About this vendor
Nestled in the heart of rural Minnesota, Crooked Willow Weddings offers a timeless and romantic setting for couples seeking an unforgettable celebration. Our beautifully restored barn and elegant event spaces blend rustic charm with modern comfort, creating the perfect backdrop for weddings in every season.
From intimate gatherings to grand celebrations, Crooked Willow provides exclusive use of the property, spacious suites for getting ready, and a seamless flow between ceremony, cocktail hour, and reception. Our in-house bar service, trusted vendor partnerships, and thoughtful inclusions ensure every detail is handled with care, allowing couples to relax and enjoy their day.
At Crooked Willow, we believe every love story deserves a setting as unique and beautiful as the couple themselves.
Amenities + details
Ceremony Area
Dressing Room
Handicap Accessible
Indoor Event Space
Liability Insurance
On-Site Accommodations
Outdoor Event Space
Reception Area
Wireless Internet
Covered Outdoors Space
Business Attributes
- Woman-owned Business
Ceremony Types
- Civil Union
- Commitment Ceremony
- Elopement
- Interfaith Ceremony
- Non-Religious Ceremony
- Religious Ceremony
Settings
- Backyard
- Barn
- Farm & Ranch
- Historic Venue
- Industrial & Warehouse
- Trees
Venue Service Offerings
- Bar & Drinks
- Food & Catering
- Transportation
- Shuttle Service
Awards and Affiliations
5-Time 'Best of Weddings'
2026.2025.2024.+2 more.
Best of Weddings
The Knot independently assesses vendors for this award—it’s never self-reported. We base it on firsthand experiences from real couples and guests, and they must have a 4.5-star average across 7+ reviews in the qualifying year.
Hall of Fame
Earned by winning 'Best of Weddings' four or more times.
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Reviews
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5
out of 5.077 reviews
Review photos
Showing slide number 1 out of 7
The best wedding venue!!!
We had such a wonderful experience having our wedding here! The grounds and venue itself are absolutely beautiful and created the perfect backdrop for our...
big day. All of our guests kept telling us how amazing everything looked.
A huge thank you to Derek and Jody, who were so incredibly helpful from start to finish. They were always there to answer our questions and made sure everything ran completely smoothly on the day of the wedding. Thanks to them, we were able to relax and truly enjoy every moment.
We couldn't have asked for a better venue or a better team to work with. Highly recommend to anyone looking for a stress-free and stunning place to get married!
We are so happy to have chosen the Crooked Willow for our wedding venue. My wife and I knew from the very beginning of our venue tour that this place was special. The owners, Derek...
and Jody, made the entire process, not just the day of, so incredible and easy. The portal they utilize is very user friendly and sends you reminders on what to knock out next during the planning process. They were also extremely responsive on any questions/concerns that would come up. The venue itself is absolutely gorgeous and very reasonably priced. There were no "hidden fees" or "gotcha" moments. Everything was very transparent. I would highly recommend this venue to any couple looking for an incredible wedding day experience they'll never forget. Wish we could relive this day 100 times!
Jody and Derek were awesome to work with leading up to our wedding day!Any questions we had from booking all the way up to our wedding day Jody answered right away to help ease our...
process! We are so happy we chose Crooked Willow as our venue and we can’t say that enough! It fit our theme so well and we to this day keep getting great reviews about how beautiful the venue was. Everything turned out so beautiful and the property is well maintained it created space for beautiful photos! The suites are perfect for getting ready with your bridal party and to just hangout before the ceremony! Highly recommend booking with Crooked Willow!!
Dylan & Ashley
We are so incredibly happy we chose Crooked Willow for our wedding! From the moment we toured the venue, we knew it was something special. Every part of the property is beautifully...
maintained, and the scenery creates the perfect backdrop for such an important day.
The bridal and groom suites were spacious, comfortable, and made getting ready with our wedding party so enjoyable and stress-free. Having dedicated spaces for both sides of the wedding was such a wonderful touch.
One of our favorite features was the social hour barn for the bridal party and our immediate family. It gave us a private, comfortable place to relax, celebrate together, and enjoy a few quiet moments before joining our guests. It was such a thoughtful addition to the day and made everything feel even more special.
The reception space is absolutely stunning. The décor is elegant, timeless, and beautifully designed, making it feel warm and inviting without needing much extra decoration.
The outdoor space is simply breathtaking. From the beautifully maintained grounds to the gorgeous scenery, every corner of the property created incredible photo opportunities and made the entire day feel magical.
Thank you to everyone at Crooked Willow for creating such an amazing wedding experience. Our day was everything we hoped it would be, and so much of that was because of this beautiful venue. We would wholeheartedly recommend Crooked Willow to any couple looking for a venue that’s not only stunning but also thoughtfully designed to make your wedding day unforgettable.
- [ ] We could not have picked a better venue for our special day. Jody and Derek are very easy to work with and always answered our questions in a timely matter. We loved having t...
he back-up option of moving our ceremony inside incase of weather. We also loved having the variety locations to take pictures all at the same place. They made sure our day ran smoothly and we could not have had our day go smoother. We highly recommend picking Crooked Willow!
We cannot say enough amazing things about Crooked Willow Wedding Venue! From the very beginning, their communication was outstanding. Every question we had was answered quickly and...
thoroughly, and they made the entire planning process feel smooth and stress-free.
They were so easy to work with and truly made us feel supported every step of the way. You can tell they genuinely care about their couples and want everything to be perfect.
Most importantly, they gave us the freedom and space to throw the BEST party ever! Our day was everything we dreamed of and more, and that’s largely thanks to their flexibility, organization, and amazing atmosphere.
If you’re looking for a beautiful venue with a team that goes above and beyond, Crooked Willow is it. We are so grateful we chose them for our special day!
We had the most incredible experience at Crooked Willow. From start to finish, everything exceeded our expectations. Derek and Jody, as well as all other staff, were warm, organize...
d, and so attentive throughout the entire process. They made the day feel effortless and allowed us to fully enjoy every moment. The scenery was breathtaking with picture perfect spots. It was also versatile and spacious making our ceremony and reception area perfect. Communication was also top-notch. They responded quickly and were very clear with details. They were genuinely invested in making our day perfect. We couldn't recommend Crooked Willow enough if you're looking for a beautiful venue, amazing staff, and seamless service.
If you are debating about making Crooked Willow your venue for your wedding, do it! I had just gotten married here last weekend and it really was nothing short of amazing. Derek an...
d Jody know exactly what they're doing and are so timely with their responses and questions. Everything was so put together and organized. We had our ceremony and reception in the same building and it still felt just as elegant and special. We are forever thankful for Derek and Jody for helping make our wedding day the best day of our lives!
We had the absolute best experience at Crooked Willow with Jody and Derek! They were so responsive during the wedding planning process. They were so easy to work with and very acco...
mmodating. All of the buildings are beautiful and pictures can be done anywhere on the breathtaking property. We are so thankful to have found their venue, we could not have had a better experience!
Our experience with Crooked Willow was so seamless and easy to navigate. Planning a wedding has so many details, logistics and ins and outs - but Jody and Derek were easy and quick...
to communicate with, helpful, full of advice, and always flexible and kind. I cannot thank them enough for the use of such a gorgeous space, the support along the way, and the attention to detail they provided from day one. Our guests were in awe of the property, and so were we!
Crooked Willow was an amazing venue! Made our dream wedding come true! Derek & Jody were amazing to work with and were always there if we had any questions or concerns. Would recom...
mend to anyone!
We couldn’t be happier with our experience at this stunning wedding venue! From the moment we arrived, we were blown away by how beautiful and thoughtfully maintained the space was...
—it truly set the perfect tone for our big day. Derek and Jody were absolutely amazing to work with: responsive, accommodating, and genuinely invested in making everything run smoothly. Their attention to detail and support throughout the entire planning process made us feel completely at ease. Our guests were just as impressed and haven’t stopped talking about how much they loved it. Thank you for helping create such an unforgettable celebration!
On our big day, both our wedding ceremony and reception took place at Crooked Willow. I will say for certain the venue was nothing short of perfect, Derek and Jody take pride in ke...
eping this place looking good and this is easily evident. They were very responsive by email and phone when it came to planning, were very clear and accommodating to our requests, and treated us like one of their own. This is one of those venues that you can step on any inch of the property and a photo looks amazing. They left the work for us very minimal, so we could focus on spending time with the special people in our life. My bride and I are grateful for the experience at Crooked Willow and highly recommend it!
Having our wedding at Crooked Willow was the absolute best decision we made! The grounds were stunning, the staff so friendly and helpful, and everything went PERFECT. We couldn’t ...
have picked a better venue for our special day. Derek and Jody are the best!!
Our wedding at this venue was absolutely perfect—everything was in one beautiful location, which made the day feel effortless. The scenery was stunning and ideal for photos, and th...
e owners were incredibly responsive and helpful every step of the way. We couldn’t have asked for a better experience!
Choosing Crooked Willow as our wedding venue was truly one of the best decisions we made. From our very first visit, we could feel how special the space was — and that feeling only...
grew stronger as we planned and celebrated our day there. The venue itself is breathtaking. Our guests are still talking about how stunning everything was — the picturesque scenery, the peaceful atmosphere, and the seamless flow from ceremony to reception.
What really made the experience even better was the communication. The team at Crooked Willow was incredibly responsive, organized, and supportive throughout the entire planning process. No question was too small, and we always felt like we were in good hands. They truly cared about making our day perfect, and it showed in every detail.
Our wedding day felt like a dream — effortless, beautiful, and filled with love — and so much of that is thanks to this incredible venue and team. We’re beyond grateful.
We couldn’t be more happy with our decision to have our wedding at Crooked Willow! They were very responsive and accommodating throughout the planning process and helped out onsite...
during the wedding. Jody and Derek were extremely easy to work with and happily answered all our questions. Not to mention, the venue is absolutely beautiful - both indoor and outdoor. We especially enjoyed the private bar area for the wedding party and the getting ready suites! Thank you for an amazing experience!
- Taylor & Peyton
Crooked Willow was the perfect venue for our wedding! The grounds are absolutely stunning, offering countless gorgeous photo opportunities. The private bar area was a charming touc...
h, and the bride and groom getting-ready suites were great too use. Derek and Jody were phenomenal to work with—always patient, responsive, and quick to answer our many questions. The reception area was thoughtfully designed, with an excellent layout that kept the party flowing smoothly. We couldn’t have asked for a better venue to celebrate our day.
I honestly cannot say enough good things about Crooked Willow!! Derek and Jody were kind, caring, and super communicative throughout the whole process!! Even though we ended up mov...
ing my ceremony indoors due to cold weather they still worked with us to make sure our special day still went off without a hitch!! I recommend this venue to everyone! You will not find an better more romantic space at an affordable cost! Derek and Jody never left us on read and were always quick to answer any questions and ensured that you got what you wanted.
Loved having our wedding here! The bridal suite is beyond my expectations and was the perfect indoor venue for us. Would definitely recommend this venue to friends & family!
We had the BEST day at Crooked Willow. We received endless compliments on the venue, the grounds, and the bar staff friendliness! Jody and Derek were easy to work with and very res...
ponsive to emails and text messages throughout our planning process and even the day of! 13/10 experience! - Maddy & Chris Schmidt
The ABSOLUTE best, most stunning place for a wedding! The owners are amazing to work with! With any questions we had, one or both of them would get back to us with in the day! They...
make a great team and know how bring any wedding dream to life! We can't thank them enough! All of our guests still keep complimenting us on how beautiful our wedding was, and we truly could not have done it without the help from Crooked Willow!
It was a perfect wedding at crooked willow! Thank you to Jody and Derek for the awesome venue!
We got married at Crooked Willow in June of 2024. The staff worked tirelessly to prepare us prior to our big day to make sure when the day came, everything ran as smooth as possibl...
e. The property is absolutely stunning. We held out rehearsal dinner, the day of morning preparations, and reception at Crooked Willow. This allowed us to feel comfortable when we were there for our event, like it was home base for those two days. Derek, Jody, and the staff felt like friends by the end of our experience. We are forever thankful to have our once in a lifetime memories at Crooked Willow.
My wedding day at Crooked Willow was absolutely beautiful! Jody, Derek and the crew do a fantastic job keeping the place looking it’s best. And the new ceremony altar is a wonderfu...
l touch. Jody and Derek are great to work with- very kind and flexible to your plans. We also used a few vendors from their “recommended vendors” list and they were wonderful as well. We received so many compliments on how awesome our venue was! Highly recommend Crooked Willow as the place to start your forever!
Crooked Willow was a perfect place for our wedding. All of our guests had so many compliments on the beautiful venue! It was perfect being able to get ready in the suites and socia...
l hour in the barn, not having to leave the property. Jody and Derek were great to work with, answering all my questions leading up to the wedding. Highly recommend Crooked Willow, so many picture perfect locations on site.
Crooked Willow was an amazing place to have our wedding! Derek and Jody were amazing to work with, and answered our questions so quickly. They were able to move our ceremony indoor...
s when the forecast was looking quite rainy and everything was still so so beautiful! We’ve had so many compliments on how pretty our venue was. We cannot recommend Crooked Willow enough!
Our first and only venue toured! The locations, views, people all were above and beyond what we expected when finding a venue. I had so many compliments from my guest on how gorgeo...
us this venue is. Not having to have my guest go from different ceremony to reception locations was my number one request and Crooked Willow did just that. Not to mention the beautiful bridal and grooms suite! Above all, Jody and Derek were so easy to work with and helped make the day go by smoothly. Highly highly recommend choosing Crooked Willow!
Derek and Jody were awesome to work with! They made sure that the day went smooth by having constant communication with us can’t thank them enough for that! The venue is also so go...
rgeous and well kept they do such a good job taking care of their venue. From the moment I saw their add on Facebook to our first tour I knew I wanted my wedding here and I am so glad we did! Thank you!
This venue was so beautiful, Jody and Derek made everything so easy for us and helped out wherever they could! Beautiful, professional and amazing place and staff!
Your search for the perfect wedding venue in the Minnesota lakes area is over!! Crooked Willow is such a unique, rustic and beautiful venue that we’ve gotten continual comments on ...
well after our wedding on!! Derek and Jody were also fantastic to work with! Very responsive to all the emails I sent with questions! The day of our wedding, the weather didn’t quite cooperate and it had rained. Derek came to my bridal suite at 9 am, explained what he could do in the time left before the ceremony. We were so appreciative that he was able to move the ceremony indoors the morning of our big day! We got amazing comments from guests that people almost liked it inside at their dinner tables better, since they could see the ceremony better. The best part about Crooked Willow is you can have all our wedding festivities all in one place!! I could go on and on but bottom line is Crooked Willow and Jody and Derek are absolutely amazing!!
I love this venue so much!!! All the staff were wonderful. I cannot say enough good things about this venue. It’s so incredibly beautiful!!!! You will not be disappointed!
Lovely couple with a lovely venue! I could immediately tell Jody and Derek love what they do and the space they have. We so enjoyed our time at Crooked Willow, from the welcome sig...
ns to the quick responses and generous explanations. Their client portal was super helpful and easy to use and made wedding prep a breeze. The grounds themselves were spectacular and the fall scenery just added to the beauty. Our wedding was beyond delightful and gorgeous thanks to the care and love Jody and Derek put into this place.
This was an absolutely amazing and perfect place to celebrate the most important day of our lives! Derek and Jody were great to work with and helped make our day so special. Commun...
ication was made easy, everything was organized as well which made for no surprises on the day of.
Not only is Crooked Willow an absolutely beautiful location to get married at but they have everything you need onsite to make your wedding day easy and stress free. All my bridesm...
aids loved the large bridal suite and the guys had a blast hanging out in Trappers Lodge. We have had so many guests share how fun and beautiful the property is. Jody and Derek were great to work with through the planning process and were so quick to respond to any questions or concerns.
AMAZING VENUE!!! From the initial tour, meeting Jody and Derek and booking our day to the day of the wedding was the best experience! They got back to our emails and texts in a tim...
ely manner. They made everyone feel welcome and tended to! They joined in on the ceremony and took pictures and videos to share on Facebook right away! LOVE LOVE LOVE them and this venue!!
Crooked Willow was amazing and very accommodating to our wedding day! The Venue is beautiful.
Crooked Willow is the perfect place for a wedding! They have all the amenities you need! We had the most perfect wedding day and we couldn’t have imagined having it anywhere else. ...
They keep the place looking beautiful. They help you with whatever you need to make your day go smoothly. There are many beautiful photo spots and so much character to all the buildings! Highly recommend for anyone wanting a beautiful outdoor (or indoor) wedding or event!
Had our wedding here in April and it was absolutely amazing! Derek and Jody are wonderful to work with. The venue is gorgeous so many different photos opportunities here. Highly re...
commend this venue.
Crooked Willow is an absolutely beautiful venue. You will not regret having your wedding here. Every building is amazing. Their prices are extremely reasonable. They let you bring ...
your own snacks for your guests which a lot of venues do not allow. They also let you bring in your own alcohol to enjoy before the ceremony starts which was very cool. Jodi and Derek are great to work with. They are super kind and just all around awesome people! They are very fast at responding. They are so helpful and will guide you in the right direction if you have questions. We loved working with them!!!!
My wife and I could not have picked a better venue for our wedding day. Crooked Willow is so beautiful and we really enjoyed meeting with Derek prior to the wedding and going throu...
gh our plans and concerns. Derek makes it obvious that he is very passionate about making it a good experience for the bride and groom. The groom and bridal suites are exactly what we were looking for as well. Derek and Jody also had a list of vendors for all of your wedding day needs and had great suggestions on who to go with . Definitely check this place out if you're thinking about getting married in the Alexandria area.
This was an absolutely beautiful venue and the staff were some of the best people that I have worked with. My wife and I had been looking for a small intimate setting for our weddi...
ng and once we saw Crooked Willow we knew we wanted our wedding there. The quick email responses and the cost to value is what makes this place even more special. The pictures on the website are beautiful but really do not do it justice on how beautiful the grounds are. We highly recommend for small or large gatherings, they can do it all.
Derek and Jody were great to work with at Crooked Willow! We toured July 2021, and booked for August 2022. We traveled from Moorhead MN. They are always available for any questions...
by text and email, and having not planned a wedding before, there were lots of questions! We had hoped for an outdoor ceremony, but they were very flexible when the weather did not cooperate, and were able to move everything inside. They have a list of caterers, and other vendor recommendations to choose from local to the Alexandria MN area. The venue space is simple, but beautiful, we did not have to do much as far as decorations. Another thing we appreciated was having the suites for both the bridal party and groomsmen to get ready in on site. These suites are spacious, and and very vendor friendly. My husband and I couldn't have asked for a better day, everything went wonderful. We highly recommend holding your event here!!
Our wedding at Crooked Willow went off without a hitch! Derek and Jody are fantastic to work with and the property is beautiful. Every venue set-up that I have seen has been stunni...
ng and unique. They have great communication on everything that needs to be set up prior to the event date, and were there to answer any questions every step of the way. When our ring bearer lost the sole of his shoe 10 minutes before our ceremony, Derek had the shoe fixed in no time! I recommend Crooked Willow for any event! The large venue made a perfect wedding venue, and the barn is perfect for smaller gatherings. There are also separate cabins for the couple's individual groups to get ready. We were able to use all areas for the day.
Crooked Willow is an absolutely perfect place to get married! The grounds are stunning and there is ample room for your rehearsal, getting ready, ceremony, and reception needs all ...
in one place! Derek and Jody are amazing hosts and were especially responsive to our needs. They worked very hard to make our day amazing! Our guests could not stop raving about how beautiful the venue was and how seamlessly the day was going. We would highly recommend Crooked Willow to any engaged couples looking for a gorgeous place to start their futures together!
-Morgan and Jared (Sartell, MN)
Crooked Willow is a beautiful place to have a wedding. The whole day ran seamlessly and was so perfect. From the bartenders, to Derek and Jody themselves, everyone was so easy to w...
ork with and were there to answer any questions we had. We traveled from Knoxville, TN and we had absolutely no issues planning our wedding with Crooked Willow from so far away. I would definitely recommend choosing Crooked Willow as your venue!
Crooked Willow was the perfect venue for our wedding day! Jody and Derek were so helpful and amazing to work with - they truly made our dream day come to life.
We couldn’t be happier with our choice to have our wedding at Crooked Willow! We toured the venue in June 2021 and got married in June 2022. Derek and Jody were great about answeri...
ng all of our questions and communication from the time we toured this venue to our wedding day! The bridal suite and grooms den were so awesome for getting ready and to hang out with everyone in the wedding! We had our wedding ceremony outside and the reception in the shed and it couldn’t have been more perfect! We did very little decorations, because the venue itself is simply elegant and we received so many compliments on how beautiful it was.
It was a wonderful experience and we had our dream wedding!!
We couldn’t be happier with our choice to have our wedding at Crooked Willow! We toured the venue in January and got married in April. Derek and Jody were great about answering all...
of our questions and communication from the time we toured this venue to our wedding day! The bridal suite and grooms den were perfect for the day of getting ready and was so nice to all be in one place. We had our wedding ceremony and reception in the shed and it was perfect! We did very little decorations, because the venue itself is simply elegant and we received so many compliments on how beautiful it was.
They have a list of caterers to choose from which was great to have a number of different choices. Honestly, so happy we were able to put our wedding together in a few months and have it at Crooked Willow. It was a wonderful experience!
Crooked Willow is absolutely amazing and the most breathtaking place to host a wedding. On top of the beautiful location and facilities on the property, the owners, Derek and Jody,...
are wonderful. Not only did they have great communication and always respond immediately, but they also ensured our day flowed smoothly and effortlessly. They were on hand the entire day. Jorg and I are so very happy with our choice to host our reception at Crooked Willow. The outside of the beautiful red barn is so picturesque, but it doesn’t compare to the exquisiteness of the inside of the barn. Our guests were so happy with the location and venue, too. Thank you, Derek and Jody!!
Contact
11181 County Road 82 SE, Osakis, MN
