2pounds butternut squash(you can buy this already cut for you in the produce department)
3tablespoonsextra virgin olive oil
1teaspoonsalt
½teaspoonfresh cracked black pepper
½teaspoonLawry's garlic salt with parsley
For the Potatoes
5poundsbaby red potatoescut into fourths (I left the skin on)
5tablespoonsbutter
2teaspoonssalt
1teaspoonpepper
½teaspoonLawry's garlic salt with parsley
1 ½cupsmilk
For the Soup
3tablespoonsextra virgin olive oil
1bunch of celerydiced
4large carrotspeeled and diced
1medium fennel bulbthinly sliced (optional, but so good)
1large oniondiced
1large red bell pepperdiced
4ouncesdiced pancetta
4tablespoonsflour
½teaspoonsalt
42ounceschicken broth(I used 3 14-ounce cans)
1cupshredded asiago cheeseyou can also use parmesan
1½-2½cupsmilk
Instructions
Preheat oven to 350 degrees F. Place butternut squash onto a large rimmed baking sheet. Drizzle with olive oil and season with salt, pepper and garlic salt. Use hands to coat all ingredients together. Bake for 30-35 minutes or until golden and fork tender. Remove.
Place potatoes into a large pot of water and bring to a boil. Boil for 10-12 minutes or until fork tender. Remove and transfer to a stand or electric mixer. Mix on slow until smashed, then add butter, salt, pepper, garlic salt and milk.
Place olive oil into a large dutch oven over medium high heat. Add in celery, carrots, fennel, onion and red bell pepper. Add pancetta to vegetables as well. Cook and stir occasionally for about 10 minutes, until vegetables are softened and pancetta is browned.
Sprinkle in flour and stir, will be thick. Slowly add in chicken broth and increase heat slightly; cook until hot and thickened, about 5-7 minutes. Reduce heat and stir in mashed potatoes in batches. Stir in Asiago cheese until melted. At this point add additional milk until it is your desired consistency. I like my soup pretty thick, so I add less milk, but it is completely up to you. Right before serving, stir in roasted butternut squash. Enjoy.