A Romantic Proposal in Virginia at Prospect Hill Inn

Proposing marriage can be unsettling, even worrisome… we get it!

You’re trying to decide how to plan the perfect proposal in Virginia and ask one of the most important questions of your life, yet do it in a romantic and creative (and maybe even photogenic) way. Between Pinterest and Hollywood, you’ve seen so many options, it’s easy to get confused. Do you choose simple and sincere, “Will you marry me… because…” (Love Story); or over-the-top extravagant, such as renting-out Tiffany’s and offering any ring in the store (Sweet Home Alabama); Do you run through the streets saying, “You want the rest of your life to start as soon as possible” (When Harry Met Sally), or do you simply hide a ring in your cargo shorts and propose while sorting laundry (He’s Just Not That Into You)?

Whatever the case, just know the best proposal idea is the one that captures the essence of YOUR relationship.

We have a few suggestions as you plan your proposal…

Consider a “Proposal Night” or a “Proposal Weekend” with a stay at Prospect Hill Inn. Our 40 acre estate is brimming with history and romance (and stunning, photogenic backdrops, too)! Most of our 13 guest accommodations are stand-alone private cottages (ie. social distancing in style), with hot tubs, and romance, and fireplaces, and romance, and breakfast-in-bed, and wine, and did we say… romance? Our 40 acres of jaw-dropping grounds have rolling meadows, outdoor firepits, and nature trails; Our animals (including horses, alpacas, chickens, dogs & cats) love to photobomb our guests’ pics; Our attitude is… whatever you want to accomplish, we’ll do our best to make it happen! Throw in a dozen roses, or a wine sampler, or a cheese tray, or chocolate dipped strawberries… well, you get the idea!

There are hundreds of locations at Prospect Hill where you could actually “pop the question,” but our favorites include… Barefoot in the grass… Under our traditional wedding gazebo… Beneath the canopy of our historic tree garden… In front of our rustic barns… Beside the pastures (with alpacas & horses watching curiously)… Before the Parlor fireplace… and in the historic Rose Room (which hosted its first wedding in 1865)!

Romantic couple walking through woods with black dog

Or maybe you want your proposal to involve Charlottesville a bit more (it is, after all, one of the top five destination wedding locations in America)! No problem there… how about along the Saunders-Monticello Trail… On a pontoon boat over Lake Anna… Or perhaps in front of St. John’s Chapel (the cutest little church ever… see it here); Maybe you want the proposal on the marquee of the Paramount Theatre… Or over a romantic dinner at “Tavern on the Rail” (our restaurant is still temporarily closed)… How about along the Rivanna River in downtown C’ville?

One last idea for a romantic proposal in Virginia… how about we deliver breakfast-in-bed and when the plate is uncovered… Voila… there’s the ring!

Just don’t do this during your proposal…

Your options for a romantic proposal are truly endless at Prospect Hill… well, with one exception.

You can’t come to our inn with plans to propose to your “special someone”, and propose to the innkeeper instead (like Declan and Anna in Leap Year)… ‘cause we’re already married to each other!

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