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

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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

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

Laurence

NT$1,771 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

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

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

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

Emma

NT$4,510 total

includes taxes & fees

Nov 22 - Nov 23

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

7. Red Roof Inn Richmond, VA

Midlothian

Bennie

NT$1,947 total

includes taxes & fees

Nov 10 - Nov 11

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

8. Candlewood Suites Richmond-South by IHG

Richmond

Kristin

NT$3,033 total

includes taxes & fees

Dec 1 - Dec 2

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

9. Hampton Inn Richmond-Midlothian Turnpike

North Chesterfield

Chastity

NT$4,042 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

Astrid

NT$3,446 total

includes taxes & fees

Nov 30 - Dec 1

11. Extended Stay America Suites North Chesterfield Arboretum

North Chesterfield

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

Stanton

NT$6,448 total

includes taxes & fees

Nov 9 - Nov 10

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

Leonda

NT$4,010 total

includes taxes & fees

Nov 23 - Nov 24

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

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

Tone

NT$2,441 total

includes taxes & fees

Nov 12 - Nov 13

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

17. Red Roof Inn Richmond South

Richmond

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.

18. Motel 6 Richmond, VA - Midlothian Turnpike

Midlothian

luemcy

NT$2,913 total

includes taxes & fees

Nov 3 - Nov 4

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

19. Hampton Inn Richmond - South

Richmond

yvette

NT$3,388 total

includes taxes & fees

Nov 8 - Nov 9

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

20. CITY MOTEL RICHMOND

Jeff Davis

Muhammad Faisal

NT$2,575 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Top Southside Hotel Reviews

The Jefferson Hotel

10/10 Excellent

"The hotel was beautiful, and the room was spacious with an excellent bathroom. The staff is welcoming, helpful and yet the atmosphere is not formal or stuffy. We used self parking and the lot was extremely convenient. The bellman was extremely kind and efficient. I so wish I could recall his name, but he mentioned that he has been at the Jefferson for 10 years. We ate in the restaurant Lemaire 2 nights. Obviously. It is very good. Thank you Jefferson Hotel for providing us with an exceptional experience."

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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Check availability on Southside Winery Hotels

Our top choices for Southside hotels with winery

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

2. WHITEHOUSE MOTEL

3. La Quinta Inn by Wyndham Richmond South

4. Fairfield Inn & Suites Richmond Midlothian

5. Best Western Premier Richmond City Gateway

6. Hyatt Place Richmond/Arboretum

7. Red Roof Inn Richmond, VA

8. Candlewood Suites Richmond-South by IHG

9. Hampton Inn Richmond-Midlothian Turnpike

10. Best Western Plus Governor's Inn

11. Extended Stay America Suites North Chesterfield Arboretum

12. Residence Inn by Marriott Richmond West/Midlothian

13. DoubleTree by Hilton Richmond - Midlothian

14. Camelot Inn Motel

15. Sleep Inn Richmond South

16. Americas Best Value Inn Richmond South

17. Red Roof Inn Richmond South

18. Motel 6 Richmond, VA - Midlothian Turnpike

19. Hampton Inn Richmond - South

20. CITY MOTEL RICHMOND

Top Southside Hotel Reviews

The Jefferson Hotel

Linden Row Inn

Holiday Inn & Suites Richmond West End

Candlewood Suites Richmond-South by IHG

Explore a world of travel with Expedia

Find Winery Hotels in Southside, VA

Change your mind

Treat yourself

Be picky

Check availability on Southside Winery Hotels

Our top choices for Southside hotels with winery

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

2. WHITEHOUSE MOTEL

3. La Quinta Inn by Wyndham Richmond South

4. Fairfield Inn & Suites Richmond Midlothian

5. Best Western Premier Richmond City Gateway

6. Hyatt Place Richmond/Arboretum

7. Red Roof Inn Richmond, VA

8. Candlewood Suites Richmond-South by IHG

9. Hampton Inn Richmond-Midlothian Turnpike

10. Best Western Plus Governor's Inn

11. Extended Stay America Suites North Chesterfield Arboretum

12. Residence Inn by Marriott Richmond West/Midlothian

13. DoubleTree by Hilton Richmond - Midlothian

14. Camelot Inn Motel

15. Sleep Inn Richmond South

16. Americas Best Value Inn Richmond South

17. Red Roof Inn Richmond South

18. Motel 6 Richmond, VA - Midlothian Turnpike

19. Hampton Inn Richmond - South

20. CITY MOTEL RICHMOND

Top Southside Hotel Reviews

The Jefferson Hotel

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