Chester Inn

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Spring has Sprung at Chester

Looking for a romantic Virginia bed and breakfast getaway to relieve your cabin fever? Visit Chester Bed and Breakfast in Scottsville and discover why it is the perfect ‘Spring Break’ for any single, couple or family looking for a weekend getaway or extended stay near Charlottesville.

Spring at Chester Bed and Breakfast in CharlottesvilleDiscover carefully curated landscaping that showcases spring’s natural beauty. Enjoy the outdoors from our historic bed and breakfast’s porch with your morning coffee, take a walk around the property, have a picnic on the lawn, or read a book by the koi pond. Chester abounds in beautiful landscaping to enjoy, while our location outside of Charlottesville offers a secluded and quite feeling, while being right beside downtown Scottsville, and only 20 minutes from all Charlottesville has to offer.

Discover spring events and activities in the surrounding area. Scottsville is the ideal location for any spring activity, including hiking, biking, fishing, and canoeing and kayaking! Visit James River Reeling and Rafting just down the road for tubing trips and kayak rentals. Additionally, check out our Plan Your Stay page for links and resourced to all sorts of local events and activities.

Discover spring specials and planned activities. Chester Bed and Breakfast regularly offers specials and can help you plan your perfect getaway. View our seasonal Specials to see what is happening at Chester this spring, or call us to discuss specially planned dining or having wine delivered to your room for an evening beside your own cozy fireplace. We can also help you plan wine tours to the surrounding wine country, suggest local hiking trips, and much more!

A Virginian spring has so much to offer, and Chester Bed and Breakfast helps you take advantage of it all conveniently and easily. From wineries to hiking to kayaking on the James, don’t forget to stay at Chester when planning your next Charlottesville spring getaway!

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Valentines Weekend at Chester

Looking for a place to get away from it all with your special someone? Look no further. Chester is an intimate and private getaway where you can focus on each other. Our warm and welcoming rooms have beautiful four-poster beds, cozy chairs, luxurious linens, oriental rugs, and private baths. Gourmet breakfasts are served at your own fireside table each morning, and our arboretum grounds are the perfect place for a morning walk with a hot cup of coffee.

Charlottesville b&b valentines dayVenture just down the road to explore our local brewery, have a casual Italian bite, or walk the levy by the great horseshoe bend of the James River. Plan a visit to the many local vineyards that surround the inn, or head into Charlottesville for five-star dining and wonderful shopping. Zip up to Wintergreen for some seasonal skiing or snowboarding. Whether you stay in bed all weekend or explore all the things that our area has to offer, you’ll definitely feel like you’ve gotten away from it all!

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Autumn Vacations

We all know about the typical Summer Vacation; going to the beach or the lake with family, roadtrips, camping, theme parks, everyone has their own tradition. But after the summer is over, don’t think that vacationing has to come to an end! Here at Chester Bed and Breakfast, autumn and winter are some of the best times for a full vacation or mini getaway, and we can show you why!

Weather: The weather through September, October, and early November can still be beautiful. The crisp air is perfect for hiking, sightseeing, reading on the porch, walking downtown and shopping, playing yard games, and more! Even in late November and December, when it gets cold, what is better than sitting in front of a crackling fire and sipping wine? Chester bed and breakfast in Charlottesville fireplace

Location: Since we are located just outside of Charlottesville, Chester Bed and Breakfast makes an ideal weekend getaway in the fall or winter. We are close enough to be close to town and attractions, but far enough from Charlottesville to feel like you have gotten away from it all.

We have some of Charlottesville’s best wineries within a 15-minute drive, and most of the Monticello Wine trail just a little further.

Shenandoah National Park is just on the other side of Charlottesville and during the fall is one of Virginia’s most scenic drives! The cool and crisp air of fall and winter makes overlooks and views more clear and spectacular than during the summer.

Timing: With students back to school, autumn is an ideal time to visit landmarks, take tours, do some sightseeing, or take a stroll downtown. There will be less crowds, less traffic, and some attractions even offer “off-season” discounts or reduced prices for people visiting during the fall and winter months.

Virginia also offers some of the best in fall foliage, which makes autumn timed vacations extra special because of extra special scenery. Visiting historic homes, picnics, hiking, and even just driving becomes more pleasant as the fall colors come in.

These are just some of the many reasons to take an autumn or winter vacation and Chester Bed and Breakfast is the ideal place to stay! Nestled in the quiet, quaint part of Albemarle County, Chester Bed and Breakfast is perfect for a relaxing autumn or winter getaway. Be sure to call and ask about our Fall and Holiday Specials, and book your room now for the upcoming season.

Chester Bed and Breakfast in Charlottesville, Va in Winter





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Mustangs in Scottsville

Legacy Mustang Preservation in Scottsville VA

Wild horses in Scottsville? Most people aren’t aware of the American Mustang sanctuary in Scottsville, VA, which is a short country drive from Charlottesville.

With a 250-acre sanctuary, Legacy Mustang Preservation is on a mission to provide a nurturing environment for the American Mustang. Their efforts promote the understanding, appreciation, and adoption of the unique American breed and promotes specialized training that focuses on the needs of the wild horse.

Located just over the James river in the scenic Albemarle/Fluvanna countryside, and less than a 10-minute drive from Chester Bed & Breakfast, the preservation can be visited and frequently hosts promotional events at the sanctuary.

Coming up soon in September is their Hoofing it with the Herd 5k Walk & Run. Which will take place on the beautiful 250-acre preservation and is a family friendly event, after the race there will be food, music, and a “meet the mustangs tour”!

They also host a yearly Mustangs Helping Mustangs car show benefit at the sanctuary that promotes the love of both Wheeled and Hooved Mustangs!

Support of the preservation can also be found in donations and volunteering,  and promotional events are frequently held at Scottsville businesses, such as a recent Community Tap Night hosted by the local James River Brewery.

Albemarle county is known for its love of horses and the sanctuary embodies this love of riding and caring for our equine friends. During your next stay at Chester Bed & Breakfast don’t miss a visit to this hidden gem of Albemarle, or many of the other local businesses in beautiful Scottsville!

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Summer in Charlottesville and Scottsville

Bed and Breakfast Charlottesville

With music events and concerts, festivals and fairs, and entertainment and nightly happenings, summer is one of the best times to enjoy Charlottesville, the Blue Ridge and all of beautiful Albemarle county! Whether it is for an overnight trip, a weekend getaway, or a week-long vacation, Charlottesville offers some of the best entertainment for Virginia summers.

Beat the heat by taking a shady hike in Shenandoah National Park, or visiting a local swimming hole, like our favorite Crabtree Falls. Get to know the local history by visiting Thomas Jefferson’s Monticello, James Monroe’s Ash-Lawn Highland, or the Albemarle Historical Society, which has over 1500 artifacts of Charlottesville history. Bring the kids along and enjoy family-friendly museums, activities and festivals all summer long! Like the Virginia Discovery MuseumAlbemarle County Fair, Carter Mountain Orchard’s Peach Festival, and Monticello’s Heritage Harvest Festival, just to name a few. Enjoy arts and culture at the Fralin Museum of Art and the 24 hour IX Art Park.

That’s just a handful of the parks, museums, and festivals that Charlottesville offers. There is so much to do in Albemarle, the hard part will be fitting it all into your summer!


Don’t Forget Scottsville!

But along with bustling Charlottesville, don’t forget the perfect place to take a weekend getaway is right here in scenic Scottsville! Our own Chester Inn is less than a mile from beautiful downtown Scottsville and the James River. For history buffs, look no further than the Scottsville Museum and take a walk through the Historic District to enjoy almost one hundred old buildings, homes, and shops from the 18th and 19th century. On Saturday mornings visit the Scottsville Farmers Market, which features local food, music, and crafts; and once a month enjoy the Scottsville Second Saturday Art Walk, which turns downtown Scottsville into an art gallery and also features live music, activities for kids, and local food and wine tastings.

So whether you are planning a family vacation, wine tour, weekend getaway, honeymoon, or just a relaxing overnight stay, our Chester Inn is the perfect home base for any summer break to beautiful Albemarle county!

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