97 Reviews
Guest Capacity
Venue Setting

About Chestnut Hill Bed & Breakfast

Best of the Best of BedandBreakfast.com Awards 2011 - 2012: Travelers' Choice Award

A historic wedding venue in Orange, Virginia, Chestnut Hill Bed & Breakfast is the perfect choice for couples wishing for a unique and memorable wedding experience. Established in 2009, the venue services couples in the Orange, Richmond, Charlottesville, and D.C. areas. Whether couples wish for an intimate elopement or grand affair, Chestnut Hill Bed & Breakfast Inn will assist with every detail!

Facilities and Capacity
Chestnut Hill Bed & Breakfast boasts 3,000 square feet of event space to accommodate up to 200 guests. Couples may choose from six event spaces to host their ceremony and/or reception.

Services Offered
Couples who entrust their special day to Chestnut Hill Bed & Breakfast may expect the following:

  • Event planning
  • Setup
  • Indoor setting
  • Covered outdoor setting
  • Uncovered outdoor setting
  • Outside vendors
  • Tent accessories
  • Lighting/sound
  • Dance floor
  • Photo booth
  • Chairs
  • Tables
  • Linens

In addition to an on-site bridal suite, Chestnut Hill Bed & Breakfast has six guest rooms that accommodate up to 12 guests and contain the following:

  • Private baths
  • Hairdryers
  • Personal amenities
  • Linens
  • Spa robes
  • HD flat-screen televisions
  • Wi-Fi

Other Facilities
Couples may also benefit from the following facilities:

  • Bridal shower
  • Engagement party
  • Ceremony
  • Reception

Other Services
Chestnut Hill Bed & Breakfast Inn provides the following transportation and access-related services:

  • Parking
  • Shuttle
  • Valet
  • Wheelchair access

Nestled in the hills of central Virginia, Chestnut Hill Bed & Breakfast originated in 1860 as the Inn at Chestnut Hill.

Chestnut Hill Bed & Breakfast Inn is located approximately thirty minutes from Charlottesville and a few short miles from the Blue Ridge Mountains.

Categories: Wedding Venue

Regions serviced: Richmond

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97 Reviews for Chestnut Hill Bed & Breakfast

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Accommodations (9)
Bridal Suite (9)
Set Up (9)
Lighting/Sound (8)
Audio Equipment (8)
Tables (8)
Uncovered Outdoor (7)
Event Planning (7)
Dance Floor (7)
Chairs (7)
Parking (7)
Furniture (6)
Tent Accessories (6)
Linens (6)
Lighting (5)
Shuttle (5)
Valet (5)
Event Rentals (4)
Wheelchair Access (3)
Covered Outdoor (2)
Indoor (1)
Bartender(s) (1)
Drapery (1)
Tents (1)
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Chesnut hill B&B is a GREAT place. We had our wedding there. Not only did we get to take in the breathtaking views of the venue, but we also had the experience of staying in the hotel itself. The chestnut hill team is nothing but welcoming and professional. They did such a wonderful job with our wedding and we received so many compliments. Troy and Kathleen were awesome and so are their coordinators and staff. We had staff on the premises during the entire wedding. We stayed in the bridal suite, but other guests loved how comfortable but also historical the rooms looked. They cook a breakfast in the morning and it is delicious! I cannot thank everyone enough. I would highly recommend not only getting married here, but also enjoying a mini vacation at this wonderful place!

View Vendor Response
Profile Picture Rachel, 11/25/17, 1 Review
Category: Ceremony & Reception Venue, Ceremony Music, DJ, Event Rentals & Photobooths, Lighting & Decor, Officiant, Transportation, Videography, Wedding Planning

Chestnut Hill B&B was the perfect place to have our intimate wedding. From the moment I saw pictures of this place, I knew it was going to be exactly what I wanted, and my now husband and I were not let down when we went to visit. Troy and Kathleen were so sweet and inviting, even offering out pup some water on our visit. For a bride who was working full time as well as attending grad school full time and didn't take any time off for her wedding, I can not emphasize enough that this process was completely stress free! I gave them my ideas and they put them into action just like that. The day of the wedding was no different. Our guests were treated with respect and everyone raved about the venue, food, and service. Kathleen and Troy were even sweet enough to entertain our puppy when we went to dinner that night and we came back to her snuggled in bed with them. For animal lovers, like myself and my husband, this was priceless. The bedrooms were gorgeous, breakfast was great, but the experience is definitely what made it all worth it. I would not have wanted it any other way. I wish I could do it every weekend! Thank you so much! :) With love, Kati, David & Lima Bean

Photo of Chestnut Hill Bed & Breakfast in Orange, VA
Photo of Chestnut Hill Bed & Breakfast in Orange, VA
View Vendor Response
Profile Picture Kati, 10/21/17, 1 Review
Category: Catering, Ceremony & Reception Venue, Ceremony Music, Flowers, Officiant, Rehearsal Dinner Location, Wedding Cake, Wedding Planning

Chestnut Hill Bed & Breakfast Pricing

Ceremony Site Fee
Peak Season
Starting from $3,895.00
Off-Peak Season
Starting from $2,595.00
Reception Site Fee
Peak Season
Starting from $3,895.00
Off-Peak Season
Starting from $2,595.00
Site Fees Include:
Bridal Suite
Event Planning
Set Up

Chestnut Hill Bed & Breakfast FAQ

Venue Highlights
Maximum Capacity
Guest Minimum
Event Spaces
Historic, Inn/B&B
Classic, Rustic/Country
Covered Outdoor, Indoor, Uncovered Outdoor
Bridal Shower
Engagement Party
Rehearsal Dinner
All Inclusive Packages
Bridal Suite
Event Planning
Event Rentals
Outside Vendors
Set Up
Clean Up
In-House Bar
In-House Catering
Liability Insurance
Pet Friendly
Preferred Vendors Only
Wireless Internet
Audio Equipment
Dance Floor
Tent Accessories
Aisle Markers
Aisle Runners
Chair Covers
Chocolate Fountain
Wheelchair Access

Photos & Videos

125 Photos

Best Of

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Weddings To Remember

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Professional Network & Endorsements

Chestnut Hill B&B is amazing! They are sweet and accommodating to vendors, while always putting their bride and grooms first. I personally photographed 3 weddings there in 2017 and hope to increase that number in 2018! GREAT VENUE!

The Chestnut staff are amazing; attention to detail yet down to earth. Friendly, accommodating and a beautiful wedding and reception setting. I would recommend contacting Troy soonest as I'm sure he and his staff are booking weddings well into the next year.

Thank you thank you thank you Chestnut Hill Bed and Breakfast! It was such a pleasure working with you. From early in the morning till the wee hours I knew you were there to assist with any requests our guests might have. I've heard back from some of our guests and they loved having a ride to and from their cars...your shuttle service is such a nice touch. I can't wait to introduce other clients to your wonderful team. Thank you again for everything. Michelle Gillespie, Owner Occasions BY M&K

Chestnut Hill Bed & Breakfast is a wonderful venue and great place to caterer any occasion. From the southern hospitality to beautiful grounds of the site you're special day will be magical. Troy & his staff are amazing and will take care of any need within their power. If you're looking for a venue with a personalized touch, Chestnut Hill should be your choice!




236 Caroline street, Orange, VA 22960   See On Map
540-661-0430 (phone)
Chestnut Hill Bed & Breakfast is a wedding venue from Orange, VA. We service weddings throughout the local area, including Richmond, Charlottesville, and DC. Chestnut Hill Bed & Breakfast is a professional wedding venue that has been part of the central Virginia wedding industry for 3 years. We specialize in all inclusive wedding weekends, same day wedding, as well as, elopement packages.