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Best Fall Proposal Spots

October 26th, 2021

Best Fall Proposal Spots

When is the Best Time to Propose?

Fall is the perfect time of year to pop the question! The beautiful fall colors and cool temperature makes a beautiful outdoors setting for a romantic proposal. James & Sons is here to help you on your proposal journey, so that you are feeling confident when the time comes. First, head over to one of our jewelry stores in Chicago, Orland Park, or Schererville to find the ring of your significant other’s dreams. Next, choose one of our recommended proposal spots (or another one of your choice!). Then plan a date with your significant other and propose with a lovely James & Sons Fine Jewelers engagement ring.

Where is the Best Place to Propose During Fall?

There are so many great spots to get down on one knee and ask the love of your life to marry you! We’ve picked two of our favorites for a beautiful fall proposal in the Chicagoland area.

First up is County Line Orchard located in Hobart, IN. County Line has so many great attractions that have perfect settings for picture worthy proposal! Apple picking, pumpkin house, sunflower garden and more.

Our other favorite proposal spot this fall is in Lake Zurich, IL at the Jack O’Lantern World! Walk through thousands of hand carved jack o’lanterns. Experience this one of a kind whimsical celebration of art, nature, & fall.

When Should I Buy an Engagement Ring?

We recommend you start shopping for an engagement ring 4-6 weeks before the day you plan to propose. While we have plenty of diamond rings ready for purchase, any special orders can take up to 4-5 weeks. A good time to buy is at The Perfect Proposal Engagement Ring Event October 26th-31st. This is our largest engagement ring event ever with over 2,000 rings on display. Learn more about our engagement ring event here.


Once you do propose, be sure to share your beautiful fall engagement pictures with us! We’d love to show you off on our social media accounts. Thank you for choosing James & Sons Fine Jewelers for your engagement ring purchase!