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The 7 Best Gluten-Free Spots with Outdoor Seating in Windham

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By Gluten Free Eats' gluten-free community

Updated May 2025

01
Portland Pie Company

Portland Pie Company

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Accommodating

789 Roosevelt Trail, Windham, ME 04062, USA

GF OptionsItalianVegan FriendlyVegetarian OptionsLunchDinnerPizzaDeliveryTake AwayOutdoor SeatingKid Friendly
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Emily Renegar

I really wanted to like this place, but the service we received was very poor. We sat for at least 10 minutes before anyone touched our table, and when they did it wasn’t our server and the woman wasn’t apologetic at all, gave a rude response when I told her no one had come by yet. Then the server did not apologize either when she finally came over. Didn’t touch our table for a long time after our food came (which also took SO LONG) and I had to flag her down for drink refills. Only giving three stars because they had a lot of gluten free options which I really appreciated.

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02
Bob's Seafood

Bob's Seafood

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901 Roosevelt Trail, Windham, ME 04062, USA

LunchDinnerDeliveryTake AwayOutdoor SeatingKid FriendlyRestaurant
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Barbara Chludzinski

Seafood chowder was great. Very filling and gluten free which is key for me. Steamers wonderful too. Friendly service. Will return.

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03
Pop’s Place, LLC

Pop’s Place, LLC

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754 Roosevelt Trail, Windham, ME 04062, USA

BreakfastLunchDinnerBrunchDeliveryTake AwayOutdoor SeatingKid FriendlyRestaurant
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I have given this place numerous chances. Even after a horrible experience (where I insisted I would pay, but they knew they messed up so bad that they didn’t charge me for our food) I gave it another chance with my Grammie and it was good (they have good food!) but the waitress paid no attention to us per usual and we had to find her multiple times, longest time I ever spent at a restaurant because of the waitress. I thought I’d give it another try yesterday but when the waitress tried to tell me that they would not serve me fries because I’m sensitive to gluten, I literally had to beg for them to cook me fries(mind you I’ve gotten fries everytime I’ve gone!!!)…i told her I do not care about cross contamination and she would not listen. Luckily she talked to the kitchen crew and they gave me fries (or I would’ve left) the food was delicious but I am soooo tired of the horrible service everytime I go here. I was so hopeful this would be a great place to frequent because of the gluten free options but the service is so bad that it’s not even worth it

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04
Deck House Tavern

Deck House Tavern

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930 Roosevelt Trail, Windham, ME 04062, USA

LunchDinnerDeliveryTake AwayPet FriendlyOutdoor SeatingKid FriendlyBarRestaurant
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05
Rustlers Steak House

Rustlers Steak House

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61 Tandberg Trail, Windham, ME 04062, USA

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We were seated immediately and the chairs and tables are very comfortable! I was there celebrating my birthday with my son, the waitress was soooo attentive and very prompt, also checked on us throughout our meal the perfect amount of times (usually I have to sit and wonder where my waitress is at other places!). All the staff was friendly and especially our waitress. The food was soooo delicious zero complaint! My son was obsessed as well and he’s typically picky! We had been to Rustler’s at its old location (basically across the street lol) but there new building is much nicer! I definitely love it; the whole atmosphere was comfortable and kind of modern rustic AND THE FOOD is even better since they moved! I will be choosing there to eat anytime I want go out to eat from now on, definitely best seafood/steakhouse food around! I don’t know why some say they are expensive, I actually think they’re cheaper than the chain restaurants with better quality food and larger portions!!! Also I was very pleased at the amount of choices on the menu, having a gluten intolerance it can be difficult eating out but there was soo many delicious options that were not fried or breaded for eating gluten free! My son tried Tiramisu for the first time and loved it!! -our order- my son got the chicken finger platter, we got scallops as an appetizer (the dipping sauce with it was amazing!!) then I got the “chicken” stir fry but substituted for steak tips! It was delicious! Amazing time thank you so much, happy to have celebrated my 30th here ♥️

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