I really enjoy hat shops. The sales man we encountered on our two visits made our visit really…read morefun. He was so helpful and informed about hats. He was such low pressure that we were able to relax and have fun. The costs are but a fraction of what I was used to paying in San Francisco. I settled on a great, packable straw hat from Italy that I know is a keeper. My son found a great cap and is happy.

This the THE place to get the perfect hat for any occassion! Fit, style, huge selection and GREAT…read morebuying experience with the owner who is an absolute lifelong expert with hats. Don't buy crap online! Get a hat that you'll feel amazing in & spend your hard earned money at a quality local business!

I ordered the standard-sized backpack in blue. I was skeptical about ordering one, but the ads on…read moreFB wore me down. I am so glad! This is a really well thought out bag. It's so easy to pack due to the frame that keeps it open. I loaded 3 compression packing bags, my iPad, and still had room for more! And, it's not over-sized! The front clasp is appreciated to keep it in place. The color is exactly as depicted in the Portland Gear website. Generous lower front pouch too. Love this backpack!

This review is specifically regarding on-line ordering…read more First of all I'd like to say that I've been a fan of your products for quite some time. Kudos to creation and production. Now, the other side of the coin. After recently purchasing 3 items, I wouldn't ever recommend to anyone that they should purchase from your website. Before ordering, I was not sure which exact items to order and looking for someone from your company to perhaps help me make that decision, I realized you have NO live reps to even discuss my dilemma. I realized that none of your stores even have a phone number to call. This is very poor. Which leads me to your app/website. It is NOT user friendly. I had to spend quite a bit of my valuable time combing through, not only your site, but also reviews on other sites as well, Instagram, YouTube, etc. I work very hard for my money and I want to be a good steward with it. Your company did not help make that happen. After spending much time researching, I rolled the dice and hoped for the best. After deciding and placing my order of 3 products, the first package arrived, unfortunately missing an item. I had to go through your difficult to navigate site again, this time to report a missing item. I waited quite a bit longer to receive the 2nd product and then days longer to receive the missing product. Come on, you can do better! Your products are not cheap but your customer service is! Any company that i support, especially with the word 'Portland' in the store name, has to be better. Until you improve your customer service, I will use and enjoy the products that ive already purchased, however, I will NOT be making any new purchases and will not recommend purchases through app or website to anyone. I'm in your corner PortlandGear, get it together!

Absolutely fabulous service and selection of quality hats. Everyone there has imparted their…read moreknowledge and are very patient and helpful as you decide on your hat. Happy repeat customer.

I left a message 2+ months ago on their phone...no reply!!!!!…read more I found another FANTASTIC HABERDASHERY that actually knows what ATTENTIVE PERSONAL attention means in the business..they don't!

When in need of a good, sturdy "Panama" hat, this is the place to go. I visited their old location…read morein August 2025 and the current location in May 2026. Picked up a "Panama" each time! (The two I got are slightly different in style/color.)

Great selection and service finding derby hats for my husband and I! Great shop and reasonable…read moreprices!

Beautiful hats and a wonderful owner. This is one of the shops that makes Oregon City a charming…read moreplace to shop.

Love this cute shop! The proprietress was very warm, engaging and helpful. I Left with 2 everyday…read morehats, perfect for those bad hair days!

I fell in love with these hats at a local retailer and always said I had to find the store where…read morethe magic happened. No joke, one day I had a business lunch down the street and was looking for parking and found a spot right outside Flipside. I stopped in and fell even more in love. Kori was awesome and so kind. She showed me all different styles, and some new fabrics they just got and then she helped me customize my flower for a hat I had to have (loving my mustard colored flower)! I absolutely adore this store and the owners, and cannot wait to return. If you're looking for a fun, quality and totally comfortable hat (I don't get a headache with Flipside hats like I do with every other hat I've tried) you need to venture in and check it out!!!

Here are some of the reasons I loved this shop (and you will too!)…read more- The hats are really creative, cute & comfortable. - They sew the hats right here behind the retail displays - A hat for everyone. Even my non-hat-wearing husband found a hat he likes & wears! - Recycled and repurposed fabrics -yes! - Care in workmanship. The plaid in my Pendleton wool hat all lined up from seam to seam that's no accident (mom always said that was a sign of quality-she'd approve! - Kevin was super helpful & friendly. Great advice & assistance! Get here and find your own reasons to love it!

Difficult to find the place and it was closed, wasted 30 mile drive. Looked like the place was…read moreabandoned.

Historically, I've been pretty careful about ordering hats online because I like to try them on…read morebefore buying. I came across Penman Hats while looking to replace a well-worn much beloved fedora that was unfortunately lost. Intrigued by the idea that all of the hats offered are made by hand, by the owner himself, and the fact that many well known folks wear his creations, I went ahead and ordered a whisky colored beaver felt with an iron colored vintage ribbon. Not long after, I received the package and when I opened it I was as pleased as I could possibly have been. Besides the hat itself being a work of art, every detail of the packaging was a delight. The hat came carefully wrapped in a plastic outer bag to protect it in transit. It had been placed in a very high quality hatbox with a gold embossed logo closed with a with silk cord. Inside the box were tags that could be filled out and kept in the hat in case it was lost (wish I had this for the one I was replacing), an enamel lapel pin that found it's way to my lucky backpack and of course the hat itself. The hat was flawless. It has a 5 point bash, and is carefully stitched all around. The interior is silk lined, and has a leather inner sweatband meticulously hand stitched on. Most importantly, the fit was exactly as measured. I highly recommend following the instructions that the company has online for finding your correct size; they don't use generic sizes like M-L-XL and the hats are all the better for it. If you're looking for a quality hat, made by a master hatter using old-world craftsmanship, you can't go wrong ordering one of these hats.

I was so boring, nothing but shoes and cowboy stuff, nothing of value, it was all cheap stuff for…read morehigh prices, service honestly sucked, no came when I needed help this place sucked.

Fantastic store. Friendly staff. The Portland Outdoor Store is an amazing resource, and should be…read morecommended for sticking with it for 100 years.

This store was as good as its reputation, filled with amazing collection of Portland souvenir…read moregoods, stationary items, apparels and local made food products. The store was clean and organized. The prices of the items were comparable to other shops we had visited in and around Portland. Among the products, I loved their magnet wall full of unique designs. There were really nice stickers and postcards. After exploring the store for several minutes, we picked few magnets and stickers. Staff members were friendly and interacting with guests. The checkout was quick and easy. Highly recommend this store to anyone looking to do souvenir shopping in downtown Portland.

stumbled across the door while coming out from Barry's Boot Camp…read more I really like their service and selection of apparel the apparel has great value and great colors available also