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Historic Accommodations

The Perfect Getaway in Virginia Wine Country

Caught somewhere between a traditional Charlottesville, VA bed and breakfast and a country inn, Prospect Hill has an intimate, yet grand feel… reminiscent of the graceful country-style inns of yesteryear.

Make your stay in the Charlottesville area truly memorable… our charming Country Inn boasts 12 uniquely-appointed rooms and cottages (circa 1699 – 1890) yet is located just 4 miles from Interstate-64 and fifteen minutes to Charlottesville. Further customize your escape with one of our special offers, exclusive packages, or add-on enhancements.

Luxe Amenities

Historic Rooms & Cottages
Private Luxury Bathrooms
Gourmet Breakfasts

Chocolate dipped strawberries on a plate

Enhance Your Stay

Whether you desire relaxation, adventure or romance, we’ve created a variety of specials and packages to make your visit extra-special.

Breakfast Dining

Enjoy our gourmet breakfast in our private dining room, or for a small fee feast on your breakfast in your room!

premium party venue

Celebrate Love

Choose the inherent beauty and historic setting of Prospect Hill for your wedding, and you’ll have exclusive use of the entire property!

Front facade of Thomas Jefferson house

Uncover History

Stakeout Charlottesville to explore our nation’s past, home to three Presidents.

Explore our Authentic Virginia Farm

Romantic Charlottesville Inn

Welcome to Prospect Hill, once an authentic 18th-century wheat farm, long-since transformed into a premier Charlottesville, Virginia-area bed and breakfast. Nestled on 40 pastoral acres in the shadow of the Blue Ridge Mountains, we offer 12 historic rooms and cottages (circa 1699 – 1850) for your relaxing getaway.

We are the oldest continually-operated, frame-house Virginia inn. Whether you’re looking for a relaxing romantic getaway, a weekend steeped in history, or the ultimate wine country experience, you’ll find your perfect accommodation at Prospect Hill.

Charlottesville Vacation Packages & Specials

Plan Your Perfect Virginia Getaway
Wine-Lover’s Package

Three wines from our most popular Virginia wineries in your cottage upon arrival.

Breakfast In Bed

Wake up slowly, as Chef’s hearty, gourmet breakfast is delivered right to your room or cottage.

Bouquet of Flowers

A beautiful assortment of colorful, seasonal flowers in a pottery or glass vase.

Coffee Lover’s Delight

One pound of locally-roasted, custom-blend, fair trade coffee and two signature Prospect Hill hand-thrown pottery mugs.

In-Room Massage

A luxurious, relaxing deep-tissue massage by a licensed massage therapist, all in the privacy of your room or cottage.

See What Our Guests Are Saying

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Bill Dismore profile picture
Bill Dismore
3 October 2026
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What a wonderful, historical place to stay. The service, staff and food are excellent. Beautiful setting on 42 acres in the Blue Ridge foothills. We stayed two nights and can't wait to come back! Proprietors Jim and T. have created a wonderful Inn. If my wife and I were getting married all over again, this is the place we would choose.
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Jeff Behneke profile picture
Jeff Behneke
30 September 2026
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I highly recommend Prospect Hill if you are looking for the perfect getaway. From booking through checkout, the experience was flawless. T and Jim are incredible hosts, with focus on every detail to create a relaxing and romantic environment. Jim’s culinary skills and T’s amazing hospitality are the perfect combination for creating an unforgettable bed and breakfast experience!
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Carrie McCarthy profile picture
Carrie McCarthy
28 September 2026
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Prospect Inn was the perfect place for a nice, quiet getaway away. We stayed in the summer cottage which was so warm, inviting, and comfortable. The grounds were beautiful and well maintained. We walked the nature trail and took in a nice clear evening at the fire pit. T and Jim were very friendly and welcoming. We'll absolutely be back.
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Helen Hardiman profile picture
Helen Hardiman
23 September 2026
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Truly magical experience! The property is so charming and relaxing, my mom and daughter did not want to leave. T and Jim are the consummate hosts - friendly, attentive, and genuine. Jim’s food was all delicious for us vegetarians. The lodging was so special - historic but with modern amenities. Already planning our return!
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Melissa profile picture
Melissa
22 September 2026
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Service was unmatched! I felt like I was among family and friends ❤️ It was a wonderful stay!
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Kristie Jackson profile picture
Kristie Jackson
22 September 2026
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Beautiful place. Staff are so very attentive. We were treated like royalty. Definitely will be planning to return.
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Jo Jenkins profile picture
Jo Jenkins
12 September 2026
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We had another wonderful stay at Prospect Hill. We love staying here. I would give 10 stars. This was our 6th or 7th time at Prospect Hill. We absolutely love staying there. Jim and T are wonderful. We always travel with our dogs and the inn is very pet friendly. Breakfast delivered to our cottage was delicious. The atmosphere wonderful. It's a very romantic getaway. We always feel so relaxed when there. A 5* experience. Another wonderful trip. We stayed 8/31 till 9/4/25. Everything was wonderful as always. Already planning our next trip We stayed 9/6 - 9/10/26. We absolutely love Prospect Hill. Always have a great stay. T and Jim are great hosts, breakfast was amazing as always.

Owner's reply
Jo, thank you so much for your wonderful review, and continuing to choose Prospect Hill for your stay! We are very happy to hear that you and your dogs had a great time. Thank you, and we can't wait to see you again!
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Shareen Rahman profile picture
Shareen Rahman
9 September 2026
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Absolutely beautiful and picturesque property. We especially loved discovering the little wildflower patch—it felt like our own hidden gem. We were ready to check out after breakfast, but after sitting outside and enjoying the peaceful surroundings, we decided to stay one more night! The property is wonderfully quiet and relaxing, making it a perfect getaway. Our hosts were incredibly kind and welcoming, We had such a lovely stay and would happily return!
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sherman boss profile picture
sherman boss
31 August 2026
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Prospect Hill delivered one of the most memorable stays I’ve had in Virginia. From the moment we arrived, “T” and James welcomed us with the kind of hospitality you rarely find anymore, warm, genuine, and clearly rooted in pride for both the property and the guests who pass through it. The grounds have a peacefulness that stays with you long after you leave. Early mornings walking the paths, you can feel the history in the trees, the quiet corners of the estate, and the thoughtful care that keeps this place so beautifully preserved. Our room was cozy and inviting, prepared with attention to detail and that perfect blend of historic charm and modern comfort. Breakfast was exceptional, fresh, beautifully prepared, and served with the kind of kindness that makes you feel like family. Every interaction, whether with “T” or the rest of the team, reinforced the same impression: these are people who care deeply about what they do, and it shows in every part of the experience. Prospect Hill isn’t just a place to stay. It’s a place where true hospitality is still practiced the right way, with heart, pride, and a sense of welcome that’s hard to find. I’d recommend it without hesitation.
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Mike Kaiser profile picture
Mike Kaiser
24 August 2026
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This is a wonderful place full of surprises. Historic Inn with a staff and owners who put their hearts into making sure each and every guest is happy. We will be going back.

Owner's reply
Thank you for such a lovely review, Mike! We're so glad to hear that you enjoyed your stay with us and we hope to see you again!
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