Chester Estates Inn and Events

Chester Estates VA

Chester Estates Inn and Events

Chester Estates Inn and Events


Whether you want to celebrate a birthday party or host a music event, Chester Estates Bed & Breakfast is the perfect venue that will make your event or occasion memorable.

Family Reunion

Family reunions and gatherings are very happy events at Chester Estates Bed & Breakfast. With an excellent welcome and delicious food, it is the best and stress-free option for a happy occasion.

Christmas Parties

 With plenty of fun and exciting activities, we are an ideal location for a festive Christmas party that your guests will like.

Paint Night

Enjoy a fun painting session at our location with a glass of wine in hand. Our B&B is perfect for a night out with a special date or friends!

Live Music Catered Events

Chester Estates Bed & Breakfast is home to many great live music events that draw local talent as well as top national performers. 

Children’s Birthday Parties

We are the perfect venue to celebrate any ‘big’ birthdays with your friends or family. You plan, and we will organize the party!

Funeral Repass/Memorial

Our B&B can cater to your funeral reception, memorial, or wake. We have a talented and dedicated team that attends to your requirements at this challenging and difficult time

Open House

With various services catered to both leisure travelers and businesses, the open house B&B makes sure that you get the best out of your stay.

Charity Events

With a great welcome and award-winning food, our B&B is the stress-free option for hosting a charity event.

Outdoor Cigar Events

We also host various outdoor cigar events for cigar enthusiasts. Savor an inspired and amazing menu along with many cigar-friendly wine pairings

Wine Tasting

Chester Estates Bed & Breakfast is an especially convenient and fun place to stay if you enjoy tasting wine.

Baby Shower

Set your baby shower apart from others by hosting the event at our luxurious estate and make it more memorable.

Cocktail Receptions

With our stunning gardens, a relaxed and enchanting cocktail reception is an ideal way to take in an equally relaxed setting.

Wedding Ceremony Only

Chester Estates Bed & Breakfast has hosted many happy wedding ceremonies over the decades.

Wedding Reception Only

Make your wedding reception grand with a winning combination of delicious food and a warm welcome, not to mention all the amenities and facilities on the grounds for your guests to enjoy.

Wedding Ceremony and Reception

From a grand rehearsal dinner in our dining room the day before to an amazing garden-side ceremony and reception, we have it all to host the perfect wedding. 

Bridal Shower

Choose Chester Estates Bed & Breakfast as your bridal shower venue for that special day. Fantastic food, polite staff, and a great atmosphere!


We have beautiful and expansive quinceanera reception halls that will surely make your Quince very special.


We are proud to offer banquet facilities for family reunions, business conferences, showers, and wedding receptions.

Bar-Bat Mitzvah

Celebrate your kid’s Bar-Bat Mitzvah in style and make a bold statement with Chester Estates Bed & Breakfast.

Teens Parties

Make your teen party memorable with a fun atmosphere and delightful food at Chester Estates Bed & Breakfast.

Graduation Parties

We can also accommodate graduation parties. Our beautifully landscaped yards and decks can serve as venues for your special event.

Corporate Events

You can host your annual dinners, meetings, and seminars at our B&B and impress your employees and keep them motivated.


Make your business event and seminars more effective and productive by hosting them at a serene location.

Art Exhibits

Our B&B is a unique family-run structure, and we can create art exhibits in themed rooms with small paintings and art exhibitions.


From a romantic getaway and outdoor adventures to yoga retreats, we have you covered with our amazing services and hospitality.


Interested in one of the things we offer?

Reach out to us via our website forms, or call, or email.

We will respond back within 48 business hours, and provide instruction needed to take the next steps. this can involve a virtual or in-person meeting per your preference.

Once everything is settled, we will do our best to make your stay or event a memory you will never forget!