100% natural pecan wood, Brisket Quesadillas, Chicken Bacon Ranch Quesadillas, Jalapeño-Cheddar Smoked Sausage, Chicken Crispers® or New Nashville Hot Chicken Crispers® . Served with roasted street corn, fries & garlic toast. (2090-3280 cal)
Smokehouse Combo
Choose any two of our famous in-house Ribs smoked with 100% natural pecan wood, Brisket Quesadillas, Chicken Bacon Ranch Quesadillas, Jalapeño-Cheddar Smoked Sausage, Chicken Crispers® or New Nashville Hot Chicken Crispers® . Served with roasted street corn, fries & garlic toast. (1710-2500 cal)
Entrees: Salads & Bowls
Santa Fe Salad
Your choice of grilled chicken, crispy chicken, shrimp or Ancho salmon with pico, avocado, cilantro, tortilla strips, house-made ranch & a drizzle of spicy Santa Fe sauce
Quesadilla Explosion Salad
Your choice of grilled chicken, shrimp or Ancho salmon with cheese, tomatoes, corn salsa, tortilla strips, cilantro with citrus-balsamic. Topped with our cheese quesadillas.
Chipotle Chicken Fresh Mex Bowl
Grilled chicken, pico, greens, Mexican rice, corn salsa, avocado, shredded cheese, tortilla strips, cilantro, chipotle pesto & house-made ranch.
House Side Salad
Tomatoes, red onions, cucumbers, shredded cheese, garlic croutons with your choice of dressing. (280-390 cal)
Caesar Side Salad
Romaine, Parmesan, croutons & Caesar dressing. (350 cal)
Entrees: Soups & Chili
Bowl Of The Original Chili
Our original recipe with beef, onions & signature blend of spices. Topped with cheese & tortilla strips. (600 cal)
Cup Of The Original Chili
Our original recipe with beef, onions & signature blend of spices. Topped with cheese & tortilla strips. (300 cal)
Bowl Of Soup
Choice of Chicken Enchilada or Baked Potato soup (240-430 cal)
Cup Of Soup
Choice of Chicken Enchilada or Baked Potato soup (120-220 cal)
Entrees: Guiltless Grill
Classic Sirloin* With Avocado – 6oz
Seasoned and topped with cilantro pesto, avocado slices, cilantro, pico. Served with roasted asparagus. (330 cal)
Ancho Salmon
Seared chile-rubbed Atlantic salmon, cilantro pesto, cilantro, queso fresco. Served with Mexican rice & steamed broccoli. (620 cal)
Margarita Grilled Chicken
Pico, tortilla strips, Mexican rice, black beans. (630 cal)
Santa Fe Salad
Your choice of protein, pico, avocado, cilantro, tortilla strips, house-made ranch & a drizzle of spicy Santa Fe sauce
Entrees: Handhelds
Brisket Quesadillas
Cheese, slow-smoked pulled brisket, jalapeños, house BBQ. With pico, sour cream & ranch. (1670 cal)
Chicken Bacon Ranch Quesadillas
Chicken, cheese, chile spices, bacon, house-made ranch.With pico, sour cream, ranch. (1670 cal)
Big Mouth® Crispy Chicken Sandwich
Hand-breaded crispy chicken, lettuce, tomato, and our secret sauce on a brioche bun. (1040 cal) With Fries.
Entrees: Sandwiches
Chili’s Philly
NEW! Premium thinly sliced steak, grilled bell peppers & onions, jalapeños, white queso on a toasted buttery roll. With fries (add xxx cal).
Buffalo Chicken Ranch Sandwich
Hand-breaded crispy chicken with spicy Buffalo sauce, tomato, lettuce, house-made ranch on a brioche bun. (980 cal) With Fries.
Entrees: Handhelds
Bacon Avocado Grilled Chicken Sandwich
Grilled chicken, bacon, Swiss cheese, avocado, sauteed onions, lettuce, tomato, mayo on a toasted buttery roll. With Fries (1140 cal)
Entrees: Lunch Combos
Lunch Combo Specials
We’ve got great lunch specials starting at just $10! Start off fresh with a salad or soup, then pick your favorite entree. Available Monday through Friday from 11 a.m. to 4 p.m. at participating locations. All lunch portions.
Lunch Combo – Double Burger
Two grilled patties, American cheese, lettuce, tomato & mustard. Served with fries. (1010 cal)
Lunch Combo – Half Order Bacon Ranch Chicken Quesadillas
Chicken, bacon, shredded cheese, chile spices & house-made ranch. Served with chips & salsa. (1360 cal)
Lunch Combo – Boneless Wings
Hand-tossed in your choice of sauce: House BBQ, Honey-Chipotle, or Buffalo. Served with fries. (1040-1140 cal)
Lunch Combo – Bacon Avocado Grilled Chicken Sandwich
Half sandwich with grilled chicken, bacon, swiss, avocado, sauteed onions, lettuce, tomato, mayo on a toasted buttery roll. Served with fries. (820 cal)
Bottomless Soup, Side Salad & Chips
Entrees: 3 FOR ME®
3 FOR ME®
BEVERAGE + STARTER + ENTREE STARTING AT $10.99
Beverages
Teas, Coke Fountain Drinks, Lemonades & Coffee
Availability my differ by location
Ice-Cold Beer + More
Angry Orchard®, Blue Moon®, Bud Light® Budweiser®, Coors Light®, Corona® Extra, Corona® Premier, Dos Equis®, Heineken®, Heineken® 0.0 Non-Alcoholic, Michelob® Ultra, Miller Lite® , Modelo Especial®, Stella Artois®, Stone® Ipa, Samuel Adams® Seasonal, Sam Adams® Boston Lager®, Sierra Nevada® Pale Ale,Truly® Strawberry Lemonade Hard Seltzer ,Craft Beer. Selections May Vary By Location
Wines
White, Oyster Bay® | Sauvignon Blanc, Seaglass® | Pinot Grigio, Canyon Road® | Chardonnay, Sparkling, Freixenet , Red, Josh Cellars® | Cabernet Sauvignon, Canyon Road® | Cabernet Sauvignon, 14 Hands® | Merlot. May vary by location.

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Menu Photos

Photo Gallery

Reviews

Arturo Lojero
This location in Bennington is either run by lazy unsupervised employees or managememt that simply don’t care. Google maps shows a closing time of 10pm, we were driving by while moving and decided to detour to eat here, we arrived at 9:35 and found the Hours sign showing closing at 11pm, so it seemed that all was OK, but pulled the door and it was locked, employees still were inside but nobody cared we were there, we walked to the side To-Go door which was open and asked the employees about service they mentioned it was closed, I asked about the sign on the door indicating closing at 11, they said they changed their hours since COVID, I then mentioned Google Maps show closing at 10pm and it was 9.35pm, so I asked at what time they close, she replied sorry we close between 9.30pm and 10pm (Sounded more like a convenience to them rather than business hours). Needless to say, we lost quite some time for our detour and ended up empty handed. Respectful businesses should abide by their posted hours so customers do not loose their time which is as valuable as theirs, regardless of what those are, just do what you say.

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Liam C Williams
The food was delicious but the service was shocking and the chicken crispers were like poppy’s chicken… so I did not like that… the Mac and cheese was decent tested

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Marlene Black
We decided to eat here as it was late and close to our hotel. This was our 3rd time here during Battle Days in Bennington. I ordered the 10 oz steak with plain mashed potatoes instead of loaded mashed potatoes and broccoli. I requested no season ing. My steak was tough and not cooked as ordered. Potatoes were cold.I was brought a new order of potatoes, and when I requested butter….they only have garlic butter! Requested to speak with the manager, and another steak was cooked, but this time seasoned with garlic butter and still not a quality steak for the price but I ate it as I was tired and just wanted something to eat. Few places are open in Bennington after 9pm.. I know Chili’s is known for their Mexican food, but some items should be added to their menu so a person can eat something other than Mexican food if their partner wants Mexican. And I don’t just mean hamburgers!. I asked about chicken… seasoned. The manager did work with us, so that helped. Our server,Clara, was exceptional and is an asset to the company.She did everything to make sure I could have something suited to my dietary restrictions. Will not be coming back.

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Elizabeth King
Went for my sisters birthday and after one drink for myself and one for my sister, she wanted another of what I had and was told I wouldn’t be served another drink (my other sister was designated driver). Don’t really know why I wouldn’t be served another if I wanted one. I don’t get to hang with either sister all that much because life gets in the way.. I’m the youngest of us three, and at the age of 57 and only served one drink at a birthday celebration was, in my opinion, not good service. Never go there again.

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Chelsea C
great service, friendly hosts, tables always clean

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K Budd
Great food, and we had a very nice sever. She worked efficiently, keeping drinks filled and making sure the food was to our satisfaction.

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Stephen Michaelis
Arrived to find that they had already closed 8pm on Monday. The posted sign says they are open until 11pm

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Daryl wetherell
We ordered take out. Chicken, fries, Mac & cheese and sauces. Everything was so terribly salty it was not palatable. I like a litte bit of salt but this was ridiculous. Had to throw it out. Certainly a substandard meal and waste of money.

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Erin Lyon
The food was mediocre, but I expect that at a chain restaurant. The waitress did a nice job, as we sat in the bar area and she was also the bar tender. It looked as though the inside has been updated within the last 10 years, but the bathrooms needed attention. It felt like there was a layer of sludge/grease across everything and the dispensers were mostly broken in the stalls.

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Anthony Bender
So my family and I orded take out ,I orded full rack of ribs and TWO orders of fries ! And the portion is very small !! Barley a single order of fries !! Absolutely ridiculous especially for the price!!in my double order of fries it was about a 12 French fries ,is 6 French fries a portion ?also this is 3 rd time !

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