An aerial view of a residential area with houses, roads, and a water tower.

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Check availability on Chester Family friendly Hotels

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chester family-friendly hotels

A restaurant with a long counter, multiple tables, and a buffet area with various food items.
A hotel room with a large bed, a desk with a chair, a small table, a lamp, and a large window with curtains.
A reception area with a wooden reception desk, a clock, and a large window offering a view of the outdoors.
A multi-story Fairfield Inn Marriott hotel with a parking lot in front.

1. Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester
Chester
  • Family holidays made easy with premium TV, free cots, and convenient dining options just a short drive away.
S$146
includes taxes & fees
11 Oct - 12 Oct
Fairfield Inn By Marriott Richmond Chester
A modern dining area with hexagonal pendant lights, large windows, and a flat-screen TV on the wall.
A modern lobby with seating areas, a reception desk, and a television screen.
A hotel room with a bed, a desk, a TV, and a view of the outdoors.
An outdoor patio with a fire feature, seating, and a brick wall.

2. SpringHill Suites Chester

SpringHill Suites Chester
Chester
  • Make every day an adventure with kids at this hotel's indoor pool, just minutes from Iron Bridge Sports Park and steps from shopping.
S$179
includes taxes & fees
15 Oct - 16 Oct
SpringHill Suites Chester
A modern lounge area with a fireplace, comfortable seating, and large windows.
A hotel room with a bed, a sofa, a desk, and a view of trees through the window.
A Courtyard by Marriott hotel with a covered entrance, multiple balconies, and a parking lot.
A modern hotel lobby with green sofas, yellow chairs, a bar area, and a seating area with tables and chairs.

3. Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester
Chester
S$159
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Richmond Chester
A modern bathroom with a glass-enclosed shower, a toilet, a sink with a mirror, and a towel rack.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with a large bed, a desk with a chair, a flat-screen TV, a desk lamp, and a wardrobe.
A compact room with a blue sofa, a small table, a microwave, and a compact refrigerator.

4. Holiday Inn Express Chester by IHG

Holiday Inn Express Chester by IHG
Chester
S$138
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Chester by IHG
A hotel lobby with a bar area, seating, and a television.
A hotel room with two beds, a desk, a chair, and a television.
A gym with cardio equipment, a mirror, and a rack of dumbbells.
A modern bathroom with a bathtub, shower, and sink.

5. Hampton Inn by Hilton Chester South

Hampton Inn by Hilton Chester South
Chester
S$145
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn by Hilton Chester South
A modern living room with a fireplace, a dining area with chairs, and a kitchen area with a counter and appliances.
A hotel with a covered entrance, a brick facade, and a sign with Japanese characters.
A hotel entrance with a 'WELCOME' mat, a cart, and a view into the interior featuring a clock and seating area.
A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a blue pool heater.

6. Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA
Chester
  • Family fun awaits with cosy rooms, indoor pool, and activities minutes from Iron Bridge Sports Park.
S$137
includes taxes & fees
1 Nov - 2 Nov
Country Inn & Suites by Radisson, Chester, VA
A modern building with a large 'H' logo and 'HYATT SELECT' signage.
A hotel room with a gray sofa, a small table, a lamp, a framed abstract artwork, and a bed with white linens.
A modern bathroom with a large mirror, a sink, a toilet, and a shower area.
A modern hotel lobby with a dining area, kitchenettes, and a flat-screen TV.

7. Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester
Chester
S$139
includes taxes & fees
19 Oct - 20 Oct
Hyatt Select Richmond/Chester
A spacious conference room with a large oval table, multiple chairs, a fireplace, and a kitchen area in the background.
A modern living room with a fireplace, comfortable seating, and a decorative ceiling light.
A large indoor swimming pool with blue chairs and sun loungers, surrounded by large windows and potted plants.
A suite shop with a refrigerated section labeled "FROZEN" and a "PICK 6" promotional display.

8. Homewood Suites by Hilton Richmond-Chester

Homewood Suites by Hilton Richmond-Chester
Chester
S$233
includes taxes & fees
15 Oct - 16 Oct
Homewood Suites by Hilton Richmond-Chester
A hotel room with a sofa, armchair, TV, dresser, microwave, and a bed in the background.
A bathroom with a bathtub, a sink, a mirror, and toiletries.
A hotel reception area with a wooden reception desk, a flat-screen TV, and two red chairs.
A multi-story hotel with a covered entrance, a parking lot, and flags.

9. Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South
Chester
  • The perfect family escape awaits with included breakfast and a seasonal pool for relaxation after a day of nearby adventures.
S$121
includes taxes & fees
15 Oct - 16 Oct
Comfort Inn Chester - Richmond South
A bedroom with a large bed, a wardrobe with mirrors, a desk, and a chair.
A hotel room with a patterned bedspread, a red and black checkered chair, a wall-mounted air conditioner, and a refrigerator.
A room with a brick wall, a framed picture, a vending machine, and a Coca-Cola sign.
A building with a sign reading 'OFFICE' on the roof, large windows, and a covered entrance area.

10. Budget Inn Motel

Budget Inn Motel
Chester
S$99
includes taxes & fees
21 Oct - 22 Oct
Budget Inn Motel
View all properties

Choose what matters most at family-friendly hotels in Chester

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Chester

A restaurant with a long counter, multiple tables, and a buffet area with various food items.
A hotel room with a large bed, a desk with a chair, a small table, a lamp, and a large window with curtains.
A reception area with a wooden reception desk, a clock, and a large window offering a view of the outdoors.
A multi-story Fairfield Inn Marriott hotel with a parking lot in front.

Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester
Chester
S$146
includes taxes & fees
11 Oct - 12 Oct
Fairfield Inn By Marriott Richmond Chester
A modern dining area with hexagonal pendant lights, large windows, and a flat-screen TV on the wall.
A modern lobby with seating areas, a reception desk, and a television screen.
A hotel room with a bed, a desk, a TV, and a view of the outdoors.
An outdoor patio with a fire feature, seating, and a brick wall.

SpringHill Suites Chester

SpringHill Suites Chester
Chester
S$179
includes taxes & fees
15 Oct - 16 Oct
SpringHill Suites Chester
A hotel room with a large bed, a desk with a chair, a flat-screen TV, a desk lamp, and a wardrobe.
A compact room with a blue sofa, a small table, a microwave, and a compact refrigerator.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A gym with cardio machines, weight machines, and dumbbells.

Holiday Inn Express Chester by IHG

Holiday Inn Express Chester by IHG
Chester
S$138
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Chester by IHG
A modern living room with a fireplace, a dining area with chairs, and a kitchen area with a counter and appliances.
A hotel with a covered entrance, a brick facade, and a sign with Japanese characters.
A hotel entrance with a 'WELCOME' mat, a cart, and a view into the interior featuring a clock and seating area.
A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a blue pool heater.

Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA
Chester
S$137
includes taxes & fees
1 Nov - 2 Nov
Country Inn & Suites by Radisson, Chester, VA
A hotel lobby with a bar area, seating, and a television.
A gym with cardio equipment, a mirror, and a rack of dumbbells.
A modern bathroom with a bathtub, shower, and sink.
A Hampton Inn hotel with a prominent neon sign, a covered entrance, and a landscaped front with trimmed bushes.

Hampton Inn by Hilton Chester South

Hampton Inn by Hilton Chester South
Chester
S$145
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn by Hilton Chester South
A modern building with a large 'H' logo and 'HYATT SELECT' signage.
A hotel room with a gray sofa, a small table, a lamp, a framed abstract artwork, and a bed with white linens.
A reception area with a wooden reception desk, a checkout counter, and refrigerated beverage dispensers labeled 'CHECKOUT,' 'RESTORE,' and 'REFRESH.'
A modern hotel lobby with a dining area, kitchenettes, and a flat-screen TV.

Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester
Chester
S$139
includes taxes & fees
19 Oct - 20 Oct
Hyatt Select Richmond/Chester
A hotel room with a sofa, armchair, TV, dresser, microwave, and a bed in the background.
A multi-story hotel with a covered entrance, a parking lot, and flags.
A hotel reception area with a wooden reception desk, a flat-screen TV, and two red chairs.
A modern hotel room with a desk, two monitors, a keyboard, and a chair. There is a dining area with tables and chairs in the background.

Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South
Chester
S$121
includes taxes & fees
15 Oct - 16 Oct
Comfort Inn Chester - Richmond South
A spacious conference room with a large oval table, multiple chairs, a fireplace, and a kitchen area in the background.
A modern living room with a fireplace, comfortable seating, and a decorative ceiling light.
A large indoor swimming pool with blue chairs and sun loungers, surrounded by large windows and potted plants.
A hotel lobby with a reception desk, a 'Suite Shop' sign, a dining area, and a 'Frozen' display.

Homewood Suites by Hilton Richmond-Chester

Homewood Suites by Hilton Richmond-Chester
Chester
S$233
includes taxes & fees
15 Oct - 16 Oct
Homewood Suites by Hilton Richmond-Chester
A conference room with tables and chairs, a kitchenette, and a projection screen on the wall.
A hotel room with a bed, bedside tables, a chair, and a framed picture on the wall.
A laundry facility with two washing machines and a large water dispenser.
A hotel with a parking lot and a building with a red roof.

Red Roof Inn Chester

Red Roof Inn Chester
Chester
S$125
includes taxes & fees
18 Oct - 19 Oct
Red Roof Inn Chester
A bathroom with a sink, mirror, towel rack, and a view of a bedroom with a bed and curtains.
A Days Inn with a covered parking area, a signboard, and a building with a green roof.
A hotel dining area with multiple tables and chairs, a kitchen counter, and a television on the wall.
A spacious living room with patterned carpet, two patterned armchairs, a glass coffee table, and a bookshelf.

Days Inn by Wyndham Chester

Days Inn by Wyndham Chester
Chester
S$96
includes taxes & fees
18 Oct - 19 Oct
Days Inn by Wyndham Chester
View all properties

Family-friendly hotels with pools in Chester

A modern dining area with hexagonal pendant lights, large windows, and a flat-screen TV on the wall.
A modern lobby with seating areas, a reception desk, and a television screen.
A hotel room with a bed, a desk, a TV, and a view of the outdoors.
An outdoor patio with a fire feature, seating, and a brick wall.

SpringHill Suites Chester

SpringHill Suites Chester
Chester
S$179
includes taxes & fees
15 Oct - 16 Oct
SpringHill Suites Chester
A modern living room with a fireplace, a dining area with chairs, and a kitchen area with a counter and appliances.
A hotel with a covered entrance, a brick facade, and a sign with Japanese characters.
A hotel entrance with a 'WELCOME' mat, a cart, and a view into the interior featuring a clock and seating area.
A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a blue pool heater.

Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA
Chester
S$137
includes taxes & fees
1 Nov - 2 Nov
Country Inn & Suites by Radisson, Chester, VA
A modern building with a large 'H' logo and 'HYATT SELECT' signage.
A hotel room with a gray sofa, a small table, a lamp, a framed abstract artwork, and a bed with white linens.
A reception area with a wooden reception desk, a checkout counter, and refrigerated beverage dispensers labeled 'CHECKOUT,' 'RESTORE,' and 'REFRESH.'
A modern hotel lobby with a dining area, kitchenettes, and a flat-screen TV.

Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester
Chester
S$139
includes taxes & fees
19 Oct - 20 Oct
Hyatt Select Richmond/Chester
A modern lounge area with a fireplace, comfortable seating, and large windows.
A hotel room with a bed, a sofa, a desk, and a view of trees through the window.
A Courtyard by Marriott hotel with a covered entrance, multiple balconies, and a parking lot.
A modern hotel lobby with green sofas, yellow chairs, a bar area, and a seating area with tables and chairs.

Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester
Chester
S$159
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Richmond Chester
A spacious conference room with a large oval table, multiple chairs, a fireplace, and a kitchen area in the background.
A modern living room with a fireplace, comfortable seating, and a decorative ceiling light.
A large indoor swimming pool with blue chairs and sun loungers, surrounded by large windows and potted plants.
A hotel lobby with a reception desk, a 'Suite Shop' sign, a dining area, and a 'Frozen' display.

Homewood Suites by Hilton Richmond-Chester

Homewood Suites by Hilton Richmond-Chester
Chester
S$233
includes taxes & fees
15 Oct - 16 Oct
Homewood Suites by Hilton Richmond-Chester
A bathroom with a shower, marble walls, a towel rack, and a wooden door.
A hotel room with a bed, a desk, a microwave, a refrigerator, a TV, and a wooden door.
A compact kitchenette with a built-in microwave, a stainless steel refrigerator, and a wall-mounted shelf above the sink.
A Suburban Extended Stay Hotel with a prominent sign, a parking lot, and a modern building facade.

Suburban Studios Chester

Suburban Studios Chester
Chester
S$108
includes taxes & fees
8 Nov - 9 Nov
Suburban Studios Chester
A residential building with a basketball court in front.
A large, multi-story hotel with a central courtyard and parking lot.
A modern kitchen with dark cabinets, a refrigerator, and a dining area with a table and chairs.
An outdoor seating area with a circular fire pit, wicker furniture, and a brick fire feature.

Residence Inn Marriott Chester

Residence Inn Marriott Chester
Chester
S$253
includes taxes & fees
25 Oct - 26 Oct
Residence Inn Marriott Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Chester Hotel Reviews

Omni Richmond Hotel

Omni Richmond Hotel

10/10 Excellent
"Absolutely stunning hotel and the staff went above and beyond to make our stay pleasant! We will definitely be back if we ever need to come to Richmond again!"
Megan 3-night trip
Posted 1 hour ago
Omni Richmond Hotel
La Quinta Inn & Suites by Wyndham Richmond-Midlothian

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

8/10 Good
"Clean"
Janice 1-night trip
Posted 21 hours ago
La Quinta Inn & Suites by Wyndham Richmond-Midlothian
Graduate by Hilton Richmond

Graduate by Hilton Richmond

10/10 Excellent
"Great place to stay in Richmond. Located within a half mile of VCU’s medical campus and also close to Richmond’s city center. There are restaurants within a few minutes walking distance and a cute coffee shop too. The hotel itself has a cozy and modern feel. The staff were friendly and helpful! Would stay again!"
Nikki 2-night trip
Posted 22 hours ago
Graduate by Hilton Richmond
The Commonwealth

The Commonwealth

10/10 Excellent
"Awensome"
Verna 3-night trip
Posted 1 day ago
The Commonwealth
The Jefferson Hotel

The Jefferson Hotel

10/10 Excellent
"Staying at the Jefferson is like stepping into an old movie set in a beautiful hotel (and I am sure it has in fact "starred" in a few movies). The hotel is immaculate and the staff are friendly and helpful. The room was inviting and, honestly, I think the bed is one of the most comfortable I've ever slept in — perfect mattress, perfect pillows, cool sheets. We hope we can have another little getaway there someday!"
Nathalie 1-night trip
Posted 2 days ago
The Jefferson Hotel
Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

10/10 Excellent
"⭐⭐⭐⭐⭐ Had an amazing stay! The hotel was exceptionally clean and well-maintained, and the AC was absolutely amazing—cool, quiet, and perfect for a comfortable stay. Everything was just right, and I would definitely stay here again!"
Hailey 1-night trip
Posted 2 days ago
Hyatt Select Richmond/Chester
Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester

10/10 Excellent
"Good stay"
anthony 1-night trip
Posted 2 days ago
Fairfield Inn By Marriott Richmond Chester
Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester

10/10 Excellent
"This was the perfect stopover for my laung jaunt from Boston to South Carolina! Location... 10! Easy access right off Rt 95. Room.... 10! Room was clean , bright and quiet. Very spacious and roomy. Restaurant... 10 Varied menu, good food, pleasant staff. Thank you!!!"
Nancy 1-night trip
Posted 2 days ago
Courtyard by Marriott Richmond Chester
Linden Row Inn

Linden Row Inn

10/10 Excellent
"Specious room with nice bath. It was very quiet! Close to everything we planned to visit."
Natalie 2-night trip
Posted 4 days ago
Linden Row Inn

Frequently asked questions

What's Chester like for family-friendly holidays?
The welcoming destination of Chester is a good choice if you've been considering a getaway with your children. The exciting theme parks, wildlife and art scene are just a few things that make this an attractive place for families. Fly into Richmond, VA (RIC-Richmond Intl.), which is located 12.2 mi (19.6 km) from the city centre.
What's the best family accommodation in Chester?
SpringHill Suites Chester is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your family trip include Fairfield Inn By Marriott Richmond Chester and Comfort Inn Chester - Richmond South.
When's the best time to book a family-friendly holiday in Chester?
The hottest months are usually July and August, with an average temperature of 25°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Chester is 1260 mm.
What's there to see and do with your family in Chester?
The Lazy Daisy, Parker's Battery Park and Pocahontas State Park are interesting attractions that you and your family will enjoy exploring while you are staying in Chester. Make sure that you have lots of time for activities such as Southpark Mall and Rogers Stadium.

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