Oatmeal Raisin Sandwich Cookies


I think sandwich cookies might be the next cupcake for me.  I mean, of course nothing can replace the cuteness that is cupcakes, but I do think there are a lot of fun cookie/filling combos that you could come up with, and there are lots I want to try.  This is one of the recipes that I have had bookmarked longer than any other, so I decided it was finally time to try them.  Unfortunately, the first attempt was a total bust.  Not because of me – just not a good recipe.  The cookies spread out so much it was unbelievable, they were very soft, and they didn’t even taste that great.  I decided to try again the following week with my tried and true oatmeal raisin cookie recipe and the results were MUCH better.  

I was slightly worried that these would be too chewy with two oatmeal cookies involved, but the filling seemed to soften them up once assembled so that they had the perfect texture – still chewy, but also really nice and soft.  In fact, the texture was incredibly similar to Little Debbie oatmeal sandwich cookies.  Yum!  The filling is delicious as well.  The honey was just the right addition to the cream cheese filling.  You could actually taste the honey and it contributed just the right amount of sweetness without being overwhelming.  

Recipe Rewind: tried and true favorites I’ve made recently
Buttermilk Honey Bread 

Oatmeal Raisin Sandwich Cookies
1 batch oatmeal raisin cookies* (this will make more cookies than the amount of filling, so either make more filling or just have some extra non-sandwiched cookies left over)

*Note – I like to use a cookie dough scoop when making sandwich cookies to ensure as much as possible that the cookies are similar in size.

For the filling:
12 oz. cream cheese, at room temperature
1/2 cup honey
1/2 tsp. vanilla extract

To make the filling, combine the cream cheese, honey and vanilla extract in the bowl of a stand mixer fitted with the paddle attachment.  Mix on medium-high speed until completely smooth.

Once cookies are completely cooled, match them up in pairs according to size. Lay one cookie of each pair face down, so that the flat side is up.  Using a pastry bag fitted with a large round tip, pipe a swirl of cream cheese filling onto the the flat side of each cookie. (Alternatively, just spread a layer of filling on each cookie with a knife.  The edges won’t look quite as nice, but they will still taste great.)  Top with the other cookie from each pair so that the flat side is on the filling and press down slightly so that the filling is pushed to the edges.  Chill in the refrigerator at least 30 minutes before serving.  Store in an airtight container in the refrigerator. 

Source: cookies from Annie’s Eats, filling adapted from Baking Bites

16 Responses

  1. LOOOOVE sandwich cookies with creamy filling!!

  2. Sandwich cookies are quickly becoming my new favorite thing to bake too! I’ve actually got some orange-vanilla cookies with orange cream cheese frosting in the works right now! These cookies look great 🙂

  3. These look great! Oatmeal raisin cookies are my favorite type of cookie and I have a secret weakness for Little Debbie Oatmeal Cream Pies. This looks like the best of both worlds! Thanks for sharing.

  4. Ooo, I love oatmeal cookies! And the cream cheese filling just makes them that much better. Wonderful recipe.

  5. those look great! I’m not a huge fan of raisin cookies but I may have to try them!

  6. Sandwich cookies are totally my favorite too! I want to make them all the time! These look fantastic!

  7. My dad’s favorite cookies are oatmeal raisin cookies so I think I might make these for his birthday! Thanks for sharing )

  8. I love oatmeal cookies! And as a sandwich cookie…awesome! A recipe I tried before called for a large marshmallow pressed between two cookies to be the filling. Worked pretty good.

  9. What could I use as a substitution for the honey?

    These look great!

    • Hi Sarah,
      If you don’t want to use the honey, I suppose you could just make a regular cream cheese frosting for the filling. It may be a bit too sweet though, that is one of the advantages of using honey as the sweetener instead of powdered sugar. But that’s my best suggestion!
      🙂 Annie

  10. Little Debbie oatmeal cream pies were a childhood FAV! I love to sandwich cookies as an adult still! great recipe!! 🙂

  11. These look great! I bet the cream cheese is superb with the oatmeal raisin.

  12. Just made these! Thanks, Annie!!

  13. These were delicious and very easy. 🙂 One question — how did you get your cookies to be so uniform in shape and size? I used a cookie scoop, and yet I still had cookies that were oddly shaped. Many of them were oval — weird.

  14. I ‘ve found a new sweetening idea! Try some Mrs Butterworths or another favorite syrup and try it by one teasp. at a time with the cr.cheese and confectioners sugar till you are satisfied with the flavor. I especially like my Carolina Cinnamon syrup so far. Another I plan to try is Vermont-pure-maple syrup.

  15. Made these a couple of weeks ago and my husband devoured them! He is usually not a sweets person, but he absolutely loved these cookies. The filling was his favorite part. Amazing recipe and definitely a keeper!! Thank you!

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