Engagement ring

Tips for a Fall Proposal

Fall Proposal Tips

Asking your partner to marry you is both a thrilling and nerve-wracking experience. If you’re thinking fall is the right season to ask, then keep reading for help in planning your life-changing moment.

Fall Proposal Ideas

Fall is a magical season, and there are plenty of ways to create a spectacular, unforgettable proposal. Here are some ideas to help you plan an amazing moment.

Picnic Proposal in the Park:

  • Grab a cozy blanket and pack a basket with wine and your loved one’s favorite foods for a picnic in the park. Cooler fall weather makes it a perfect season to enjoy the weather.
  • Ask a professional or close friend to hide to take pictures.
  • Quote a favorite poem or write out what you’d like to say to your loved one to pop the question.

Winery Tour:

  • Romance is in the air at vineyards in the fall.
  • Grapes get harvested in the fall, so it’s an ideal time to plan a tour.
  • Book ahead of time so you can choose the date that you want to propose.
  • Enjoy delicious flights of wine before you stroll around the vineyard.
  • Popping the question during a romantic sunset would make some amazing pictures.

Carriage Ride:

  • Cities often have carriage rides, and they set a romantic scene perfect for a proposal.
  • Bring a cozy blanket, snuggle in the carriage ride through town and ask for your partner’s hand at the perfect moment.
  • Carriage ride proposals create fairytale-like photos.

Apple Orchard/Pumpkin Patch:

  • Fall is the apple- and pumpkin-picking season, so it would make a picturesque backdrop for a proposal.
  • You could bring a picnic basket to the orchard for a romantic proposal.
  • Scout out the place ahead of time to find the perfect spot for your big moment.

Planning the Perfect Engagement Ring

Along with planning a memorable proposal moment, you’ll need to pick out a perfect engagement ring. Luckily, you can shop online for options, and even create a perfect custom ring. Here are some helpful considerations to keep in mind:

  • Observe your loved one’s personal style–do they wear simple jewelry or more extravagant pieces? Do they like a lot of sparkle or prefer a non-traditional look?
  • What types of metals do they wear most often? If you’re looking for a hypoallergenic option with a classic, sophisticated look, then platinum is an ideal choice. It’s perfect for men and women with sensitive skin, and it’s a durable, strong metal.
  • Browse preset and custom engagement ring options. Companies like withclarity.com allow you to create a custom ring. With Clarity expert designers and gemologists blend art, science and technology to bring you the perfect engagement ring. We take any sketch, image, or sample and bring it to life with 3D computer models, 3D printed wax renders, and our eco-friendly gold and platinum metals.
  • Consider a non-traditional, unique engagement ring. Moissanite and colorful gemstones such as ruby, sapphires, and tanzanite make spectacular center stones.
  • Figure out the right ring size–there are plenty of creative and not-so creative ways:
    • Measure another ring that fits the same finger: Take one of your other rings and compare it to the size chart below to find the approximate fit.
    • Use string or dental floss: Take a piece of string or floss and wrap it around your finger (but not too tight). Mark the place where the string or floss meets and measure against the With Clarity size guide to get the approximate size.
    • Head into a local jewelry store: Ring sizing is typically free, so there’s no need to feel pressure to buy anything. It’s very common to pop in, get your finger measured with a mandrel in-store, and then finish buying your engagement ring and/or wedding band online.
  • An engagement ring is a big purchase, so research the warranty, reputation of the company and the exchange/refund policy.

Helpful Hints

A proposal is a life-changing moment, so we compiled some helpful hints.

  • Timing is everything: pick a good moment for both of you. Proposing earlier in the day will help your nerves.
  • Ask friends/family for help: They can help with the engagement ring, the proposal brainstorming and pulling off an unforgettable moment.
  • Make a plan for pictures: hire a photographer or ask a friend/family member to capture the moment.
  • Make sure you’re both on the same page: While it’s fun to have a surprise proposal, you don’t want that moment to be the first time marriage has been discussed in your relationship. Consider where each of you are in life in terms of age, career, life plan, mental health, stress-level, etc.


  • How long should you date before proposing? Every couple is different based on circumstances and age, so there’s not a standard amount of time to date before proposing. An average amount of time is one to three years.
  • What to say before proposing? Speak from the heart and go with the flow of the moment. You can talk about your future together, your path to this proposal, what you love most about them and you can always write down some ideas to help you prepare for the big moment.
  • Do I need to ask her dad before proposing? It’s thought of as old fashioned, but it’s still preferred to discuss your intention of marriage with someone in your partner’s immediate family. It doesn’t have to be the father.
  • What is the most popular engagement ring style in 2022? Pear, oval and emerald-cut diamond engagement rings are popular. Classic round solitaire engagement rings continue to be popular as well.