Getting down on one knee and popping the question requires thoughtful planning. You’re probably already wrapping your head around the ring, photography, what you’re going to do the day of and what you’re going to say. While we can’t tell you how to plan every detail of the proposal, we can certainly give you some advice on the best places to ask the big question.

With the holidays around the corner, it is the perfect time of year to propose. It’s the season of giving, and all the holiday décor adds a touch of excitement to the air. And if you’re anticipating spending the holidays with family, you can ensure loved ones are in on the surprise, too. If you still aren’t sure where or how to propose this holiday season, use our guide to help plan a proposal you’ll both never forget.

New York City, New York

Everyone loves New York City, especially around the holidays. If you’re planning on proposing, then this city is probably already on your list of potential destinations. And because you’re proposing during the holidays, a blanket of snow may even cover the city, making it look simply perfect. From Rockefeller Center to Central Park, there are a myriad of places you can go to pop the question.

Washington Square Park – This iconic park in Greenwich Village is a beautiful place to propose. From the iconic arch to the beautiful fountain, the park will provide a postcard-like backdrop, especially when covered in snow.

Jane’s Carousel – Day or night, Jane’s Carousel is a major highlight of the beautiful Brooklyn Bridge Park. Whether you’re a kid at heart or a lover of nostalgia, Jane’s Carousel is the perfect backdrop for your proposal. If you want to take it to the next level, you can schedule a private photo shoot to make your proposal picture-perfect.

Rockefeller Center – From ice skating beneath the famous Rockefeller Christmas tree to seeing incredible views of the city from the Top of the Rock, there is no shortage of places where you can propose.

Wollman Rink – More spacious than The Rink at Rockefeller Center, Wollman Rink provides a romantic space in the heart of Central Park. Propose from the ice rink while surrounded by beautiful natural and metropolitan landscapes.

Brooklyn Heights Promenade – Featured in movies, television shows and musicals, the beautiful Brooklyn Heights Promenade puts the Manhattan skyline and the Brooklyn Bridge right in front of you. It’s a pristine visual that you and your loved one will adore as you reach for the ring.

The High Line – If you’re a couple who loves artistic expression, the High Line is the perfect place to propose. This beautiful urban garden boasts multiple views of the city and is a popular destination for proposals and even wedding ceremonies.

Seattle, Washington

If you’re an adventurous duo or the outdoorsy type, Seattle, Washington has everything you need to pop the question. With iconic destinations, beautiful natural surroundings and metropolitan views, Seattle provides various settings where you can get down on one knee. Spend a day hiking at a nearby national park or immersing yourself in the city, and then propose after an incredibly memorable day.

Space Needle – Boasting a view 605 feet up, the Space Needle overlooks the striking city of Seattle. Take in the 360° view right before you propose. 

Kerry Park – See the entire Seattle skyline and even Mt. Rainer from Kerry Park. Get there at night when the city lights ups. Once you arrive, all that’s left to do is ask.

Olympic Sculpture Park – Home to a variety of modern art installations, this outdoor extension of the Seattle Art Museum is a visual feast for the eyes. The outdoor park is a popular wedding destination and a great place to propose.

Bloedel Reserve – The Bloedel Reserve provides a beautiful natural landscape that has earned it plenty of accolades. This escape from the metropolitan views of Seattle creates a fairytale-like setting where you can start your storybook romance.

Seattle Great Wheel – This massive Ferris wheel and its pier location create a romantic setting, especially at night when it’s all lit up. See the light show from the pier or head to the top of the wheel and pop the question.

Park City, Utah

Small town vibes and beautiful, snow-capped mountains await you and your beloved in Park City, Utah. The winter snow, ski slopes and natural beauty provide a setting where you can achieve a memorable proposal. Whether it be after a day of skiing, on a horse-drawn sled or as you walk through town, a Park City proposal will be wholly memorable.

Main Street – Park City’s historic Main Street offers a small-town vibe worthy of your favorite Hallmark movie. Its unique charm blends perfectly with the beautiful, natural surroundings of Utah. Enjoy the snow-covered city square as you get down on one knee and pop the question. 

Park City Mountain – Before asking your loved one to marry you, spend a day on the slopes of Park City Mountain. End your day on the mountain warming up near a fireplace, a cozy and romantic spot to propose.

Utah Olympic Park – While not the most obvious destination, the Olympic Park provides a memorable experience that will make your partner’s day. If you’re a couple who loves the Olympics or sports in general, you can use the facilities for a day of skiing, ski jumps, bobsledding and even curling. End the day with the biggest adventure of all when you become engaged. 

Chicago, Illinois

Chicago becomes a beautiful snow-covered metropolis during the holidays, practically turning into a real-life snow globe. Of all the cities, Chicago has a wonderful balance of individual character and holiday décor during the winter season. From the beautiful forest preserves just outside the city to the wondrous Millennium Park, there are a series of beautiful backdrops you can use as you ask the big question.

Millennium Park – Home to beautiful art exhibitions, an ice rink and city views, Millennium Park provides that picturesque place to propose. With your engagement lining up with the holidays, the park will be especially festive and will make the moment even more memorable. 

Shedd Aquarium – Lovers of animals and the sea will adore a proposal at Shedd Aquarium. From whales and octopi to extraordinary sea creatures, the aquarium will take your partner to an underwater world, making the proposal a breathtaking experience.

Buckingham Fountain – A Chicago landmark, Buckingham Fountain is a beautiful setting perfect for a proposal. During the day, the waters and city skyline are an ideal backdrop, but the fountain shows its true colors at night as it lights up with the city skyline.

Maggie Daley Park Skating Ribbon – A unique outdoor skating rink with twice the length to skate, the Maggie Daley Park Skating Ribbon is a great place to propose. After a few laps through the ribbon, pop the question amid a beautiful landscape of city buildings, trees and art installations.

Chicago Theater – Neon lit and iconic, the Chicago Theater is a beautiful landmark hidden within the city. Plan to attend a concert or a memorable show. Afterward, ask the big question.

San Francisco, California

The City by the Bay is a perfect place for your proposal. With iconic destinations such as the Golden Gate Bridge or the natural beauty of Muir Woods National Monument, there are plenty of places to start your engagement. Fill your day with wine tours, indulgent desserts or even a boat ride on the water before visiting a beautiful location and proposing. If you’re the type of couple who likes to break free from the normal routine and immerse yourself in a brand-new city, then San Francisco is what you’re looking for.

Golden Gate Bridge – Beautiful and iconic, the Golden Gate Bridge is a great setting for you to sightsee and propose. The famous structure will become a memorable setting long after your wedding day. Return to the bridge on an anniversary and fondly look back at how far you two have come.  

Baker Beach – Baker Beach features a great view of the Golden Gate Bridge. While you may need to bundle up in the winter chill, the beach is still a welcoming setting where you can ask the big question.

Golden Gate Park – A mix of beautiful greenery and architecture awaits at San Francisco’s urban park, Golden Gate Park. Coordinate your visit with the annual holiday tree lighting and immerse yourself in the holiday décor and design of San Francisco.

Telegraph Hill – Home to colorful parrots and the beautiful Coit Tower, Telegraph Hill overlooks the city as one of its seven hills. Make your way to the top and take in the beauty of San Francisco before pulling out the ring.

Now that you’ve got some ideas, you can start planning your proposal. Visit Vacations by Marriott to help make the travel details a little bit easier.