Windsor Holiday Rentals, Virginia: Private House Rentals

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Our top choices for Windsor hotels

A hotel lobby with multiple dining tables and chairs, a fireplace, and a blue wall with framed pictures.

A spacious lobby with a reception desk, a staircase, and a glass door entrance.

A hotel room with a large bed, two bedside lamps, a chair, and a desk.

A hotel room with a dining table, chairs, a sofa, a TV, and a fireplace.

1. Holiday Inn Express Hotel & Suites Suffolk by IHG

Suffolk

Helen

2.538.004 ₫

2.919.222 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A conference room with a long table, red upholstered chairs, and orange pendant lights.

A gym with exercise equipment, a red exercise ball, and a motivational sign.

A hotel room with a wooden floor, a bed, a desk, a chair, a bathroom with a shower, and a mirror.

A Hampton Inn hotel with a brick facade, multiple windows, and a clear entrance.

2. Hampton Inn Suffolk

Suffolk

Kenneth

2.618.268 ₫

3.010.709 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A large hotel with a central courtyard, multiple floors, and a well-lit entrance.

A spacious hotel lobby with a red and white carpet, large windows, and a chandelier.

A modern bar area with stainless steel appliances, a wine rack, and a seating area with a wooden ceiling.

A covered outdoor seating area with brick flooring, white columns, and blue furniture.

3. Hilton Garden Inn Suffolk Riverfront

Suffolk

Nathan

3.059.849 ₫

3.514.125 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A waterfront property with a dock, a tower, and a house.

A waterfront hotel with multiple balconies, a dock with boats, and a clear sky.

A covered outdoor seating area with white chairs and tables, overlooking a marina with boats.

A pool area with white lounge chairs and a building with a green roof and a tower.

4. Smithfield Station

Smithfield

Jason

4.330.819 ₫

4.995.805 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A modern hotel lobby with a central bar area, seating arrangements, and a decorative light fixture.

A snack and sundries section with a 'Treats' sign, shelves stocked with various snacks, and a wall mural depicting food items.

A hotel reception area with a wooden reception desk, a large yellow hanging light fixture, a framed picture on the wall, and a coffee station with multiple drink dispensers.

A bathroom with a shower, a sink with a mirror, and a framed picture on the wall.

5. Hampton Inn Suites Smithfield

Smithfield

Tobin

2.618.268 ₫

2.932.459 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel room with a bed, bedside table, and a small desk with a mirror.

A bathroom with a granite countertop sink, a toilet, and a shower with a glass door.

A bedroom with a bed, a desk with a TV, and a door leading outside.

A building with a brick facade, a green roof, and a covered entrance with a staircase.

6. Brentwood Inn & Suites

Suffolk

Kimberly

2.022.860 ₫

2.331.944 ₫ total

includes taxes & fees

15 Nov - 16 Nov

An outdoor seating area with wicker chairs and tables, a wooden pergola, and a stone wall.

A modern kitchen with a stainless steel refrigerator, microwave, and dishwasher.

A modern gym with weightlifting equipment, treadmills, and a mirrored wall.

7. Home2 Suites By Hilton Suffolk

Suffolk

Amber

2.972.313 ₫

3.414.335 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a refrigerated drink display, a long counter with stools, and a menu board above.

A modern living room with a sofa set, armchairs, a coffee table, and a flat-screen TV mounted on the wall.

A swimming pool with a sunlit room containing a table and chairs, and a gym area with treadmills.

A modern hotel lobby with a large digital display, comfortable seating, and a well-lit interior.

8. Courtyard by Marriott Suffolk Chesapeake

Suffolk

Ramzia

2.614.385 ₫

3.006.284 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a long bed, a desk, and a chair.

A Red Roof Inn lobby with two leather chairs, an ATM, and a stone wall.

A Red Roof Inn reception area with a counter, ATM, and seating area.

9. Red Roof Inn Suffolk

Suffolk

Tracy

2.020.842 ₫

2.394.357 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A reception area with a blue sofa, a tufted bench, a reception desk, and a patterned floor.

A modern lounge area with a fireplace, seating, and a ceiling light fixture.

An indoor swimming pool with a tiled floor, surrounded by seating areas and windows.

10. Comfort Suites Airport

Central Newport News

Samantha

2.398.245 ₫

2.783.868 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a nightstand, a desk, a sink, and a door leading to another room.

A hotel room with a bed, a desk with a chair, a television, a minibar, and a door leading to a balcony.

A multi-story building with a parking lot in front.

A bathroom with a bathtub, a shower curtain, and beige tiled walls.

11. COUNTRY HOST INN

Franklin

Jody

1.413.321 ₫

1.568.787 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A spacious lobby with a reception desk, green seating, and a large TV screen.

An indoor swimming pool with clear water, a reception desk, and a few lounge chairs.

A hotel lobby with a patterned carpet, a central sofa, and a dining area with wooden chairs and tables.

A modern dining area with multiple tables and chairs, a large central table, and a television mounted on the wall.

12. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Western Branch North

Arleen

2.149.534 ₫

2.523.759 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A modern dining area with a white table and grey chairs, large windows, and a flat-screen TV mounted on a wooden wall.

A modern hotel lobby with seating, a fireplace, and a television.

A bar area with multiple bar stools, a television mounted on the wall, and a wine and liquor display cabinet.

A conference room with round tables, chairs, and a carpeted floor.

13. Hilton Garden Inn Chesapeake/Suffolk

Suffolk

Thomas

2.738.115 ₫

3.147.337 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A room with a large window offering a view of a park and a body of water.

A hotel room with a bed, bedside tables, a lamp, a bench, and a view of the outside through a window.

A spacious lobby with a central seating area, a reception desk, and multiple levels with balconies.

14. Embassy Suites by Hilton Hampton Convention Center

Coliseum Central

Chianti

2.525.858 ₫

2.956.508 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern interior with a black leather sofa, green and yellow chairs, and a patterned floor.

A modern hotel with a glass facade, a prominent 'Hilton' sign, and a 'Manhattan' sign indicating its location.

A marina with several boats docked, a waterfront restaurant named 'WaterSide', and modern buildings in the background.

A multi-level interior with an escalator connecting floors, modern lighting, and a central seating area with tables and chairs.

15. Hilton Norfolk The Main

Downtown Norfolk

Francis

4.600.780 ₫

5.437.603 ₫ total

includes taxes & fees

15 Nov - 16 Nov

An indoor swimming pool with clear water, tiled walls, and a wooden floor.

A vending area with snacks and beverages, including a 'VA' sign and a 'TREATS' sign above the shelves.

A gym with treadmills, elliptical machines, and free weights.

A breakfast station with waffle makers, coffee machines, and a variety of breakfast items.

16. Hampton Inn Newport News-Yorktown

Central Newport News

Glenn

2.310.236 ₫

2.639.233 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A Marriott hotel with a fountain in the foreground and a dome structure nearby.

A modern hotel lobby with a reception desk, seating area, and a decorative wall.

An outdoor patio with a fire feature, wicker furniture, and a brick building in the background.

A hotel room with a sofa, chairs, a TV, a balcony with chairs, and a large window offering a city view.

17. Newport News Marriott at City Center

Central Newport News

Destiny

3.588.945 ₫

4.153.186 ₫ total

includes taxes & fees

20 Nov - 21 Nov

An outdoor patio area with stone walls, outdoor furniture, and string lights.

A modern hotel lobby with a central bar area, seating arrangements, and large windows providing natural light.

A reception area with wooden reception desks, a wall with a vertical garden, and a ceiling with recessed lighting.

A modern lounge area with a round table, two green armchairs, a beige sofa, and large windows with sheer curtains.

18. Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Western Branch North

Darrell

2.313.601 ₫

2.712.411 ₫ total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with wicker furniture, a stone wall, and string lights.

A modern restaurant with a bar area, multiple seating options including round tables and booths, and a view of the outdoors through large windows.

A modern Hyatt Place hotel with a covered entrance, well-maintained landscaping, and a clear sky at dusk.

A hotel room with a bed, a desk, a sofa, and a painting on the wall.

19. Hyatt Place Hampton Convention Center

Coliseum Central

Dorian

2.743.810 ₫

3.207.153 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A Comfort Suites hotel with a large parking lot, multiple floors, and a well-lit entrance.

A hotel dining area with multiple tables and chairs, a kitchen area, and large windows offering views.

A large indoor swimming pool with clear pool rules and hours posted on the walls, surrounded by lounge chairs and a tiled floor.

A hotel room with a blue sofa, a bed with a red blanket, a desk, and a lamp. There are three framed pictures on the wall.

20. Comfort Suites Suffolk - Chesapeake

Suffolk

irish

2.137.066 ₫

2.462.140 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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Stay near popular Windsor attractions

Boykin's Tavern

8.0/10 (1 review)

This 18th-century tavern showcases original colonial panelling and period furnishings adjacent to the historic courthouse. Explore the well-preserved rooms for an authentic glimpse into Revolutionary War-era social life.

See properties

Top Windsor Hotel Reviews

Wyndham Garden Norfolk Downtown

10/10 Excellent

"One of the nicest hotels I’ve ever stayed in and very clean"

Comfort Inn & Suites Hampton near Coliseum

8/10 Good

"Good place good location"

Embassy Suites by Hilton Hampton Convention Center

10/10 Excellent

"Nice rooms but they could be maintained better. Rust, chipped paint…ext."

Comfort Suites Suffolk - Chesapeake

8/10 Good

"our room was clean and comfortable. the area was pretty quiet, well lit, and felt pretty safe. the breakfast buffet was pretty good, with a decent variety of options. the rooms need updating, they still have the old aesthetic i remember from traveling to the together area as a kid and the carpets and paint were in rough shape in places the pool suffered the worst, very rundown, no lighting, spa controls broken, and a couple of roaches running around that area i want to be clear though we did a thorough inspection of our room and beds and found no bugs"

Norfolk Waterside Marriott

10/10 Excellent

"Clean and confortable room and restaurant in the hotel"

Comfort Suites Airport

10/10 Excellent

"It was very clean. The staff was helpful and efficient. The infused lemon water they serve in the lobby was refreshing after a 10 hour car ride. The breakfast was delicious and well stocked"

Quality Inn & Suites Olde Town

10/10 Excellent

"front desk rep was very helpful he give a room even i arrive around 4:30 am"

Sheraton Norfolk Waterside Hotel

8/10 Good

"Over priced"

Sonesta Simply Suites Hampton

10/10 Excellent

"The hotel was perfect for what I needed. The staff was friendly, the room was great, I will be staying there again."

More cheap stays in Windsor

James River Inn & Suites

6045 Jefferson Ave Newport News VA

1.514.014 ₫

1.766.910 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Key West Inn - Newport News

11845 Jefferson Ave Newport News VA

1.811.950 ₫

2.109.628 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Sleep Inn & Suites Chesapeake - Portsmouth

3280 Western Branch Blvd Chesapeake VA

1.848.189 ₫

2.177.185 ₫ total

9 Nov - 10 Nov

includes taxes & fees

Comfort Suites Airport

12570 Jefferson Ave Newport News VA

2.398.245 ₫

2.783.868 ₫ total

9 Nov - 10 Nov

includes taxes & fees

Quality Inn & Suites Olde Town

347 Effingham St Portsmouth VA

2.434.484 ₫

2.877.313 ₫ total

22 Oct - 23 Oct

includes taxes & fees

7.4/10 Good! (1,004 reviews)

stayAPT Suites Hampton

2122 Hartford Rd Hampton VA

3.080.315 ₫

3.594.132 ₫ total

21 Oct - 22 Oct

includes taxes & fees

Hotels in Windsor with star rating

Frequently asked questions

What's the seasonal weather like in Windsor?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Windsor is 1327 mm.

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Book Hotels in Windsor on Expedia.com

Find hotels in Windsor, VA from 1.568.787 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windsor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windsor hotels

1. Holiday Inn Express Hotel & Suites Suffolk by IHG

2. Hampton Inn Suffolk

3. Hilton Garden Inn Suffolk Riverfront

4. Smithfield Station

5. Hampton Inn Suites Smithfield

6. Brentwood Inn & Suites

7. Home2 Suites By Hilton Suffolk

8. Courtyard by Marriott Suffolk Chesapeake

9. Red Roof Inn Suffolk

10. Comfort Suites Airport

11. COUNTRY HOST INN

12. Holiday Inn Express Hotel & Suites Chesapeake by IHG

13. Hilton Garden Inn Chesapeake/Suffolk

14. Embassy Suites by Hilton Hampton Convention Center

15. Hilton Norfolk The Main

16. Hampton Inn Newport News-Yorktown

17. Newport News Marriott at City Center

18. Fairfield Inn & Suites by Marriott Chesapeake Suffolk

19. Hyatt Place Hampton Convention Center

20. Comfort Suites Suffolk - Chesapeake

Stay near popular Windsor attractions

Boykin's Tavern

Top Windsor Hotel Reviews

Wyndham Garden Norfolk Downtown

Comfort Inn & Suites Hampton near Coliseum

Embassy Suites by Hilton Hampton Convention Center

Comfort Suites Suffolk - Chesapeake

Norfolk Waterside Marriott

Comfort Suites Airport

Quality Inn & Suites Olde Town

Sheraton Norfolk Waterside Hotel

Sonesta Simply Suites Hampton

More cheap stays in Windsor

James River Inn & Suites

Key West Inn - Newport News

Sleep Inn & Suites Chesapeake - Portsmouth

Comfort Suites Airport

Quality Inn & Suites Olde Town

stayAPT Suites Hampton

Hotels in Windsor with star rating

Frequently asked questions

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