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Holladay House Bed And Breakfast

155 W Main Street , Orange, VA 22960-1528 USA (Show map)
99 Reviews
$149 - $249
per night

Check Dates


A charming, 1830s Federal-style Virginia inn, the Holladay House provides an inviting alternative to a typical hotel stay. Luxury rooms with whirlpool tubs, a library filled with books and DVDs, parlor games, full gourmet breakfasts, homemade cookies & scones and complimentary beverages. Only 90 minutes from Washington, DC and Richmond, VA, Orange lies in the heart of wine country. Nearby attractions and activities include: Civil War battlefields, Montpelier (home of James Madison), Charlottesville, Monticello (home of Thomas Jefferson), the University of Virginia (UVA), wineries, vineyards, fishing, the Blue Ridge Mountains, Skyline Drive, hot air ballooning, horseback riding and hiking/biking trails.


Rooms & Rates

The Blue Room

The Blue Room is one of the two original bedrooms of the house, but the Holladay family used it as a formal parlor. Currently, this large room includes a queen-sized tester bed romantically draped with airy white curtains next to an original fireplace and mantel (now equipped with a heated electric fireplace). A rocking chair and comfortable sitting chair face the TV/DVD player and desk. The private bathroom includes a tub/shower combination, and is only two steps across the hallway. We furnish you with luxurious robes for your convenience.

  • Maximum Capacity: 4
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $169/$149

The Ivy Suite

Over 180 years ago, the space that is now the Ivy Suite was a dining room. One of our premier luxury accommodations, the Ivy Suite is a sensual haven away from the outside world. Cozy and comfortable, this suite includes a newly remodeled sitting room with plasma tv and DVD player. The bedroom is warm and comfortable, furnished with an antique mantle and electric fireplace. The double whirlpool Jacuzzi tub and the double walk-in shower makes this room a special treat. Perfect for a romantic getaway or rejuvenating spa experience.

  • Maximum Capacity: 4
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $239/$219

The Garden Room

The Garden Room is one of our premier luxury rooms. Cheerfully decorated, this room is truly a place to pamper yourself. The comfortable king-sized bed and luxurious bed coverings afford a restful sleep. Savor the sensual massage of the air-jet tub, and allow the soothing effects of full-color chromatherapy to melt your stress away. Wrap yourself in a fluffy robe and warm yourself by the electric fireplace. You won't want to leave. This room includes a newly tiled shower for two, private patio, free wireless internet, television, DVD player, iPod dock/alarm clock/CD player.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 King

Nightly Rate: $249/$229

John Madison Suite

The John Madison Suite is one of two original bedrooms at the Holladay House Bed and Breakfast. This room is now a large, elegantly decorated romantic suite, perfect for an anniversary or honeymoon. The overstuffed queen-sized cherry four-poster bed is accompanied by a gas fireplace with the original historic mantel. The sitting room adjoins with a comfy couch and cozy chair with ottoman facing the TV/DVD player. The large private bath with tub and shower is in-room.

  • Maximum Capacity: 4
  • Bathroom Private Bath
  • Beds 1 Queen

The Green Room

This cheerful and welcoming room will make you feel at home. Featuring a comfortable antique hi-carved queen-sized bed, 1910 antique Asian conversation pieces, and attached bathroom, this room is a favorite of travelers seeking a home-like experience. Includes free wireless internet, TV/DVD player, and alarm clock.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

The Oak Room

The Oak Room is one of our most popular. Rich with historic charm, this room is well-appointed with warm oak furniture and Williamsburg colors. This is the perfect room for a relaxing stay, and features a queen-sized bed, oak writing desk, and in-room private bath.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

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  • Guest room4.7
  • Services4.9
  • Value4.6
  • Cleanliness4.8
  • Dining4.8

Score Breakdown based on
99 Reviews

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Perfect in Every Way

5 on March 29, 2014

Our wedding overnight was perfect in every way. Three cheers and six stars to Sharon and the Holladay House B&B for thinking everything through so that my husband and I could enjoy each other and the occasion. We had the loveliest time from the big picture to the last detail: the parlor, cake, flowers, breakfast, suite... We look forward to returning with our thawing cake for our first anniversary!

A Weekend Away We Will Never Forget!

5 on March 25, 2014

This was our second visit to Holladay House. The Innkeepers made such a terrific impression on us the first time around, we had to make a second visit. The first time around, the innkeepers provided us with recommendations on sights and wineries near and around Orange. That first weekend away from DC was likely one of our fondest getaway weekends. For that reason, the next trip to Holladay House would be extra special. Sharon was absolutely instrumental in helping me plan the perfect proposal to my now fiancée. She made tweaks to my grand plan and offered to be a hostess to my parents and my fiancée’s parents...our parents were making a special trip from Chicago and North Carolina respectively, for the big surprise. Sharon worked extra hard to make sure our parents were comfortably hidden away until the right moment. My fiancée was beyond surprised and I know that neither one of us will forget this amazing weekend. I could not have pulled this weekend off without the help of Sharon, Sam, and their family. I'm sure the other Bed and Breakfast options in the area are great...but Ashley and I will only stay at Holladay House whenever we are in town. This incredible weekend and very special memory wouldn’t have been possible with Sharon and Sam’s hospitality. Stay here and be ready to be’s hard to find hospitality like this anywhere anymore!

Delightful B & B

4.6 on January 10, 2014

My boyfriend and I recently spent a weekend here and had a wonderful time. The house is historic and quaint and perfect in every way. We stayed in the Blue Room which was nicely decorated and very comfortable. There are a few dining options in the town of Orange but we found that the the Tavern on Main Street was perfect and they have live entertainment on Friday nights. The food at the Hollady House was delicious and the inkeepers were very friendly and gracious. Sharon had to leave but her in-laws took over and they were a lot of fun to talk to. If you were to look up Bed and Breakfast in the dictionary, this is what you would find. It was perfect in every way.

Five star service!

4.6 on July 02, 2013

My husband and I just stayed here before picking up my kids at camp on Saturday morning. We enjoyed the wonderful food and the overall warmth of the inn. It was exceptionally clean and everyone was so friendly. Highly recommended!

Weekend stay for a local wedding

5 on June 27, 2013

Large and comfortable room, great location right in the town, friendly and helpful owner, super breakfasts ( and I even received a print out recipe upon request!). Definitely recommend!!! S & T from Boston

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Location Type

Main Street, Countryside, Downtown, Mountains, Small town, Wine country


Washington DC, DC (IAD-Dulles) 60 miles

Directions to property:

Take Route 28 South to I-66 West to Gainsesville (Exit 43A). Take Route 29 South, and continue following even when 29 South and 15 South merge. At the third Culpeper Exit, take Route 15 South (Culpeper/Orange) into Orange. Come to the second stoplight (Main Street) and turn Right. The Holladay House is one and a half blocks on the Right.

Area Attractions

Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Movie Theater, Museum, National/State parks, Nature area, Skyline Drive, Blue Ridge Mountains, Performing Theater, Picnic area, Religious Services, River, Rodeo, Ruins, Vineyard, Winery, Bicycle riding trails, Fishing, Golfing, Hiking trails, Horseback riding, Hunting, Kayaking, Scenic driving, Hot air ballooning, Wine tasting, Skydiving, Theatre, Art & Antique Galleries, Shopping, Sight-seeing

Inn Details

Establishment type

Historic Inn, Bed and Breakfast

On-site amenities

BBQ grill, Board games, Library, Videos, Wedding Facilities , iPod CD Alarm Clock (some rooms), Fridge/Freezer on site, Microwave on site

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Bath robes, CD player, Ceiling fans, Coffee/Tea facilities, DVD Player, In-room internet, Desk, Fireplace, Hairdryer, Hot tub/whirlpool tub, Internet Service, Ironing Board, Radio, Satellite/Cable TV, TV, Wi-Fi

On-site activities

Bicycle riding trails, Fishing, Golfing, Hiking trails, Horseback riding, Hunting, Kayaking, Scenic driving, Hot air ballooning, Wine tasting, Skydiving, Theatre, Art & Antique Galleries, Shopping, Sight-seeing

Check Dates


  • Check In:: 3:00 - 8:00pm
  • Check Out:: 11am
  • Open All Year Round: Yes
  • Smoking Allowed: Limited
  • Drinking Allowed: Yes
  • Guest Pets Allowed: No

Terms and Conditions

  • Minimum Stay: Two night stay required for peak season, special events, holidays.
  • Deposit Amount Required: No deposit necessary. Just a credit card to hold the reservation.
  • Cancellations: If a customer cancels 10 days or less prior to the date of check-in, the customer will be charged for each reserved night and room that The Holladay House cannot re-book. The Holladay House will make every effort to re-book the room so the customer can avoid this charge. If The Holladay House must discount the room(s) to book them, then the customer who cancelled will have to pay the difference.



Samuel and Sharon Elswick

Languages spoken


Check Dates




  • Time Served: 8-9:30A, or earlier if desired
  • Serving Location: Dining Room

Special meal options

Low fat , Restrictive , Vegetarian , Gluten Free , Paleo

Signature Dish

Crustless Herbed Quiche
An individual serving of herbed cheese quiche wrapped in ham instead of a crust. Served with homemade warm fluffy biscuits.



Special Package

In-Room Massage

Unwind in the privacy of your own room. Get a one-hour full body massage by a licensed massage therapist. Need more? We will make arrangements for you to visit the exclusive Hamilton's Day Spa for everything from natural nails, waxing, makeup, skin care, body care, and body treatments. In-room massage $89.

Wedding Package: Whole House Rental

Fill the inn with close family and friends to celebrate your wedding! Our Intimate Wedding Service package is ideal for the couple who wants to secure the entire house for their wedding event and customize their wedding celebration to suit their precise desires. For intimate wedding parties up to 20 people. Price: $1250, plus tax and includes 2 nights in a romantic suite for the bride and groom, plus a host of other amenities and perks. Call the innkeeper for full details: 540 672 4893.

Bath Bliss Upgrade

Stay in one of our luxury whirlpool suites, and let us be your bath sommelier. At a pre-arranged time, we will set the stage for a relaxing and romantic whirlpool bath experience: we will draw your hot whirlpool bath, surround the tub with lit scented soy candles, and complete the scene with chilled Barboursville Brut. Depart with a gift bag of locally handcrafted soap, bath sea salts, and body lotion. Price: $69, plus tax.

Coffee Connoisseur

Embark on a VIP tour of the Orange County Roasters facility, where the our coffee beans are lovingly roasted. Have the opportunity to purchase freshly roasted beans onsite. Depart the Holladay House with a bag of Holladay House's Signature Morning Blend and your own Holladay House coffee mug. Coffee Connoisseur - $49, plus tax. 24 hour advanced notice required.

Hot Air Balloon Ride Package

A hot air balloon ride is an incredibly peaceful and gentle way to witness the beauty of Central Virginia. The Hot Air Balloon Package includes: • 2 nights at our historic bed and breakfast, including a delicious breakfast each morning (if you are taking a sunrise flight, we will provide a breakfast-to-go). • Hot Air Balloon Ride for two, either in the morning at sunrise or in the evening at sunset (flight time is about an hour, but the total event takes about 3 hours) • A champagne toast (a long-standing ballooning tradition) • Digital Photos taken by the ground crew (be sure to bring your own camera with extra batteries as well!) • Local pick-up and transportation to and from the launch site $850, for two people, plus tax.

Traditional Elopement Wedding Package

Small, sincere, and intimate marriage ceremonies are popular at our bed and breakfast in Virginia. We will take care of all the details. All you have to do is bring each other, your wedding attire and license! Package includes: * One night in a romantic fireplace suite * Exclusive use of the Parlor with antique marble fireplace for your wedding * Licensed officiant * Bouquet and boutonniere * Up to 4 additional guests * Sparkling wine to toast the occasion Price: $599, plus tax. For full details, call 540 672 4893.

Luxury Elopement Wedding Package

Small, sincere, and intimate marriage ceremonies are popular at our bed and breakfast in Virginia. We will take care of all the details. All you have to do is bring each other, your wedding attire and license! Package includes: * One night in a romantic whirlpool suite * Exclusive use of the Parlor with antique marble fireplace for your wedding * Licensed officiant * Bouquet and boutonniere * Up to 6 additional guests * Sparkling wine to toast the occasion * Wedding cake to cut and celebrate * Romantic whirlpool tub setup * Dinner gift certificate Price: $899, plus tax. For full details, call 540 672 4893.

Easter Service In A Main Street Historic Church

Spend the weekend at the Holladay House enjoying all this region has to offer: scenic drives, historic sites, acclaimed wineries, fine dining. Then walk 1 block to Sunday services at one of four unique historic churches on Main Street: St. Thomas Episcopal Church, Orange Presbyterian, Trinity United Methodist, and Orange Baptist. Or drive a short way to reach over 20 other churches in Orange. We will serve your breakfast before the services. (Sunrise service attendees will be served breakfast immediately after the service.)

Constitution Package

Follow Constitution Highway (Route 20) and discover the homes and the landscape that influenced some of the greatest minds of America. Stay at the historic Holladay House Bed and Breakfast, a home formerly owned by President James Madison's grand-nephew, and be centrally located to at least 3 Presidential mansions open to the public. Package includes: • Two-night stay in one of our traditional historic inn accommodations, the Green Room, the Blue Room or the Oak Room. • 2 tickets to James Madison's Montpelier, 2 passes to Thomas Jefferson's Monticello, 2 passes to James Monroe's Ash Lawn-Highland and 2 passes to historic colonial Michie Tavern. • 10% discount at the Montpelier Gift Shop. • Picnic basket filled with cheese, crackers, fruit, sparkling water and dessert for one of your day trips. • Full breakfast each morning. • Itineraries, maps and driving directions. • Homemade cookies and hot beverages upon your return. $549 two guests - add a third night and take 50% off that night! Upgrade to the whirlpool suites, the Ivy Suite or the Garden Room, or our popular historic fireplace suite, the John Madison Suite, for only $200 more!

Genealogy and Research

The Holladay House is ideally located in the Town of Orange, only one block away from the Orange County Historical Society and the Orange County Courthouse, the two primary records repositories in Orange County. This package includes: • 2 Nights in either the Blue Room or the Oak Room • Gift Certificate for lunch at Elmwood at Sparks • Personal introduction to the Orange County Historical Society staff, collections, and research guides • Complimentary one-year individual membership to the Orange County Historical Society (among other benefits, this gives you a 10% discount on publications and a discount on copying services) • Personal introduction to the Orange County Courthouse archives and staff • Free guided tour of the Orange Downtown Commercial Historic District • Complimentary copy of "Remembering: A History of Orange County, Virginia" by Frank S. Walker • Free WIFI and internet access • Use of our Library of Virginia library card for access to online records • Use of our own library, which includes numerous materials on local history • Advice and guidance from a professionally-trained Virginia historian and genealogist • Optional: Arrangement of a professional guide/concierge from Tourguide, Ltd.

4-Hour Scenic Heritage Tour

Frank Walker, celebrated author and historian, has stated: you can't spit in Orange County without hitting a spot of historic significance. A fantastic storyteller, Frank and his tour guides will "connect the spots" and weave a great tale of the history of Orange County, Virginia. Frank can tailor the content of the scenic heritage tour to your interests - just ask! This package includes: • 2 nights at the Holladay House Bed and Breakfast in either the Green Room, Blue Room or Oak Room • 2 locally-sourced made-from-scratch breakfasts • a 4-hour step-on tour (in your vehicle) with Frank Walker or one of his personally trained tour guides connecting the county’s extensive heritage with the sites and venues all around you • a tour start-time of your choosing • exclusive access to special historic sites, like Robert E Lee's pew at St. Thomas Episcopal Church in Orange, VA • a selection of beverages to take on your tour • a signed copy of Frank Walker's book, Remembering: A History of Orange County, Virginia • a self-guided tour packet to discover more history on your own • homemade cookies and beverages upon your return $599 for two guests

Shopping Packages

Join our family for our 9th annual Thanksgiving dinner. At 6:30 pm, begin feasting upon free-range turkey, lots of side dishes, desserts and great conversation! Dinner is $39/person. Make a long weekend out of it and do some holiday shopping at unique shops and wineries! Stay with us a second consecutive night, we will take 20% off your second night stay. If you stay with us a third consecutive night, we will take 50% off your third night stay. Both offers cannot be combined. Subject to availability.

Chef's Table Package

Get a front-row seat to one of the most celebrated restaurants in the region: Elmwood at Sparks. Chef Cooper's seasonally changed menus blends his Johnson and Wales training, his southern heritage and his dedication to local sourcing from natural and sustainable farmers. Just one short block away from the inn on Main Street, sit at the "chef's table" and have Chef Cooper personally serve you dinner. Add this package to any room reservation or other packages! This package add-on includes: • Private dining at the chef's bar overlooking the open kitchen. • Exclusive access to Chef Cooper, Sous Chef Ludwin and Restaurant Manager Laura for questions and discussions. • 3-course gourmet locally-sourced dinner plus non-alcoholic beverages served by Cooper, Ludwin and Laura $150 for two guests, not including alcoholic beverages, tax or gratuity. This package is available Thursday, Friday and Saturday nights and is based on availability.

Scenic Blue Ridge Bi-Plane Flyover Package

Fly with John Corradi of Blue Ridge Biplane Rides in his open-cockpit 3-place 1942 Waco ZPF-7 for a breath-taking view of the Blue Ridge Mountains as you've never seen them before. Cross the mountains into the beautiful Shenandoah Valley and follow the Shenandoah River as it winds through the Valley. Then back across the mountains, flying over some of the prettiest scenery in the region - you'll definitely want to bring your camera for this flight! The Scenic Biplane Flyover Package includes: • 2 nights at our historic bed and breakfast, including a delicious breakfast each morning (if you are taking a sunrise flight, we will provide a breakfast-to-go). • Biplane Ride for two, either in the morning at sunrise or in the evening at sunset (flight time is an hour, but the total event takes about 3 hours). • Two white silk Aviator's scarves yours to keep - the perfect compliment to your flying attire and experience! • Digital photos taken by John Corradi during his 13 years of flying! • 10% active-duty military discount on the whole entire package - compliments of both Blue Ridge Biplane and the Holladay House! $850 for two people.

Sunset Kayaking Package

No experience necessary! Let American Canoe Association certified kayak instructor, Beth, teach you basic kayaking skills and lead you on a leisurely journey down the Rapidan River. As the sun sets, get a chance to view nesting eagles, great blue and green herons, otters, deer and other wildlife. This is also a unique way of viewing the flora and fauna of the region! The meandering river is mostly flat with mild rapids to test out your newfound kayaking skills. The Sunset Kayaking Package includes: • 2 nights at our historic bed and breakfast, including a delicious breakfast each morning. • 2 bottles of water and a snack pack for your trip! • Guided sunset kayak ride for two, starting at 5pm, with all instruction and equipment provided for you. $549 for two people.

Independence Day Hops and Chops and 4th Fireworks!

July 4th is one of our favorite holidays, and our annual Independence Day Hops and Chops celebration is one of our most popular events of the year! On July 4th, enjoy Keswick Vineyard's annual "Red, White and Blues" festival and a full schedule of Independence Day events and fireworks in Downtown Culpeper! On Saturday, July 5th, 2014, mosey on down to the inn's dining room at 6pm to start on the local micro-brewed craft beers (the Hops). Soon afterwards we will begin to feast on locally-raised meat (the Chops: beef, pork, and mutton, expertly prepared a variety of ways) and dive into Sharon’s "family secret" homemade apple pie! Stay a third night and we’ll take 50% off your third night stay OR fourth night FREE! To participate, just say "Hops and Chops" when you make your reservation! The Hops and Chops feast is only $39 per person! 2-night minimum; based on availability.

Make-Your-Own Jam Package

Learn how to make jam with Brandy Hopwood of BerryWood Farm Market. Brandy's creative jams have been a hit at regional farmers markets! Only a few miles from the inn, this two-night package includes: • two-nights in the Green Room, Blue Room, or Oak Room • delectable locally-sourced breakfast each morning • a few hours in Brandy's kitchen learning how to make jam • a scrumptious lunch served by Brandy • a private tour of their farming operation, including the berry patches, fruit trees and Christmas trees • two jars of your own personally labeled jam you made that day • the opportunity to purchase Brandy's creative jams and bakery items at their Farm Store • homemade cookies and coffee/tea when you return to the inn • a list of other boutique farms you may visit in the area during the rest of your stay in Orange $459 for two guests, plus tax. This package is available year-round. Want to get a group together? Or do you have kids that would like to join in the fun? Contact us for group pricing. 72 hour advanced notice required.

Contact Innkeeper

Details Diamond Collection

155 W Main Street , Orange, VA 22960-1528 USA (Show map)

Property highlights

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