Skip to Main Content.
List your propertySupportTrips
Unlock instant savings with Member Prices
Sign in
Feedback

The Crossroads Inn

5.0 star property
Luxury bed & breakfast with a winery and free breakfast

Choose dates to view prices

Photo gallery for The Crossroads Inn

Property entrance
Sutherland | Mountain view
Property grounds
Travelers | 1 bedroom, Frette Italian sheets, premium bedding, down comforters
Exterior
The Crossroads Inn, nestled in the mountains, offers a tranquil retreat with an attached winery and vineyard. Relax by the firepit or explore nature at your doorstep with WiFi to stay connected. Enjoy wine tastings and tours amidst beautiful scenery.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pet friendly
  • Parking included
  • Air conditioning
  • Free WiFi

Room options

View all photos for Dabney

Dabney | 1 bedroom, Frette Italian sheets, premium bedding, down comforters

Dabney

9.6 out of 10
Exceptional
(4 reviews)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Separate bedroom
Frette Italian linens
Down duvet
Premium bedding
  • 20 sq m
  • Valley view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Travelers

Travelers | 1 bedroom, Frette Italian sheets, premium bedding, down comforters

Travelers

Highlights

Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Mini-fridge
Frette Italian linens
Premium bedding
  • 1 bedroom
  • Valley view
  • Sleeps 2
  • 1 King Bed

View all photos for Pippin Cottage

Pippin Cottage | 1 bedroom, Frette Italian sheets, premium bedding, down comforters

Pippin Cottage

Highlights

Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Mini-fridge
Smart TV
Frette Italian linens
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Monticello

Monticello | 1 bedroom, Frette Italian sheets, premium bedding, down comforters

Monticello

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Separate bedroom
Frette Italian linens
Down duvet
Premium bedding
  • Sleeps 2
  • 1 Queen Bed

View all photos for Sutherland

Sutherland | 1 bedroom, Frette Italian sheets, premium bedding, down comforters

Sutherland

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Separate bedroom
Frette Italian linens
Down duvet
Premium bedding
  • Valley view
  • Sleeps 2
  • 1 Queen Bed

View all photos for Roosevelt

Roosevelt | 1 bedroom, Frette Italian sheets, premium bedding, down comforters

Roosevelt

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Fireplace
Air conditioning
Mini-fridge
Frette Italian linens
Premium bedding
  • 1 bedroom
  • Valley view
  • Sleeps 2
  • 1 King Bed

About the neighborhood

Map
5010 Plank Rd, North Garden, VA, 22959

What's nearby

  • Pippin Hill Farm & Vineyards - 6 min walk - 0.6 km
  • University of Virginia - 14 min drive - 19.5 km
  • University of Virginia Hospital - 18 min drive - 21.9 km
  • Monticello - 22 min drive - 27.5 km
  • Trump Winery - 23 min drive - 23.6 km

Getting around

  • Charlottesville Station - 23 min drive
  • Charlottesville-Albemarle Airport (CHO) - 31 min drive

Restaurants

  • ‪Dr. Ho's Humble Pie - ‬4 min walk
  • ‪Wisdom Oak Winery - ‬13 min drive
  • ‪Potter Craft Cider - ‬9 min drive
  • ‪Pippin Hill Farm & Vineyards - ‬12 min walk
  • ‪Plank Road Exchange - ‬8 min drive

About this property

The Crossroads Inn

Luxury bed & breakfast in the mountains
You can look forward to free full breakfast, an attached winery, and a terrace at The Crossroads Inn. Sip and savor at this bed & breakfast, which boasts winery tours, wine release events, and a tasting room. In addition to a firepit and a garden, guests can connect to free in-room WiFi.
You'll also enjoy the following perks during your stay:
  • Free self parking
  • Outdoor furniture, an off-leash area, and concierge services
  • A nature reserve, wedding services, and a water dispenser
Room features
All guestrooms are individually furnished, and offer comforts such as fireplaces and premium bedding, in addition to thoughtful touches like air conditioning and bathrobes.
Other conveniences in all rooms include:
  • Frette Italian sheets and down comforters
  • Bathrooms with hydromassage showers and designer toiletries
  • A personal chef, heating, and housekeeping

Similar properties

Terrace/patio

Omni Charlottesville Hotel

  • Pool
  • Hot Tub
  • Pet friendly
  • Parking included
9.2 out of 10, Wonderful, 1,004 reviews
The price is AED 534
AED 611 total
includes taxes & fees
24 Nov - 25 Nov
Omni Charlottesville Hotel

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free uncovered self parking on site
  • Limited onsite parking (max 1 space per unit)

Food and drink

  • Free full breakfast available daily 8:00 AM to 10:00 AM

Things to do

  • Vineyard
  • Wine tasting room
  • Wine tours
  • Winery
  • Winery release events

Conveniences

  • Limited-hour front desk
  • Shared refrigerator
  • Water dispenser

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Concierge services
  • Housekeeping (on request)
  • Wedding services

Outdoors

  • Firepit
  • Garden
  • In a nature reserve
  • In the mountains
  • Outdoor furniture
  • Picnic area
  • Terrace
  • Vineyard

Accessibility

  • Area rugs in room
  • Hardwood flooring in room
  • No elevator

More

  • Designated smoking areas

Room amenities

Bedroom

  • Down comforter
  • Frette Italian sheets

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Hydromassage showerhead
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Food and drink

  • Chef service
  • Free bottled water

More

  • Air conditioning (climate-controlled)
  • Desk
  • Electrical adapters
  • Fireplace
  • Heating (climate-controlled)
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Printer

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: 9:00 PM
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

The front desk is open daily from 9:00 AM - 9:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 9:00 PM please contact the property in advance using the information on the booking confirmation

Access methods

Front desk (limited hours)

Pets

Pets allowed for an extra charge of USD 30 per accommodation, per stay (maximum USD 30 per stay), plus a one-time cleaning fee of USD 30
Service animals are welcome, and are exempt from fees
2 total pets
Specific rooms only; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation
Food and water bowls and an off-leash area are available

Children and extra beds

Children are welcome

Property payment types

Important information

Optional extras

  • Pet fee: USD 30 per accommodation, per stay (maximum USD 30 per stay) plus USD 30 one-time cleaning fee
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards, and cash
Noise-free guestrooms cannot be guaranteed
Safety features at this property include a fire extinguisher, a smoke detector, a first aid kit, and outdoor lighting

We should mention

This property does not have elevators

Property is also known as

The Crossroads North Garden
The Crossroads Inn North Garden
The Crossroads Inn Bed & breakfast
The Crossroads Inn Bed & breakfast North Garden

Frequently asked questions

Is The Crossroads Inn pet-friendly?

Yes, this property allows pets (limit 2 total). There's a fee of USD 30 per accommodation, per stay. A cleaning fee of USD 30 also applies. Service animals are exempt from fees.

How much is parking at The Crossroads Inn?

Self parking is free at this property.

What time is check-in at The Crossroads Inn?

Check-in start time: 4:00 PM; Check-in end time: 9:00 PM. Late check-in is available during limited hours.

What time is check-out at The Crossroads Inn?

Check-out is at 11:00 AM.

Where is The Crossroads Inn located?

Situated in the mountains, this luxury bed & breakfast is within 1 mi (2 km) of Pippin Hill Farm & Vineyards, Ablemarle CiderWorks & Vintage Virginia Apples, and Albemarle CiderWorks. Loving Cup Vineyard & Winery is 2.2 mi (3.6 km) away.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

The Crossroads Inn Reviews

10

Exceptional

10

Cleanliness

9.8

Amenities

10

Staff & service

9.8

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 35 out of 36 reviews
Rating 8 - Good. 1 out of 36 reviews
Rating 6 - Okay. 0 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

Reviews

10/10 Excellent

Windy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great staff, accommodations, and breakfast!
Stayed 1 night in Nov 2024

10/10 Excellent

Anne

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful suite (Roosevelt). Very comfortable bed and wonderful bedlinen. Great facilities such as fridge with waters, wine glasses, ice bucket. In dining room access to coffee, different teas. Matt, the manager was very friendly and informative. We arrived much earlier than scheduled check in but Matt was very accommodating and let us into our room & informed the staff at the neighbouring vineyard we were en route for our late lunch. All in all a wonderful stay and we would gladly stay again.
Stayed 1 night in Oct 2025

10/10 Excellent

Irene

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

The Crossroads Inn

We had a really nice stay at this great location. Near to a lot of interesting places including wineries.
Stayed 2 nights in Sep 2024

8/10 Good

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Calm and quiet. Comfortable bed and pillows. Delicious breakfast on the outside patio. Just next door to a nice winery for tastings. Easy drive into Charlottesville.
Stayed 2 nights in Jun 2025

10/10 Excellent

Debbie

Liked: Cleanliness, staff & service, property conditions & facilities
Lovely overnight stay after wine tasting at Pippin Hill … the staff was extremely kind and helpful.
Stayed 1 night in Aug 2024

10/10 Excellent

Carl

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A beautiful, historic, quaint inn located in next to Pippin Hill vineyards. The staff (Matt, Gracie, and Joe) made us feel at home. The food, prepared by Joe, was amazing. Highly recommended. We will definitely return.
Stayed 3 nights in Aug 2024

10/10 Excellent

Herb

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved it !! Enjoyed the character of an older historical Inn feeling what it may have been like in the 1800’s when travelers stopped to stay and eat and refresh themselves. We delighted in having a hearty breakfast served daily to us in the basement with brick floors that went out to a lovely patio. This prepared us for wonderful days of viewing the fall foliage and visiting some of the many wineries nearby.
Stayed 3 nights in Oct 2024

10/10 Excellent

Cathryn

Liked: Cleanliness, staff & service, property conditions & facilities
We thoroughly enjoyed our stay at The Crossroads Inn. Our room was spacious and comfortable. There were drinking glasses, wine glasses and ceramic cups and saucers for a wide selection of Nespresso coffees. The innkeepers also provide a bag of food if you would like to feed their chickens! Breakfast was wonderful with local eggs, meats and fruit. We had a sumptuous four course dinner prepared by the Inn's chef with wines from the vineyard next door paired with each course. The innkeepers are gracious and accessible. We felt very comfortable using the common areas of the Inn and had access to coffee and specialty teas throughout the day. Would definitely return!
Stayed 2 nights in Aug 2025

10/10 Excellent

Amanda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely Inn keeper. Wonderful History, beautiful room and property. It was very relaxing!
Stayed 1 night in Jul 2025

10/10 Excellent

Jessica

Liked: Cleanliness, amenities, property conditions & facilities
I loved this property! I received a virtual check in that was thorough and went over all things I needed to know. A brand new nespresso maker with plenty of pod options. A modern shower head! They left chicken feed so I could feed the chickens! The winery was less than a 3 min drive. The property was beautiful! In the morning the chef prepared a delicious 4 course meal in the cozy kitchen located down stairs. They have a beautiful patio right off the kitchen dining room. Overall would love to stay again!
Stayed 1 night in Jun 2025

10/10 Excellent

Rosemary

Liked: Cleanliness, amenities, property conditions & facilities
This was an excellent bed and breakfast experience. From the moment the manager, Matt greeted us in the parking lot upon our arrival until we checked out, everything was amazing! Everything was clean, and the food plentiful and delicious! This 1820s house was quiet at night, although there were at least three couples in different rooms. There are no TVs, which adds to the historical charm and peace.
Stayed 2 nights in Jun 2025

10/10 Excellent

Lamont

Liked: Cleanliness, staff & service, property conditions & facilities
Wonderful stay!
Stayed 1 night in Apr 2025

10/10 Excellent

Ellen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay was wonderful! Accommodations were beautiful and the breakfast spread was delicious. We usually are not motivated to return to a bed and breakfast, but this one would be worth repeating.
Stayed 1 night in Feb 2025

10/10 Excellent

Nancy

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Perfect Fall Getaway

This was our second time here. It will definitely become an annual stay. Our favorite place to stay in Charlottesville and our favorite Virginia winery Pippin Hill.
Stayed 2 nights in Oct 2024

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Crossroads Inn was a wonderful place to stay. The accommodations were great and the staff was wonderful. The bonus was Chef Joe. He cooked like a dream and was so personable. We will definitely be back.
Stayed 3 nights in Nov 2024

10/10 Excellent

Oliver

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The inn and property were historic and beautiful; the staff was knowledgable and accommodating. Will definitely stay here again!
Stayed 1 night in Sep 2024

10/10 Excellent

Bethany

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Relaxing retreat

This is the perfect stay for a quiet, relaxing getaway. We stayed for 3 nights. All staff were super friendly and helpful, the breakfast was amazing, the in and grounds were beautiful and the room was very comfortable. Wonderful hiking, vineyards, and restaurants were a short drive away.
Stayed 3 nights in Oct 2024

10/10 Excellent

Patty

Liked: Cleanliness, staff & service, property conditions & facilities
We really enjoy the place. Great service. Supper breakfast and just an step from Pippin Hill . Great experience!
Stayed 1 night in Oct 2024

10/10 Excellent

Deidre

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The hospitality was lovely and breakfast was a real treat.
Stayed 2 nights in Oct 2024

10/10 Excellent

Ricardo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Alles was perfect geregeld hier. Het was super netjes en schoon. We hebben ook ontzettend genoten van het vers bereide ontbijt. Aanrader!
Stayed 2 nights in Sep 2024

10/10 Excellent

Chris

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Weekend trip to the Crossroads Inn was very pleasant. The staff was very accommodating and the communication was very thoughtful for checkin and checkout. Breakfast was delicious and the room was very comfortable with great amenities for a B&B.
Stayed 2 nights in Aug 2024

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a lovely stay. We were in town for a wedding at Pippin Hill, which is right next door and very convenient. The staff at The Crossroads Inn were all very friendly and helpful and made our stay carefree.
Stayed 2 nights in Aug 2024

10/10 Excellent

Cherise

Liked: Cleanliness, staff & service, property conditions & facilities
We loved staying at this historic inn! Accommodations were clean and comfy! Staff were excellent with checkin/checkout. Each morning the chef served a delicious breakfast. Will definitely stay again when in the Charlottesville area!
Stayed 2 nights in Aug 2024

10/10 Excellent

Leigh

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We just enjoyed the best two nights here! We loved learning about the history of the Inn and the place is so well preserved. The innkeeper and chef were very friendly and accommodating. Breakfast was so delicious both mornings. The location was great as well. Almost everywhere we wanted to go regardless of the direction was 15-20 minutes away. There was an amazing pizza place right around the corner that we would definitely suggest going to. We highly recommend this inn and will surely be returning!
Stayed 2 nights in Dec 2023

10/10 Excellent

Radhika

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025