The Best Winery Hotels in Southside, VA from NT$2,763 in 2026 | Expedia

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An aerial view of a large parking lot surrounded by green fields and a highway.

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Check availability on Southside Winery Hotels

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Nov 13 - Nov 15

Our top choices for Southside hotels with winery

A modern living room with a sofa, coffee table, and bookshelves.

1. Country Inn & Suites by Radisson, Richmond I-95 South, VA

Bellwood

United States

Jena

NT$3,204 total

includes taxes & fees

Nov 29 - Nov 30

A building with a sign reading "OFFICE" at the entrance, featuring a symmetrical facade with a central entrance, windows on either side, and a brick base.

2. WHITEHOUSE MOTEL

Bellwood

United States

Laurence

NT$1,774 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a desk with a lamp, a bathtub, and a small plant.

3. La Quinta Inn by Wyndham Richmond South

Bellwood

United States

Marlene

NT$3,383 total

includes taxes & fees

Nov 26 - Nov 27

A hotel reception area with a blue-lit wall, a reception desk, a vending machine, and a sign for the 'Curry Market.'

4. Fairfield Inn & Suites Richmond Midlothian

Bon Air

United States

Zhaozhang

NT$4,742 total

includes taxes & fees

Nov 8 - Nov 9

A modern lobby with blue chairs, a reception desk, and a large mural.

5. Best Western Premier Richmond City Gateway

Richmond

United States

Richard

NT$3,737 total

includes taxes & fees

Nov 29 - Nov 30

A hotel with a covered entrance, large windows, and a brick facade.

6. Hyatt Place Richmond/Arboretum

North Chesterfield

United States

Emma

NT$4,510 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear blue water, surrounded by blue chairs and large windows offering views of the outside.

7. Hampton Inn Richmond-Midlothian Turnpike

North Chesterfield

United States

Chastity

NT$4,042 total

includes taxes & fees

Dec 1 - Dec 2

A hotel room with a bed, a TV mounted on the wall, a refrigerator, a microwave, and a seating area.

8. Red Roof Inn Richmond, VA

Midlothian

United States

Bennie

NT$1,947 total

includes taxes & fees

Nov 10 - Nov 11

A hotel room with a bed, desk, TV, and seating area.

9. Candlewood Suites Richmond-South by IHG

Richmond

United States

Kristin

NT$3,033 total

includes taxes & fees

Dec 1 - Dec 2

A spacious living area with a curved wooden reception desk, a large flat-screen TV mounted on the wall, and a comfortable seating area with sofas and a coffee table.

10. Best Western Plus Governor's Inn

Bon Air

United States

Elizabeth

NT$3,446 total

includes taxes & fees

Nov 30 - Dec 1

A hotel room with a bed, a desk with a chair, a television, and a dresser.

11. Extended Stay America Suites North Chesterfield Arboretum

North Chesterfield

United States

Dave

NT$3,684 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor patio with a fire pit, seating, and umbrellas.

12. Residence Inn by Marriott Richmond West/Midlothian

North Chesterfield

United States

Stanton

NT$6,448 total

includes taxes & fees

Nov 8 - Nov 9

A spacious lobby with multiple seating areas, a reception desk, and a staircase leading to an upper level.

13. DoubleTree by Hilton Richmond - Midlothian

North Chesterfield

United States

Leonda

NT$4,010 total

includes taxes & fees

Nov 23 - Nov 24

A building with a covered walkway, a parking area with cars, and a sign indicating a location.

14. Camelot Inn Motel

Midlothian

NT$2,132 total

includes taxes & fees

Nov 30 - Dec 1

A hotel reception area with a dark wood floor, a reception desk, and a green wall with white leaf patterns.

15. Sleep Inn Richmond South

Bellwood

United States

David

NT$2,701 total

includes taxes & fees

Nov 3 - Nov 4

A living room with a sofa, TV, wooden cabinet, and potted plants.

16. Americas Best Value Inn Richmond South

Bellwood

United States

Tone

NT$2,441 total

includes taxes & fees

Nov 12 - Nov 13

A modern hotel lobby with a bar area, seating arrangements, and a television.

17. Hampton Inn Richmond - South

Richmond

United States

yvette

NT$3,388 total

includes taxes & fees

Nov 8 - Nov 9

A Red Roof Inn sign on a stone wall, two red leather chairs, and a small table with a plant.

18. Red Roof Inn Richmond South

Richmond

United States

Jamal

NT$2,497 total

includes taxes & fees

Nov 11 - Nov 12

A hotel room with a bed, a desk, a chair, a mirror, and a window.

19. Motel 6 Richmond, VA - Midlothian Turnpike

Midlothian

United States

luemcy

NT$2,913 total

includes taxes & fees

Nov 11 - Nov 12

A compact kitchenette with a microwave, a marble-patterned mini-fridge, and a wall-mounted lamp.

20. CITY MOTEL RICHMOND

Jeff Davis

United States

Muhammad Faisal

NT$2,575 total

includes taxes & fees

Nov 12 - Nov 13

View all properties

Top Southside Hotel Reviews

Holiday Inn & Suites Richmond West End

Holiday Inn & Suites Richmond West End

10/10 Excellent

"Lacey was very helpful get us checked in and situated. The restaurant and bar staff were very kind and accommodating. The facility was perfect and a great value."

Candlewood Suites Richmond-South by IHG

Candlewood Suites Richmond-South by IHG

10/10 Excellent

"This is my first time at this property. I traveled alone and the hotel was located close to the event I was attending and I felt safe coming home late. Everything about the room I had was perfect. Love the bathroom features, kitchen nice and clean equip with all you needed even though I didn’t cook. I would definitely stay here again."

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