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Gateways Dine & Drink, Lenox, MA

Gateways Dine & Drink

4.6
4.6
346 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


Order delivery or takeout

Dining areas

Additional information

  • Dining style
    Casual Elegant
  • Price
    $30 and under
  • 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

What 346 people are saying

Overall ratings and reviews

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

4.6
4.6 based on recent ratings
  • 4.5Food
  • 4.6Service
  • 4.5Ambience
  • 4.4Value

NoiseModerate

Loved For

  • Central and Western MA

    Hot spot

  • Western MA

    Best Value

  • Western MA

    Innovative

  • Western MA

    Hot spot

  • Western MA

    Romantic

346 Reviews
  1. TomL

    New York Area

    1 review

    5.0

    1 review

    Dined on November 17, 2023

    overall5food5service5ambience5
    Wonderful dining experience all around. Will return.

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  2. SoniaB

    1 review

    5.0

    1 review

    Dined on November 13, 2023

    overall5food5service5ambience5
    Warm, greeting at the door, lovely table settings and beautifully set tables, great ambience, attentive service from wait people, excellent food. Couldn't have been better!

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  3. KateB

    Yosemite

    2 reviews

    5.0

    2 reviews

    Dined on November 12, 2023

    overall5food5service5ambience5
    Fantastic food and service in a charming Berkshires Inn dining room. The experience was so good it made us wish we had booked rooms so that we could come down the beautiful staircase in the morning to brunch! Robert, our young server, was one of the best we've ever had and was so sweet to us I feel as though I should write his mother a thank you note!

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  4. Belle

    New York Area

    19 reviews

    vip
    4.0

    19 reviews

    Dined on November 12, 2023

    overall4food4service4ambience4
    We had a lovely dinner at Gateways. After an initial glitch with the service we had an excellent server. The butternut squash soup was delicious as was the hamburger and the Brussel sprouts. Overall we had a very positive experience.

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  5. OpenTable Diner

    New York Area

    2 reviews

    3.0

    2 reviews

    Dined on November 11, 2023

    overall3food2service4ambience4
    We decided to dine at Gateway over the weekend in wonderful Lenox MA, based on top Trip Advisor reviews. Pleasant atmosphere in in nice old hotel. For appetizers we selected the butternut squash soup and arancini (rice balls) were quite tasty. For entrees we chose the roast chicken and panko filet of sole. Both had a side of veggies. In all, while theses were nicely presented, they were WAY to salty. The sole particularly was almost inedible. Even the dinner rolls were very salty. We wanted to like this place more but, but based on our entrees, it’s hard to rate it highly. Not worth the cost. Much better food in town.

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  6. OpenTable Diner

    Greater Boston

    10 reviews

    4.0

    10 reviews

    Dined on November 5, 2023

    overall4food5service5ambience5
    The brunch is super tasty and it’s a really cozy environment. Service is great but was shocked that the coffee served was clearly old and not hot at all.

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  7. Holly

    Orlando

    4 reviews

    5.0

    4 reviews

    Dined on November 4, 2023

    overall5food5service5ambience4
    The food was amazing. I eat gluten free and was served hot gluten free rolls soon after we sat down. My husband and I shared the citrus beet “starter”—a great choice. I had the squash salad with pomegranate seeds, and my husband had the butternut squash soup—both delicious. I had the steak for an entree, and my husband had the burger—again, both superb and cooked to perfection. The ambience was pleasant, and the service excellent. Highly recommend!

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  8. jcom70

    Greater Boston

    8 reviews

    5.0

    8 reviews

    Dined on November 4, 2023

    overall5food5service5ambience5
    Attentive and kind waitress, wonderful food, lovely setting.

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  9. MariaM

    New York Area

    14 reviews

    4.0

    14 reviews

    Dined on October 29, 2023

    overall4food4service5ambience3
    We enjoyed the meal, however we were seated in an area that was an all season porch and it was noticeably chilly. Also, the hard floor and other surfaces made the noise really quite loud. There was a party of 6 women seated near us , who were speaking and laughing loudly to the point I often couldn't hear my own companion speaking to me. The waiter Robert was terrific, very professional yet friendly and warm. Food was really good.

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  10. Andy

    New York Area

    26 reviews

    3.0

    26 reviews

    Dined on October 28, 2023

    overall3food3service1ambience4
    Ok. The staff needs some serious training. I get that labor is short etc but it was amateur hour. The drinks. We both ordered whiskey based specialty cocktails. All they tasted of was bitters. And we drink Manhattans daily so we know what a good bourbon drink is. The food. The pickled vegetables were good. The blue cheese and fig torte was terrible. Tasted old. The pork loin dish with cabbage was excellent. Cooked properly with great flavors. Highly recommend. But the service was so bad it didn’t matter. We had to ask for plates after the food arrived. We had no knives. Finally stole them from the next table Waited forever to have the table cleared. Etc. Nice atmosphere, pleasant people. Just very poorly trained. This is on the manager.

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  11. AlleyP

    Greater Boston

    3 reviews

    4.0

    3 reviews

    Dined on October 28, 2023

    overall4food4service5ambience5
    We had a wonderful waiter and the bar staff were very friendly as well. We always love meeting and connecting to people. The food was good!

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  12. ChristopherF

    Greater Boston

    3 reviews

    5.0

    3 reviews

    Dined on October 25, 2023

    overall5food5service5ambience5
    Fantastic meal. Everything was really good. Sydney was an amazing server, she did a fabulous job.

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  13. RedSoxSeasonTicketHolder

    Greater Boston

    5 reviews

    4.0

    5 reviews

    Dined on October 20, 2023

    overall4food4service5ambience4
    Good service. Not rushed but attentive. Good food. Piano player in dining room was great.

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  14. VladB

    Greater Boston

    2 reviews

    5.0

    2 reviews

    Dined on October 18, 2023

    overall5food5service5ambience5
    Very tasty food, excellent service, reasonable prices. I highly recommend visiting this restaurant

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  15. BruceM

    1 review

    5.0

    1 review

    Dined on October 14, 2023

    overall5food5service5ambience4
    The food was delicious- one the best meals we have had for a long time. Also reasonably priced and the service was excellent.

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  16. JohnD

    Greater Boston

    6 reviews

    5.0

    6 reviews

    Dined on October 14, 2023

    overall5food5service5ambience5
    Wonderful meal with very good service.

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  17. Welovetoeat

    New York Area

    26 reviews

    4.0

    26 reviews

    Dined on October 13, 2023

    overall4food5service3ambience4
    We've had dinner in Lenox dozens of times, but never at Gateways. Turns out this was a mistake on our part--the place is great! So why only four stars overall? The service was...leisurely, at best. As it happens, on this occasion we were happy to sit and talk for the three plus hours our dinner required, but that's not always the case. Our waiter mentioned they were very short staffed last night--okay, I understand that and know it's a problem everywhere these days. Still, it needs to be addressed at a restaurant of this caliber. Wish I had the answer. Also, and this was a real negative for us, we were seated in the main dining room, with its lovely, very traditional vibe. Including a grand piano, with its admittedly very talented pianist...playing WAY too loud. Wow. Had we been two rooms away, this might have provided a nice little silence-filling ambiance, but as it was, we could barely talk to each other. Back to the restaurant itself, the food, from beginning to end, was outstanding. The fig and blue cheese tart, the butternut squash soup, the salmon, the cod, and the pork loin were all exceedingly well thought out and prepared. Kudos to the chef and staff. And for those who judge a restaurant on its restrooms, no disappointment there!

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  18. RobF

    New York Area

    15 reviews

    vip
    5.0

    15 reviews

    Dined on October 12, 2023

    overall5food5service5ambience5
    We had a fabulous evening. The best part, was the entertainment. We were serenaded all night by the fabulous Peggy Stern on piano.

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  19. AlfredB

    New York Area

    10 reviews

    4.0

    10 reviews

    Dined on October 12, 2023

    overall4food3service4ambience5
    Very pretty New England Inn with wonderful character and attentive friendly staff. Food was acceptable and passable and a solid value but not exceptional. Would I go again? Definitely...with a bit of managed expections on the actual food part.

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  20. Lordbarky

    New York Area

    5 reviews

    3.0

    5 reviews

    Dined on October 11, 2023

    overall3food3service5ambience5
    Bourghinion was mediocre vegetables were hard, meat was not tender, ambiance and service was excellent. Glad to come back

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  21. mariac

    Las Vegas

    2 reviews

    vip
    5.0

    2 reviews

    Dined on October 8, 2023

    overall5food5service5ambience5
    Enjoyed the experience. It was in a historic setting but was not stale as many places like it can be. Very quaint as well.

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  22. CharlesW

    Greater Boston

    3 reviews

    vip
    1.0

    3 reviews

    Dined on October 8, 2023

    overall1food1service1ambience1
    Short ribs were mostly fat. Service was slow and restaurant was noisy.

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  23. James

    Greater Boston

    76 reviews

    vip
    5.0

    76 reviews

    Dined on October 8, 2023

    overall5food5service5ambience5
    As usual, reliably novel and tasty food, stunning indoor setting, great service. Expensive but worth it.

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  24. LindaP

    New York Area

    41 reviews

    vip
    3.0

    41 reviews

    Dined on October 7, 2023

    overall3food3service2ambience3
    When Gateways changed it hands, we went over Memorial Day weekend and loved it. We were especially excited that Karen Tchourgarian, whose music we had previously enjoyed for a number of years at the Blantyre, was now at Gateways. But when we went the Saturday of Columbus Day Weekend -- a peak weekend in the Berkshires -- there was no live entertainment at all. This was very disappointing. And because the room is arranged for there to be entertainment, the setup of the tables in that area felt disconnected from the rest of the room. Further, there was a wedding party there that night and the wait staff was using that as an excuse for slow service, but a good restaurant should be able to plan for large parties if they are also welcoming other guests. Food wise, the crispy Brussel sprouts were excellent and my husband enjoyed the cod, but my mushroom/lentil burger was dry and overcooked. I'm leaving my recommendation as a "yes" because I had a good experience there in the past. If I were to base it off this recent visit, it would be a"no". I'm hoping this experience was the outlier.

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  25. fishy1

    Tampa

    73 reviews

    vip
    5.0

    73 reviews

    Dined on October 7, 2023

    overall5food5service5ambience5
    We love dining here. The service is always terrific, the on site restaurant manager always tries to accommodate our requests, and the food choices and preparations are top notch. The dining room are lovely and you feel as if you’re in someone’s home. Please keep up the good work!

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  26. Lucyeats

    Milwaukee

    28 reviews

    5.0

    28 reviews

    Dined on October 7, 2023

    overall5food5service5ambience5
    Great food. Lovely setting. Terrific service. Highly recommended.

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  27. BarbaraC

    New York Area

    19 reviews

    vip
    5.0

    19 reviews

    Dined on October 5, 2023

    overall5food5service5ambience4
    Pork belly special was fabulous and our server, Sydney, was a star! She went over and above to make our dining experience perfect.

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  28. MaryM

    Greater Boston

    10 reviews

    vip
    5.0

    10 reviews

    Dined on October 1, 2023

    overall5food5service5ambience5
    wonderful food and staff, and a good value. highly recommend!

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  29. MassGuy

    Greater Boston

    51 reviews

    vip
    5.0

    51 reviews

    Dined on September 23, 2023

    overall5food4service5ambience5
    A delightful spot in an old mansion. There are four separate dining areas, one of which features live music. The evening we were there featured a wonderful piano player who entertained with just the right volume. Service was great, and we enjoyed the food, although it was a bit more sauced and spiced than we prefer. That being said, our tastes have become simpler as we age, and most folks would probably find it just right!

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  30. OpenTable Diner

    Greater Boston

    17 reviews

    vip
    5.0

    17 reviews

    Dined on September 22, 2023

    overall5food5service5ambience5
    Very enjoyable evening with our daughter! Service was excellent, food cooked to perfection.

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  31. KarenfromMD

    Washington DC

    57 reviews

    vip
    5.0

    57 reviews

    Dined on September 21, 2023

    overall5food5service5ambience5
    Loved this restaurant! The food and service were great. Will be back.

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  32. Ziggy

    Pittsburgh

    2 reviews

    5.0

    2 reviews

    Dined on September 17, 2023

    overall5food5service5ambience5
    This was a very pleasant surprise. The food was the best we’ve had in a long time! Our server was attentive and accommodating. We were celebrating our 41st anniversary and honestly couldn’t have picked a better place. I hope we come back again sometime!

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  33. BarryC

    Greater Boston

    43 reviews

    vip
    3.0

    43 reviews

    Dined on September 16, 2023

    overall3food5service1ambience4
    First time here and we spend weekends in Lenox frequently so we’re familiar with the restaurant scene here. The ambiance here was really nice along with the jazz band however, we were seated rather far away in what appears to be a relatively new addition to the classic inn. We really wanted to Love this place but unfortunately the service was sub par!! The Food was excellent, my wife ordered the Cod and I had the chicken tacos and they were both delicious. The wine menu was limited but decent selection and the bartender made tasty cocktails (grey goose Cosmo) but they were pretty weak and seeing that we were spending the weekend and walking (not driving) a stronger cocktail would’ve been nice, also the martini glasses were half filled. Our Server was a very sweet young lady, however, she desperately NEEDS some training. We were never told about additions to the menu, which would’ve been helpful as I probably would’ve ordered one when I heard what they were from the table next to us after we ordered. We sat with empty water glasses for what felt like an eternity as well as empty cocktail glasses & wine glasses. We finally had to ask our young server to please refresh these and suggested she leave a bottle of water on our table like every other table in our vicinity. We paid our check and had dessert cocktails at the bar from a very vibrant and experienced bartender. We will definitely be back for another try in the hopes we won’t have to provide training for the staff!! A restaurant of this caliber needs to provide consistent service.

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  34. JohnP

    New York Area

    2 reviews

    5.0

    2 reviews

    Dined on September 16, 2023

    overall5food5service5ambience5
    Great everything. Expecally music. Arrived well before reservation time but got good seats

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  35. TerryC

    New York Area

    2 reviews

    5.0

    2 reviews

    Dined on September 16, 2023

    overall5food5service5ambience5
    The menu was interesting and reflected and delivered on the hype we had heard about the chef. We will definitely go back!

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  36. fishy1

    Tampa

    73 reviews

    vip
    5.0

    73 reviews

    Dined on September 15, 2023

    overall5food5service5ambience5
    Consistently good on all counts. Server Olivia is efficient and delightful. Food is always wonderful, prices are realistic. The music last night was a bit less in the volume department and therefore made a nice backdrop for dinner. We hope that The Gateways dining experience stays this way. We will return.

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  37. DianeM

    1 review

    5.0

    1 review

    Dined on September 15, 2023

    overall5food5service5ambience5
    Enjoy being in the Music Room for dinner when jazz musicians are scheduled. Best burger in Berkshires.

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  38. JohnB

    Greater Boston

    2 reviews

    5.0

    2 reviews

    Dined on September 15, 2023

    overall5food5service5ambience5
    Excellent food menu, drink menu. Food preparation and presentation were both very good. Service was excellent. Reasonable pricing. Adequate parking.

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  39. DonaldL

    1 review

    5.0

    1 review

    Dined on September 13, 2023

    overall5food4service5ambience4
    A pleasant experience. Good good. Creative. A bit plain but an excellent choice. Try it!

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  40. cynthia

    New York Area

    1 review

    5.0

    1 review

    Dined on September 10, 2023

    overall5food5service5ambience5
    Server was supper person. Nice , charming restaurant.

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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 4.6 stars by 346 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


Order delivery or takeout

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
  • Price
    $30 and under
  • 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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