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Gateways Dine & Drink, Lenox, MA

Gateways Dine & Drink

4.3
4.3
215 Reviews
$30 and under
Farm-to-table
Welcome to Gateways Dine & Drink, located in the historic Gateways Inn!
Our menu has something for everyone to enjoy. Fresh dishes created by our chef and amazing staff for our locals and visiting guests alike. Our tasty grass-fed beef burger and salmon dishes are guest favorites!
But don't forget to leave room for dessert...

Please inquire about private events, up to and including wedding receptions.

Make a reservation

2 people

7:00 PM


Booked 3 times today

Dining areas

Additional information

  • Dining style

    Casual Elegant

  • Cuisines

    Farm-to-table, American, Comfort Food

  • Hours of operation

    Dinner Thu–Sun 5:00 pm–9:00 pm

  • Phone number

    (413) 637-2532

  • Payment options

    AMEX, Discover, MasterCard, Visa

  • Dress code

    Smart Casual

  • Executive chef

    Chef Jeremy Berlin

  • Private party facilities

    Gateways Inn offers many events options including private dinners, rehearsal dinners, wedding receptions, birthday parties, business dinners/parties, etc. Please visit our website for more details or reach out to events@milltowncapital.com with any specific questions or requests.

  • Neighborhood

    Lenox

  • Parking details

    The property at Walker Street Grill has a private lot with access to plenty of parking in the back. In addition, there are a number of spaces available on Walker Street, in front of the restaurant.

  • Additional

    Banquet, Bar/Lounge, Entertainment, Full Bar, Indoor Fireplace, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Takeout

Popular dishes

What 215 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.3
4.3 based on recent ratings
  • 4.4Food
  • 4.3Service
  • 4.4Ambience
  • 4.1Value

NoiseModerate

Loved For

  • Western MA

    Great for outdoor dining

  • Western MA

    Lively

Sort by

Filters

  1. P

    Paula

    Charleston

    8 reviews

    5.0

    8 reviews

    Dined on November 25, 2022

    overall5food5service5ambience5
    The food was exceptional and the server, Sydney, was so adaptable to our slow dinning style. She made us feel welcome and had a very good knowledge of the menu. What a gem of a place. So glad they are here in Lenox
  2. S

    Shep

    1 review

    5.0

    1 review

    Dined on November 12, 2022

    overall5food4service5ambience5
    First time eating at gateways in years. My wife and I both enjoyed our appetizers and main meals. Service was excellent and atmosphere terrific. Only thing that was not above average was the desserts. Will definitely be back.
  3. PM

    PM2013

    London

    23 reviews

    vip
    5.0

    23 reviews

    Dined on November 12, 2022

    overall5food5service5ambience3
    Lighting needs to be darker otherwise too bright and felt like eating in cafeteria lol. Nice Jazz! Foods were great.
  4. W

    Widow

    New England

    96 reviews

    vip
    3.0

    96 reviews

    Dined on November 5, 2022

    overall3food5service2ambience4
    The food here is excellent, but my service experience was very disheartening and not worthy of the caliber of the Gateways Inn. It was 20 minutes before anyone even brought me water, when people arriving after me received a carafe of water immediately upon being seated. I was asked if I wanted to order a drink almost 30 minutes after my arrival, but they had never brought me a drink menu. When a couple just seated near me were read the specials, their waitress realized I hadn't been serviced AT ALL and took my table over from the male waiter who had been passing me - periodically saying he would be back. This was 35 minutes after I had been seated. I had made a decision to leave if I was ignored for 5 more minutes, when the woman who added me to her tables stopped to apologize for my errant waiter and offered to service me. Blessings to her for saving my evening, but I will be cautious about choosing Gateways for dinner again.
  5. J

    Jaffy23

    New York Area

    8 reviews

    5.0

    8 reviews

    Dined on November 5, 2022

    overall5food5service4ambience4
    Great menu and surprising specials. Loved the devils on horseback special and the chicken liver mousse was sublime. Cocktails generously poured and a decent beer selection. We’ve learned that anything pork in the Berkshires is going to be great and Gateways didn’t disappoint. We sat in the lower dining room which has less ambiance but is further away from the music. Service was slow, not for the want of trying, but too few servers for a full dining room.
  6. RG

    RGresty

    1 review

    4.0

    1 review

    Dined on November 5, 2022

    overall4food4service3ambience4
    Food and atmoshere were great. Our waitress was a bit rude. Slamming down drinks and taking menu and food away before ready. Besides that, we had a nice dinner.
  7. g

    great

    West Palm Beach

    4 reviews

    vip
    5.0

    4 reviews

    Dined on October 16, 2022

    overall5food5service5ambience5
    Great chef
  8. E

    Esylli

    New England

    25 reviews

    vip
    5.0

    25 reviews

    Dined on October 15, 2022

    overall5food5service5ambience5
    Food and ambiance were great. Service was very attentive. There was live jazz, but we were too far away to hear. If you want to hear the jazz but not be blown away by it, request the middle room (we were in the far room). Everything was great and we’d go again for sure.
  9. OT

    OpenTable Diner

    Pittsburgh

    1 review

    5.0

    1 review

    Dined on October 15, 2022

    overall5food5service5ambience5
    Great evening out
  10. NG

    NancyG

    New York Area

    6 reviews

    vip
    1.0

    6 reviews

    Dined on October 14, 2022

    overall1food4service4ambience1
    Was promised to be seated in small dining room next to main dining room so we can listen to the jazz but not be overly noisy. They pulled a bait and switch and placed us in a dining area where no music could be heard. Said they relocated all parties of 3 and 4 to accommodate a large party. Clearly we were ‘t good enough. I planned this evening for my guests and was utterly embarrassed. The large party should have been placed in the lower dining room, not us. I was on the phone several days earlier with the gateway inn and she guaranteed our seating and enjoyment. The night, for me, was ruined. The lower dining room had no atmosphere, harsh lighting and no music could be heard. While the food was good and our overworked waiter was great, I will never return to this establishment
  11. KG

    KGRUS

    New England

    13 reviews

    vip
    5.0

    13 reviews

    Dined on October 13, 2022

    overall5food5service5ambience5
    Initially we were not placed in a main dining room as we did not know to ask but fixed us up in no time and then everything was fabulous from our waitress Maria to the band to the food!
  12. J

    uJthom

    Orange County

    23 reviews

    vip
    5.0

    23 reviews

    Dined on October 9, 2022

    overall5food5service5ambience5
    What a surprise ! Expected a pub but was a beautiful elegant house and with a lovely menu .
  13. JL

    JudyLev

    New England

    35 reviews

    vip
    4.0

    35 reviews

    Dined on October 8, 2022

    overall4food3service4ambience5
    Easy very special ambience although the bass player was quite loud. The wait staff was good but as with most places they are a bit understaffed now. Unfortunately, the presentation and taste of my dinner was average. However, we have been there twice before and it was outstanding. I think we must’ve hit it on a bad night. It is definitely worth a try and the bar is great
  14. OT

    OpenTable Diner

    Bath

    1 review

    5.0

    1 review

    Dined on October 6, 2022

    overall5food5service1ambience3
    When we ordered we told our server that we were very hungry because of a long day of travel. An hour later when we still had no food, other than one small pre-dinner salad, we offered to pay for the salad so we could go find somewhere else to eat. They insisted we stay and finally brought our dinner 10 or 15 minutes later. The food was excellent
  15. N

    Nana

    1 review

    3.0

    1 review

    Dined on October 6, 2022

    overall3food3service3ambience4
    Unfortunately the band was a no show that was advertised to play while we dined. Part of the reason we picked the venue and time.
  16. MT

    MollyT

    New England

    1 review

    5.0

    1 review

    Dined on October 6, 2022

    overall5food5service5ambience5
    My friend and I came to Gateways for a mid-week pre-theater dinner. We ordered several appetizers as we do on theater nights, finding that full portions are usually too much and sharing several small plates is more fun. We opted for an early seating. We had our choice of beautifully appointed dining rooms and chose the lower with a lovely view of the outdoors. The salmon rotille was tasty and perfectly presented, as was the mushroom tart, and the honey-lavender goat cheese pleasantly sweet. The parmesan fries were crispy, with a tiny bit of a kick. The service was impeccable. We enjoyed our dinner thoroughly.
  17. DS

    DougS

    New York Area

    2 reviews

    5.0

    2 reviews

    Dined on October 5, 2022

    overall5food5service5ambience5
    The restaurant was great, the food was excellent and the service prompt and friendly.
  18. CR

    CarolR

    New York Area

    26 reviews

    vip
    3.0

    26 reviews

    Dined on October 1, 2022

    overall3food4service3ambience3
    Had dinner in room with duo ( singer and pianist) so enjoyed the music while we dined. Had risotto, mushroom and lentil burger and eggplant caviar appetizer . All were very good. They were short of help but our server hustled and the food came out quickly with a longer wait between courses. Overall a good experience and we would return.
  19. GS

    GaryS

    New York Area

    17 reviews

    vip
    3.0

    17 reviews

    Dined on October 1, 2022

    overall3food3service3ambience4
    Service was friendly and earnest, but the entrees were very delayed to the table. The portions were unusually small. We have really enjoyed this restaurant in the past, but this one time was a bit off.
  20. SM

    StephanieM

    New England

    1 review

    5.0

    1 review

    Dined on October 1, 2022

    overall5food5service5ambience4
    The warm rolls were too good. Yum! Service prompt and nice. Roasted Beet soup. Yum. We enjoyed dinner and then saw a fantastic play at Shakespeare and Company.
  21. GT

    GraceT

    1 review

    4.0

    1 review

    Dined on September 30, 2022

    overall4food3service3ambience4
    Gateways Inn is a lovely place to have a drink and listen to music (depending who si performing!) and even have a bite to eat.
  22. J

    Jmay

    London

    46 reviews

    vip
    4.0

    46 reviews

    Dined on September 23, 2022

    overall4food3service5ambience5
    Great atmosphere. Food just ok.
  23. P

    P80825

    Austin

    7 reviews

    vip
    5.0

    7 reviews

    Dined on September 23, 2022

    overall5food5service5ambience5
    Very nice atmosphere in beautiful inn. Food was excellent with choices to make everyone happy.
  24. OT

    OpenTable Diner

    Dallas

    2 reviews

    5.0

    2 reviews

    Dined on September 17, 2022

    overall5food4service5ambience5
    So worth it for live jazz and food! Elegant and special! The cheese board and bread is fabulous!!
  25. OT

    OpenTable Diner

    New England

    3 reviews

    4.0

    3 reviews

    Dined on September 15, 2022

    overall4food5service4ambience4
    The meals were absolutely delicious, and elegantly presented.
  26. G

    Gailardia

    New England

    1 review

    5.0

    1 review

    Dined on September 11, 2022

    overall5food5service5ambience5
    Lovely ambiance, excellent and professional service. Vegetarian dishes were delicious especially the roasted autumn vegetables. Cooked to perfection.
  27. ST

    StaceyT

    New York Area

    4 reviews

    vip
    3.0

    4 reviews

    Dined on September 10, 2022

    overall3food4service2ambience4
    Lovely atmosphere and interesting menu. Unfortunately they were short staffed so the service was spotty at best. Hopefully staff will be added - those who were working tried so hard to accommodate.
  28. h

    hungry

    Phoenix

    32 reviews

    4.0

    32 reviews

    Dined on September 8, 2022

    overall4food4service4ambience4
    The food was very good. There was a party outside so we had to eat inside. No problem. Nice ambiance inside. The singers were very loud. Very good, but very loud. Luckily, we were able to sit in the further room. Overalk, the experience was enjoyable and we would revisit next time we are in town.
  29. JA

    JeanAgnes

    New England

    7 reviews

    vip
    4.0

    7 reviews

    Dined on September 4, 2022

    overall4food5service5ambience4
    We had a wonderful lunch. The food was very good (burger and lamb hash). We enjoyed the drinks and atmosphere. Our server was great! Would definitely return.
  30. MS

    MicheleS

    San Francisco

    2 reviews

    5.0

    2 reviews

    Dined on September 3, 2022

    overall5food5service5ambience5
    Food is outstanding and service is excellent. Very reasonable prices.
  31. TC

    ThereseC

    New England

    20 reviews

    vip
    5.0

    20 reviews

    Dined on August 28, 2022

    overall5food5service5ambience5
    The food was AMAZING! Wanda Houston performed. We had a table of 6 and everyone enjoyed their appetizer, meal and dessert. Presentation was wonderful.
  32. EH

    EllenH

    New York Area

    1 review

    5.0

    1 review

    Dined on August 27, 2022

    overall5food5service5ambience5
    Food and service was excellent. Only other comment--we were seated next to the only other couple in the dining room and both couples were party to every word the other said.
  33. 2

    2die4

    New York Area

    2 reviews

    5.0

    2 reviews

    Dined on August 27, 2022

    overall5food5service4ambience5
    Great place to gather for dinner & drinks. light jazz added to the atmosphere. Service was very attentive & cheerful. We loved the eggplant caviar, chicken liver mousse, olives, and the salmon entree was outstanding!!
  34. JS

    JudyS

    Tampa

    19 reviews

    vip
    5.0

    19 reviews

    Dined on August 21, 2022

    overall5food5service5ambience5
    Table of six. Service was prompt and friendly. We had brunch outside. Food and drinks were all excellent. Highly recommend. A lovely way to spend time with family.
  35. BG

    Booked2Go

    New York Area

    2 reviews

    3.0

    2 reviews

    Dined on August 14, 2022

    overall3food4service2ambience4
    We had a reservation for 7:30 but we’re told our table wasn’t ready we waited 10 minutes while a couple without res were seated When we were seated we waited 1/2 hour for anyone to come and at least fill our water glasses Had to ask the hostess for service Ordered drinks and dinner dinner came after about another 15 minutes no drinks Had to remind them Food was fine but such unprofessional service will not see us back there They apologized over and over but didn’t offer to comp us a drink or anything after so much waiting as most restaurants do Once we had our food the waitress was at our table every 5 minutes asking us if everything was ok and did we need anything
  36. PL

    PeggyL

    New York Area

    18 reviews

    4.0

    18 reviews

    Dined on August 14, 2022

    overall4food4service5ambience5
    We sat on the patio on a busy Sunday night. There was music playing inside (nice jazz), but we had the perfect setting for quiet conversation. Started with a citrus beet appetizer - very refreshing. My husband had hanger steak, perfectly cooked, and I had pasta, pesto and vegetables. We ended by sharing a key lime custard, tart and sweet. The young staff were working hard to keep pace. Our waitress was very diligent about checking in and making sure our meal was going well. We would love to return next time we’re in Lenox.
  37. k

    krob

    New York Area

    23 reviews

    vip
    4.0

    23 reviews

    Dined on August 14, 2022

    overall4food5service4ambience5
    lovely and perfect place for a special gathering
  38. M

    Mamak

    Tampa

    83 reviews

    vip
    4.0

    83 reviews

    Dined on August 13, 2022

    overall4food5service5ambience4
    Dining was a winner. Music that was being played was loud and annoying. It was a 3 piece band rather than background music making it difficult to impossible to have a conversation. Sitting in that room seemed unavoidable since they did not have a record of the reservation that I had in fact made and showed them the confirmation I received. Felt the hostess was a bit rude in dealing with this issue. Having said all that, dinner itself was wonderful.
  39. OT

    OpenTable Diner

    Caribbean

    1 review

    4.0

    1 review

    Dined on August 13, 2022

    overall4food4service5ambience5
    At Tanglewood for a concert great meal close to the show
  40. SM

    ShannonM

    New York Area

    9 reviews

    5.0

    9 reviews

    Dined on August 13, 2022

    overall5food5service5ambience5
    Lovely dining experience - The inn lobby and bar was very nice and the dining room downstairs was open and pretty. LOVED the food - lots of good choices for vegetarians which was nice

Safety precautions

  • Cleaning & sanitizing

    • Surfaces sanitized between seatings
    • Digital, disposable or sanitized menu provided
    • Sealed or wrapped utensils used
    • Common areas deep-cleaned daily
    • Sanitizer or wipes provided for customers
  • Physical distancing

    • Distancing maintained in common areas
    • Extra space between tables
  • Protective equipment

    • Waitstaff wear masks
  • Screening

    • Sick staff prohibited in the workplace

FAQs

Gateways Dine & Drink offers takeout which you can order by calling the restaurant at (413) 637-2532.

Gateways Dine & Drink is rated 4.3 stars by 215 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a reservation

2 people

7:00 PM


Booked 3 times today
Google Map for Gateways Dine & Drink

51 Walker St, Lenox, MA 01240

Dining areas

Additional information

  • Neighborhood

    Lenox

  • Hours of operation

    Dinner Thu–Sun 5:00 pm–9:00 pm

  • Cuisines

    Farm-to-table, American, Comfort Food

  • Dining style

    Casual Elegant

  • Dress code

    Smart Casual

  • Parking details

    The property at Walker Street Grill has a private lot with access to plenty of parking in the back. In addition, there are a number of spaces available on Walker Street, in front of the restaurant.

  • Payment options

    AMEX, Discover, MasterCard, Visa

  • Executive chef

    Chef Jeremy Berlin

  • Additional

    Banquet, Bar/Lounge, Entertainment, Full Bar, Indoor Fireplace, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Takeout

  • Phone number

    (413) 637-2532

  • Private party facilities

    Gateways Inn offers many events options including private dinners, rehearsal dinners, wedding receptions, birthday parties, business dinners/parties, etc. Please visit our website for more details or reach out to events@milltowncapital.com with any specific questions or requests.

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