Dolly Olive
About This Spot
Stepping into Dolly Olive feels a bit like discovering a cherished secret tucked amid Portland’s bustling West End. It’s warm and unhurried, a spot where time gently slows and conversation naturally finds its rhythm. The soft lighting and intimate seating invite you to settle into moments shared—whether that’s a leisurely brunch with friends, a cozy lunch escape, or an evening flowing between thoughtful plates and carefully crafted cocktails.
The atmosphere pulses with a quiet confidence, grounded in thoughtful hospitality that makes you feel seen without fuss. There’s an inviting sense of homegrown charm woven into the Mediterranean warmth of the space, where family-style dining encourages sharing and savoring each bite together. This isn’t a place to rush through; it’s where the pace matches the unfolding of dishes meant to be enjoyed collectively, flavors layering and blossoming in conversation.
Dolly Olive’s menu echoes the vibrant spirit of Southern Italy and beyond, with each dish revealing a depth and care that goes beyond the plate. From the delicate bite of focaccia to the rich, seasonal layers of pasta and the unexpected grace of roasted vegetables, the cuisine balances rustic heartiness with thoughtful details. Cocktails here are companions to the food’s bold, nuanced flavors—offering moments of refreshment and delight, whether through an expertly poured espresso martini or inventive takes on classic Negronis.
Ultimately, Dolly Olive feels like a place for meaningful pauses in the day—whether celebrating a special occasion or simply carving out time for good company and genuine flavors. It invites you to lean in, share stories, and leave with a quiet contentment that lingers well after the meal.
What’s Available Here
-
Delivery - Takeaway
- Dine-in
- Fast service
- Great cocktails
- Great dessert
- Great wine list
- Lunch
- Dinner
- Solo dining
- Wheelchair-accessible entrance
- Wheelchair-accessible seating
- Alcohol
- Beer
- Cocktails
- Coffee
- Comfort food
- Happy-hour drinks
- Happy-hour food
- Healthy options
- Small plates
- Spirits
- Vegetarian options
- Wine
- Brunch
- Lunch
- Dinner
- Dessert
- Seating
- Table service
- Bar on site
- Gender-neutral toilets
- Toilet
- Cosy
- Romantic
- Trendy
- Upmarket
- LGBTQ+ friendly
- Locals
- Tourists
- Transgender safe space
- Brunch reservations recommended
- Dinner reservations recommended
- Accepts reservations
- Usually a wait
- Credit cards
- Debit cards
- NFC mobile payments
- Credit cards
- High chairs
- Free of charge street parking
- Paid street parking
- Parking
Location & Hours
| Monday | 04:30 PM - 09:00 PM | |
| Tuesday | 04:30 PM - 09:00 PM | |
| Wednesday | 04:30 PM - 09:00 PM | |
|---|---|---|
| Thursday | 04:30 PM - 09:00 PM | |
| Friday | 04:30 PM - 10:00 PM | |
| Saturday | 10:00 AM - 10:00 PM | |
| Sunday | 10:00 AM - 09:00 PM |
Guest Reviews
Share Your Experience
Related Listing
Recently Viewed Listing
Southern Thymes Cafe
Tacos el Yiyo
Caramelo Bakery
Restaurant Admiral
Richard Azzopardi 04 Jan 2026
I took my girlfriend here for a special occasion. Let me just say, it was worth every penny spent! The food was exceptional, flavorful, robust, and deep. We ordered the pork chop on parsnip mash and a fig compote as the main entrée, broccolini, and a ferro grain salad. All of these dishes were served family style, working up to the main course. Every dish served here is all seasonal with a changing menu depending on what is in season and what is available from vendors. The menus are printed daily. The chefs are using every little bit of what they have to make these wonderful meals and the servers/bar tenders were amazing and took the time to talk with you. We left there not feeling hungry nor full but very satiated. The atmosphere is dark but inviting. It does get fairly busy so the noise level does increase a bit which may not be ideal for everyone but we didn't mind terribly. All in all I highly recommend Dolly Olive. Every once in a while fancy dinner spot for sure!
Linda A. Miller 02 Jan 2026
I have a new favorite restaurant in Portland. Visited based on reviews and so glad we did. They serve sharable small plates which is perfect for no leftovers. Started with a gin martini, then Dolly Focaccia which was truly addicting. Crusty, soft, a tad salty with a side of olive oil. The pic only shows half of it! Then Sweet Corn Agnolotti pasta (roasted jalapeno. mascarpone. basil butter. corn brodo), a truly understated wonderfully created dish. Someone recommended the carrots and they were not wrong. Roasted and seasoned to perfection. We opted for the Mugolio Glazed Pork Chop (peach salsa. mint. pine bud syrup) and was that a treat! The chunks of peach were marinated in such a way that it was both sweet and savory and perfectly complimented the pork chop. Finished with tiramasu and ice cream. Yummy! Many compliments to our servers Madison and Aiden. They really made the entire experience a serious treat!
NaNiket 29 Nov 2025
Good spot for brunch. Their take on shakshuka is incredible. The sauce has a rich, deep tomato taste that I haven’t found elsewhere. My problem is that on the menu, it is not really advertised as one. The rest of the food was alright, but felt a bit too rich. More acidity would accentuate the whole dish for many items. The brunch short rib arancini definitely needs that acidic addition. Overall, I would recommend, but mainly the tomato based dishes!
Adam Deutsch 13 Nov 2025
What an awesome meal! My wife and I enjoyed a fantastic meal at Dolly Olive while celebrating our Honeymoon in Portland. The restaurant was a cozy, intimate vibe. The food was excellent, the carrots were definitely a stand out for us! Both Pasta dishes we had were also excellent. Our server Austin was excellent, very friendly and attentive! Would come back for sure!
Michele & Robert 30 Oct 2025
The food and flavors at Dolly Olive were so unique in a good way. Items are served family style and meant to be shared with the recommendation of 2 dishes per person which seems about right. We left feeling satisfied and full but not overstuffed. We ordered everything at the same time, and the kitchen delivered the dishes at appropriate times. We were served the warm, marinated olives and Dolly Caesar Salad at the same time, and both were very delicious. The Caesar salad has some twists to the traditional Caesar that worked well and was not heavy at all. Next up were the mushroom ravioli with a lemon sauce that was divine, and raviolis that had a great balance of pasta to mushroom filling. Our 4th dish was the eggplant parmigiana, and it may be the best version of this dish we’ve ever had. We were trying to figure out how they got the flavors so deep and smoky from the cheese to the eggplant and the marinara sauce. Our last savory dish was the crispy chicken confit which was bursting with such different textures and flavors that one wouldn’t think would go together, but they do. After looking at the dessert menu, we decided to split the cannoli which was plentiful for 2 people. Similar to the salad, it wasn’t a traditional cannoli. The shell seemed more of an Asian eggroll shell, and we couldn’t figure out the underlying flavor in the chocolate filling. When we got a bit of the shell, filling, and caramel topping in one bite — oh my how good. The service was very attentive as we had a main server, but it seems the entire front of the house staff ensures efficient (but not rushed) service. Our food was delivered by 4 different people other than our main server, and we had a 4th person clean our table after our ‘mains’ and before dessert. Everyone seemed focused on ensuring we had a great experience and enjoyed every bite. Our bill came to $125 before tip which we thought was reasonable and a good value.
Tracey B 10 Oct 2025
This has become our new favorite place! Love the Warm Olives and Dolly Focaccia with a glass of Wine for Starter. Their Burrata with seasonal Berries is amazing. The homemade pastas are delicious and when we have room for dessert, it’s a hard choice but I love the Affogato. This is a small local gem and always busy, but the the service staff is caring and efficient every weekend we’ve been. SO glad we found it!