Looking for fly fishing guides in Western Massachusetts or Hudson Valley?
Berkshire Rivers Fly Fishing has built its reputation on safety, fun and fish. Every trip is private and includes all gear needed, so we take the hassle out and put the fun in! All fishing adventures are a comfortable drive from New York City or Boston and Berkshire Rivers provides fishing excursions for Berkshire County, Hudson Valley, Southern Vermont as well as Northwest Connecticut.
If you are looking for that unique family adventure, looking to chase trophy northern pike or beautiful trout, we have you covered! All of our excursions are suitable for beginners and experts alike. No matter what trip you choose, we customize to meet your needs. We pride ourselves on being top-notch teachers and providing impeccable customer service. While all trips are catch and release, Berkshire Rivers believes there is more to it than just the catch. We help anglers leave confident, educated and with the skills to continue enjoying this outdoor sport on their own for years to come. Let us help create a memory that will last a lifetime.
Phone: 413-446-5147
Recent Fishing Report
Posted on Google
Kevin HeeryAugust 11, 2026Trustindex verifies that the original source of the review is Google.
My son and I just had a fantastic day fly fishing for the first time with Harry, a superb guide, who had us dialing in on the fly rod technique within 15 minutes! We were the only people on this beautiful stretch of the Housatonic. We caught around 20 fish! First time out. We’ll be back again in the spring for sure!!Posted on Google
Josh FredetteJuly 27, 2026My son and I had an absolute blast with John B. today - there is no doubt that this crew understands the waters and where to find the fish. Their team is prompt, professional + John helped us land 50+ fish today!+0Posted on Google
Tom LindenJune 30, 2026I had an awesome day on the Housatonic with John. As a beginner with no experience on a drift boat and very little experience with a fly rod, I wasn’t sure what to expect. The day exceeded my expectations. I learned a ton and John put me on a lot of fish throughout the day. Will definitely be booking another trip!+0Posted on Google
Jason NeumannJune 27, 2026What a great experience! I took my 81 year old dad out with Captain Harry for a Father’s Day float trip in mid June - we were thinking we’d try to get the end of trout season but CPT Harry assured us that smallmouth bass and pike would be just as fun - and he wasn’t wrong! We caught almost 20 smallmouth on what he considered a “slow” day - and I got a pike in the first 30 minutes! My dad said it was the most fun float trip he’s ever been on. I will be back to bring my 10 year old daughter hopefully end of summer! Would highly recommend!+2Posted on Google
John WarburgJune 12, 2026We had an incredible half-day of fishing with Harry. Very low water, bright, hot afternoon...not ideal conditions but Harry knew every nook and cranny of the river and got us hooked into a bunch of Smallmouth and even a couple of Trout and a Pike. His knowledge of the river and ability to pinpoint fish with just the right presentation was uncanny. A true fishing Jedi! And a great guy. Can't wait to go fishing with him again.Posted on Google
Julia CapuzzoMay 27, 2026This is an absolutely fantastic experience! Harry took us out and boated us through all the beautiful waters on the Housatonic River. He fully taught us how to fly fish. We caught 3 fish each and felt so much calmness and beauty in the nature around us. Highly recommend!+4Posted on Google
Brian SchwinnMay 24, 2026Excellent fly fishing on the upper Housatonic (West Cornwall) for my son and I and enjoyable and successful as well! Harry is very easy to be on the boat with, shared a ton of knowledge about flies and fish and made the day an overall success. Highly recommend Harry and Berkshire Rivers for a great fly fishing outing!Posted on Google
Sam LaizMay 11, 2026Amazing experience! Caught a bunch of Fish and learned great techniques. Can’t wait to do it againPosted on Google
Jonathan RaimondoApril 30, 2026I came across Berkshire River Fly Fishing through google & boy can I say am I glad I came across there guiding service’s. This was my first float trip and it was truly a dream come true. Our guides Jon & Harry really made this trip for us from the raft being very comfortable and spacious. Both guides were very nice and knowledgeable of the river. Definitely booking my next trip soon ! Thank you for the unforgettable experience!+4Posted on Google
Aaron SmithMarch 29, 2026Been fishing with harry for years now. Great guide! Highly recommend. Knows his water and his fishPosted on Google
Gerard SullivanNovember 25, 2025I highly recommend Berkshire Rivers Fly Fishing. This was a surprise trip for me and we had an amazing experience with our guide Rick. He was very helpful, friendly and an all around expert teaching us first timers how to fly fish. Being on the river was peaceful and we caught plenty of trout!Posted on Google
David AderNovember 8, 2025Wow. I've been fishing the Housatonic for years with middling success; sometimes good, sometimes lousy, never great. I hadn't thought about floating it, but with, at last, highish water this year and a jealous eye on a guide with Berkshire Rivers Fly Fishing, a friend and I took on Harry Desmond. Wowza. We had a four-hour trip, which turned out to be a bit longer, with Harry's infinite patience, and caught some very decent fish, including a fat 18-inch brown. I thought I knew fly fishing, but under Harry's instruction and advice learned even more. I've been with many guides over the years; Harry was a standout. I plan to return with him to the Housy and others in our neck of the woods and recommend him highly to both fresh and experienced anglers.Posted on Google
Andy McnabNovember 6, 2025We engaged Harry Desmond , partner with Berkshire Rivers Fly Fishing, to guide me and my friend David, with a float trip on the Housatonic River above the Covered Wooden bridge. I had previously met Harry's business partner Rick , who was very forthcoming with information regarding his own client trip, earlier. Harry is the epitome of a great fishing guide, courteous, friendly, instructive, positively critical when needed, and his intimate knowledge of river flows , climate effects and feeding patterns , resulted in a very successful day for both of us, catching both Browns and RainbowsPosted on Google
David DohertyNovember 3, 2025We had a great experience in October 2025. Rick was ready and prepared with full gear and equipment. He provided very helpful instruction and conducted active guiding and assistance through the afternoon, and we moved throughout the river testing our skills and looking for pockets where the fish could bite. I think what was really cool though is that he is really psyched when the fish bites the line, so the enthusiasm for the sport is real.Posted on Google
Scott MacdonaldSeptember 26, 2025I’ve spent 27 years in CO and have considerable experience fly fishing the major six as well as backcountry streams. Returning to MA, I wasn’t sure where to start so I turned to Berkshire Rivers co.for guidance. The float trip exceeded my expectations! I honestly learned as much in a single day as I had in three decades out west. Professional, courteous, and knowledgeable! I couldn’t recommend them enough! Thanks!+1Posted on Google
Blake MinerSeptember 26, 2025Harry and John were pros—great experience!Posted on Google
Don RowleySeptember 15, 2025Had a great day fly fishing with our guide Rick. He’s very kind and patient and knowledgeable. We are seniors and Rick was super accommodating. Beautiful river. Great experience. Highly recommend Berkshire Rivers Fly Fishing.Posted on Google
Andrew PageSeptember 12, 2025My best day of fly fishing ever! I caught plenty of fish but I can't quantify what I learned. My time with Harry was invaluable, he is a natural teacher and passionate about providing a superior experience for his clients. My review is sincere and well deserved, thank you Harry!!Posted on Google
Monte SchoenbornSeptember 10, 2025Awesome day of fishing with my friend Wayne and guide Harry ! We caught alot of fish laughed and had lots of FUN 😁 . Thank you Harry for a great day see you soon . God Bless 🙌Posted on Google
Eric GordonAugust 10, 2025I started getting into fishing in my late 40s -- and I've never been fly fishing before. I had a sense I would like it, so I booked a trip with Harry. It was a fantastic experience. He's a wonderful teacher -- putting up with my complete lack of experience, and explaining things to me at just the right pace. We had a beautiful day on the water, so that didn't hurt. But more than that, Harry is easy going, clearly loves fishing, and respects the natural world. I learned so much from my 5 hours on the water, and I'm inspired to fly fish again soon. I would recommend this trip to anyone.Posted on Google
Ben WrightJuly 29, 2025Great trip. Harry is a great teacher and even though it was HOT we caught quite a few small mouth in just a 4 hour span. Saw some eagles, an osprey, red tail hawk, and great heron as well. Highly recommend.Posted on Google
Jerrold SecklerJuly 16, 2025I took my granddaughter on a Housatonic River Float with John B as our guide. It was her first fly fishing experience. And what an experience it was. Between the two of us we caught around 20 fish with her catching the largest by far. John was an excellent guide and teacher and the trip was really fantastic!+0Posted on Google
Greg IngramJune 30, 2025Harry is awesome. We’ve been fishing with him for over six years. We always have a great time. We highly recommend him!+2Posted on Google
Scott AuenJune 23, 2025Fourth float trip with BRFF. Rick was an excellant guide. He did a great job working with my teenager son. I highly recommend this guide service.+2Posted on Google
Mira OrmsbyJune 15, 2025We had an awesome day fishing (and catching 😁) on the Housatonic River with Rick! He guided us to all the right spots and gave us great advice, ending with lots of rainbows, brownies, and smallmouth on the other end.
Float Fishing Trips
Take a relaxing boat trip, and fish along a beautiful Berkshire river.