Hotels in Windsor

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Where to stay in Windsor?

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a counter.

A Holiday Inn Express & Suites building with a brick facade, a covered entrance, and a green roof.

A swimming pool with lounge chairs and a building with a red brick facade.

A lobby with a fireplace, seating area, and a staircase leading to an upper level.

Holiday Inn Express Hotel & Suites Suffolk by IHG

Suffolk

$105

$121 total

includes taxes & fees

Sep 20 - Sep 21

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

An indoor swimming pool with clear lane markings, a lifeguard chair, and a blue tiled wall.

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

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

Hampton Inn Suffolk

Suffolk

$114

$131 total

includes taxes & fees

Sep 20 - Sep 21

A modern reception area with a counter, a sign reading 'HOME,' and a display of green apples.

A modern hotel lobby with a reception desk, a snack bar, and a seating area.

Home2 Suites By Hilton Suffolk

Suffolk

$127

$146 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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

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

Brentwood Inn & Suites

Suffolk

$79

$91 total

includes taxes & fees

Oct 2 - Oct 3

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

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

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

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

Hilton Garden Inn Suffolk Riverfront

Suffolk

$114

$131 total

includes taxes & fees

Sep 20 - Sep 21

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

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 snack and sundries section with shelves stocked with various treats and a wall mural depicting food items.

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

Hampton Inn Suites Smithfield

Smithfield

$103

$116 total

includes taxes & fees

Oct 4 - Oct 5

A Red Roof Inn with a parking lot in front.

A hotel room with a kitchenette, a flat-screen TV mounted on the wall, a gray chair with a metal frame, and a wooden floor.

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

A reception area with a counter, a phone, an ATM, and a door labeled 'OFFICE'.

Red Roof Inn Suffolk

Suffolk

$78

$93 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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

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

COUNTRY HOST INN

Franklin

$59

$65 total

includes taxes & fees

Oct 4 - Oct 5

A reception area with a marble counter, potted plants, a clock, and a computer monitor.

A long, narrow hallway with a patterned carpet and light blue walls.

A parking area with a white pickup truck and a sedan. There are potted plants and a brick wall.

A hotel room with a bed, a desk, a chair, a TV, and a bathroom visible in the background.

Stonewood Inn & Suites Carrollton - Smithfield

Smithfield

$77

$85 total

includes taxes & fees

Sep 6 - Sep 7

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

A spacious living room with hardwood floors, a central coffee table, and a large rug.

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

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

Smithfield Station

Smithfield

$175

$202 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with a bed, a desk, a chair, a mirror, and a bathroom visible through an open door.

A living room with a green sofa, a small table, two lamps, and a window with curtains.

A hotel reception area with a wooden reception desk, a framed welcome sign, and a green doormat.

A kitchen counter with a coffee maker, a Skim milk bottle, a bowl of fruit, and a sign that says "Healthy."

Quality Inn & Suites Franklin

Franklin

$78

$92 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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

A Fairfield by Marriott hotel with a modern design, a covered entrance, and outdoor seating area.

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Western Branch North

$93

$110 total

includes taxes & fees

Sep 27 - Sep 28

A modern living room with a sofa, a dining table, and a kitchen in the background.

A modern kitchen with a built-in microwave, coffee maker, and refrigerator. There is a dining area with a table and chairs, and a staircase leading to an upper level.

A modern kitchen with a dining area, wooden flooring, and a refrigerator.

A modern hotel lobby with a reception desk, a dining area, and a flat-screen TV mounted on the wall.

Super 8 by Wyndham Franklin

Franklin

$84

$96 total

includes taxes & fees

Oct 5 - Oct 6

A covered outdoor area with a pathway leading to a building with columns. There are potted plants and a table with chairs.

A two-story building with a green awning labeled "Smithfield Inn."

A spacious living room with a large sofa, a smaller armchair, and a wooden bed with a headboard.

A living room with a beige sofa, a patterned rug, a fireplace, and a framed picture on the wall.

Smithfield Inn

Smithfield

$209

$234 total

includes taxes & fees

Sep 7 - Sep 8

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

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.

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

Courtyard by Marriott Suffolk Chesapeake

Suffolk

$93

$107 total

includes taxes & fees

Oct 3 - Oct 4

A hotel lobby with multiple seating areas, including tables and chairs, and a large clock on the wall.

A swimming pool with clear water, surrounded by lounge chairs and a safety railing.

A hotel room with a desk, chair, ottoman, air conditioning unit, and a framed picture on the wall.

A neatly made bed with white linens, two bedside lamps, a wooden bench, and a framed picture on the wall.

Hampton Inn & Suites Chesapeake-Square Mall

Chesapeake

$81

$95 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Western Branch North

$83

$97 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

A reception area with a curved counter, a seating area with a blue sofa and red chairs, and a glass door entrance.

Comfort Suites Suffolk - Chesapeake

Suffolk

$90

$104 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with two beds, a desk with a TV, a mirror, and a bathroom visible through an open door.

A bathroom with a toilet, bathtub, shower curtain, and towel rack.

A hotel room with a bed, bedside table, dresser, TV, and a bathroom visible through an open door.

A bathroom with a bathtub, toilet, and shower curtain.

Bowers Hill Inn

Chesapeake

$63

$75 total

includes taxes & fees

Sep 13 - Sep 14

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

A gym with treadmills, weight machines, and a brick wall.

A modern hotel room with a kitchenette, a bed, a window with curtains, and a view of the outdoors.

An outdoor patio with seating, a grill, and a view of trees and a building.

YourSpace Hotels Chesapeake

Western Branch North

$98

$115 total

includes taxes & fees

Sep 7 - Sep 8

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Go beyond your typical stay in Windsor

Pet friendly

Pool

Hot tub

Cottage

Family friendly

Top landmarks in Windsor

Boykin's Tavern

8.0/10 (1 review)

If you're planning a bit of sightseeing during your trip, head to Boykin's Tavern— just one of the monuments in central Isle of Wight.

See properties

Check out reviews of Windsor hotels guests love

Hilton Norfolk The Main

10/10 Excellent

"One stop shop for food, multiple restaurants on site. Great boutique wine shop next door and close to great entertainment, restaurants and bars."

Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent

"Jrsjtxjtzjtz"

Courtyard by Marriott Norfolk Downtown

8/10 Good

"Glad they got the elevator fixed. Nice people but limited breakfast and dinner options. Also, not good that they don't use cash, only credit cards or charge it to the room."

Norfolk Waterside Marriott

10/10 Excellent

"Perfect Stay"

Holiday Inn Newport News - Hampton by IHG

8/10 Good

"."

Kingsmill Resort

8/10 Good

"The amenities were excellent. Staff were very nice. My only complaint was the accumulation. We opted for a condo over a hotel room since it was a special occasion. It appears we were put in an animal friendly condo as we were surrounded by people with dogs, and the furnishings inside were old. The sliding glass door didn’t lock, the WiFi didn’t work in the bedroom, the television remote didn’t work, and the bedroom was warm as the A/C vent was small and didn’t cool the room. Given the price that we paid, it was very disappointing."

The Landing at Hampton Marina, Tapestry Collection by Hilton

8/10 Good

"The staff was great, the restaurant was a welcome benefit to a weary traveler, and the room was clean and comfortable. Expedia should note there is a $15 daily parking fee to use the hotel garage."

Sheraton Norfolk Waterside Hotel

8/10 Good

"I enjoyed my stay; however, it was extremely cold in the dining room. The food at the breakfast buffet and the lunch dinner was EXCELLENT!!!"

Country Inn & Suites by Radisson, Hampton Coliseum

10/10 Excellent

"Comfortable stay"

Frequently asked questions

Can I book refundable accommodations in Windsor?

If you want the flexibility to change your plans to Windsor, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Windsor be like during my vacation?

July and August are typically the warmest months in Windsor when the average temp is 76°F. January and February are the coldest months when the average temperature is 45°F. September and August are the months with the most rain.

Why should I book my Windsor accommodation with Hotels.com?

There are lots of reasons to book your Windsor trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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