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58 Pine St, Portland, ME 04102-3855
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Ranked #47 of 540 Restaurants in Portland
Certificate of Excellence 2014
Sun 9:00 am - 2:00 pm
Mon - Thu 5:30 pm - 9:30 pm
Fri - Sat 5:30 pm - 10:00 pm
Cuisines: American, Italian
More restaurant details
Restaurant details
Good for: Romance, Local cuisine, Special occasions, Entertaining clients
Dining options: Breakfast/Brunch, Dinner, Reservations
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226 reviews from our community

Visitor rating
Rating summary
Date | Rating
  • English first
  • Italian first
  • Any
English first
Ridgefield, Connecticut
11 reviews 11 reviews
6 restaurant reviews
2 helpful votes 2 helpful votes
4 of 5 stars Reviewed December 6, 2014

Gorgonzola stuffed figs appetizer opened up for a delightful relaxing meal on a cold winter night. My skirt steak entree was tender, juicy and delicious. The young waiter (bearded guy) was polite, attentive and professional. House cab is very good.

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Boston, Massachusetts
Top Contributor
106 reviews 106 reviews
28 restaurant reviews
131 helpful votes 131 helpful votes
5 of 5 stars Reviewed December 2, 2014

We had dinner here after reading reviews on Trip Advisor. So glad we did! Food was sensational. Atmosphere warm and personal. Service splendid. We stopped some locals as we were looking for the restaurant ...they were so happy we were going to eat here because the knew the food was so awesome and they wanted us to love their city.... More 

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Islesford, Maine
Top Contributor
75 reviews 75 reviews
51 restaurant reviews
44 helpful votes 44 helpful votes
3 of 5 stars Reviewed November 22, 2014

Caiola is a friendly, homey, European style of a small intimate space with attentive service and staff.A great refuge on a recent cold November evening. However the food is tired. They pride themselves on a daily changing menu. I have been here twice, and until there's some attention paid to the menu, it is possibly my last. Looking through the... More 

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Sanford, Maine
5 reviews 5 reviews
4 restaurant reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed November 20, 2014

We were led through a cozy front dining room, the kitchen (eyebrows raised) and into a back room where there was privacy abounds; two rooms and about 6 tables each. Our server was delightful and engaging, explained the specials clearly and was quick to bring us a nice bottle of French Red. The food was very good; simple and straightforward,... More 

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San Diego, CA
14 reviews 14 reviews
11 restaurant reviews
16 helpful votes 16 helpful votes
5 of 5 stars Reviewed November 3, 2014

My husband and I were visiting my brother and sister-in-law in Portland, Maine and were celebrating our anniversary with them. They took us to Caiola's for dinner. We visited on a Wednesday evening and it was fairly empty when we arrived, but even with rain outside, the place filled up. I can certainly see why. The food and service ,... More 

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Senior Contributor
23 reviews 23 reviews
21 restaurant reviews
8 helpful votes 8 helpful votes
4 of 5 stars Reviewed October 31, 2014 via mobile

We stopped in for a meal late Thursday night. The menu is great with lots of intriguing dishes. We had appetizer of prosciutto and another of some kind of sweet potato fritter. Both were delightful. I had one of my favorites, paella. Great fresh seafood with a smoked chicken thigh and some chorizo. Very delicious. We had a nice bottle... More 

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Portland, Maine
3 reviews 3 reviews
3 restaurant reviews
5 of 5 stars Reviewed October 29, 2014

After going to Caiola's on and off for several years, I have come to realize there is not a better restaurant in Portland, which says a lot in this town. My wife and I have never once had anything less than a wonderful meal, served by friendly, knowledgeable wait staff, in a small friendly setting in Portland's West End. From... More 

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Newton, Massachusetts
Senior Contributor
39 reviews 39 reviews
19 restaurant reviews
22 helpful votes 22 helpful votes
4 of 5 stars Reviewed October 19, 2014

This local gem is not to be missed. Frequent menu changes reflect the locally sourced food; still the core menu items are always variable. Nice wine selection, along with some bottled beers. Varied appetizers, and salad selections. My wife and have never had a better chicken Marsala. The service was excellent, and the value was outstanding. Reservations, and parking is... More 

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Chicago, Illinois
Top Contributor
204 reviews 204 reviews
133 restaurant reviews
60 helpful votes 60 helpful votes
3 of 5 stars Reviewed October 15, 2014

We had a generally enjoyable meal at Caiola's. The room is comfortable and is buzzing with activity -- it feels like a real haven for locals, and the environment is the strongest positive about the place. The food is pretty good, but none of our dishes (and we had several) was excellent. Unfortunately, one of the servers spilled most of... More 

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Woolwine, Virginia
Top Contributor
142 reviews 142 reviews
115 restaurant reviews
62 helpful votes 62 helpful votes
4 of 5 stars Reviewed October 6, 2014 via mobile

First let me get this out of the way. After several people here gave them low ratings for having to walk through the kitchen to the back dining area, they no longer do that unless " the snow outside is too deep". As I told our waitress I walk through my kitchen all the time! We would return for dinner... More 

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Additional Information about Caiola's

Address: 58 Pine St, Portland, ME 04102-3855
Phone Number: 207-772-1110
Location: United States  >  Maine (ME)  >  Portland
Open Hours:
Sunday 9:00 am - 2:00 pm
Monday 5:30 pm - 9:30 pm
Tuesday 5:30 pm - 9:30 pm
Wednesday 5:30 pm - 9:30 pm
Thursday 5:30 pm - 9:30 pm
Friday 5:30 pm - 10:00 pm
Saturday 5:30 pm - 10:00 pm
Cuisine: American, Italian

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Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?