Chester Virginia Accommodations

Find hotels & motels in Chester using the list below. Search for cheap and discounted hotel and motel rates in or near Chester, VA for your personal leisure or group travel. Discover the most favored Chester Virginia hotel rooms. Review the Chester hotel list below to find the perfect lodging. We also have a map of the Chester hotels. Need 5+ Rooms? Secure Chester Group Hotel Rates

The Chester center is approximately 6 miles south of Us Army Reserve and 7 miles north of Petersburg Amtrak.

The history behind Chester, Virginia, dates back to the 1600s, but you don't need a time machine to enjoy this eclectic town. It's a perfect blend of small-town charm, gorgeous scenery, and friendly locals. While it might not rival Richmond in size, it's ideal for couples, singles, and families who want plenty of rest and relaxation while they're taking some time off from their busy lives. More from this guide...

Chester Hotels/Motels & Accommodations

Great Wolf Lodge Williamsburg 549 East Rochambeau Drive, Williamsburg, VA 23188 +1-888-389-4121 ~39.25 miles east of Chester
  • 3-star Resort hotel
  • 405 suites in hotel
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Very Good 8.9 /10 Reviews Call BookMore Details
The Commonwealth 901 Bank St, Richmond, VA 23219 +1-888-675-2083 ~12.56 miles north of Chester
  • Four-star hotel
  • Hotel has 47 suites
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Excellent 9.0 /10 Reviews Call BookMore Details
Hilton Vacation Club The Historic Powhatan Williamsburg 3601 Ironbound Rd, Williamsburg, VA 23188 +1-800-716-8490 ~38.01 miles east of Chester
  • Mid-scale Resort hotel
  • 845 suites in hotel
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Excellent 9.2 /10 Hotel Reviews Call BookMore Details
The Jefferson Hotel 101 West Franklin Street, Richmond, VA 23220 +1-800-805-5223 ~12.96 miles north of Chester
  • Luxurious Five Star property
  • Check in: 4:00 PM - anytime
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Excellent 9.9 /10 Recent Reviews Call BookMore Details
Hampton Inn & Suites Richmond - Downtown 700 East Main St. Suite A, Richmond, VA 23219 +1-888-965-1860 ~12.60 miles north of Chester
  • Affordable property
  • Fitness center on property
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Average 7.4 /10 Review Score Call BookMore Details
Graduate by Hilton Richmond 301 West Franklin Street, Richmond, VA 23220 +1-888-788-5576 ~13.03 miles north of Chester
  • High-end hotel
  • Access to gym on-site
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Courtyard by Marriott Richmond Downtown 1320 East Cary Street, Richmond, VA 23219 +1-888-897-9207 ~12.30 miles north of Chester
  • Mid-scale hotel
  • 135 rooms in hotel
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Hilton Richmond Downtown 501 East Broad St, Richmond, VA 23219 +1-888-311-4278 ~12.81 miles north of Chester
  • High-end property
  • Hotel has a green policy See policy
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Very Good 8.2 /10 Reviews Call BookMore Details
Linden Row Inn 100 East Franklin St, Richmond, VA 23219 +1-888-469-4795 ~12.87 miles north of Chester
  • Affordable hotel
  • Has environment-friendly policy See more
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Excellent 9.3 /10 Latest Reviews Call BookMore Details
Williamsburg Inn an official Colonial Williamsburg Hotel 136 East Francis Street, Williamsburg, VA 23185 +1-888-734-9421 ~41.43 miles east of Chester
  • Luxury Five Star hotel
  • Access to gym on-site
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Excellent 9.8 /10 Read Reviews Call BookMore Details
Quirk Hotel Richmond 201 West Broad St, Richmond, VA 23220 +1-888-841-5292 ~13.11 miles north of Chester
  • High end hotel
  • Hotel has 5 suites
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Very Good 8.8 /10 Reviews Call BookMore Details
The Berkeley Richmond Outset Collection by Hilton 1200 East Cary St, Richmond, VA 23219 +1-888-455-5160 ~12.37 miles north of Chester
  • High-end hotel
  • Pets/Animals Allowed
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Very Good 8.6 /10 Latest Reviews Call BookMore Details
Omni Richmond Hotel 100 South 12th St, Richmond, VA 23219 +1-888-965-8297 ~12.35 miles north of Chester
  • Expensive hotel
  • 359 rooms in property
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
Richmond Marriott 500 East Broad St, Richmond, VA 23219 +1-888-906-6358 ~12.85 miles north of Chester
  • 3-star hotel
  • Check-in: 4:00 PM - 3:00 AM
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Excellent 9.7 /10 Recent Reviews Call BookMore Details
Williamsburg Lodge Autograph Collection 310 South England St, Williamsburg, VA 23185 +1-888-749-6785 ~41.28 miles east of Chester
  • 4-star hotel
  • 323 sleeping rooms in hotel
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Delta Hotels by Marriott Richmond Downtown 555 East Canal Street, Richmond, VA 23219 +1-888-878-9982 ~12.51 miles north of Chester
  • 3 star property
  • Pets are Welcome
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Excellent 9.0 /10 Guest Reviews Call BookMore Details
The Westin Richmond 6631 West Broad Street, Richmond, VA 23230 +1-888-389-4485 ~17.42 miles north of Chester
  • 4-star property
  • 250 sleeping rooms in hotel
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Very Good 8.8 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express Richmond Downtown by IHG 201 East Cary St, Richmond, VA 23219 +1-888-389-4121 ~12.70 miles north of Chester
  • Midscale hotel
  • Check-in: 3:00 PM - 1:30 AM
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Very Good 8.2 /10 Guest Reviews Call BookMore Details
Residence Inn by Marriott Richmond Downtown 1320 East Cary St, Richmond, VA 23219 +1-888-675-2083 ~12.30 miles north of Chester
  • Three Star property
  • Hotel has an eco-friendly policy See more
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Courtyard by Marriott Richmond Scott’s Addition 3800 West Broad Street, Richmond, VA 23230 +1-800-716-8490 ~14.87 miles north of Chester
  • Three Star hotel
  • 128 rooms in hotel
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Very Good 8.8 /10 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Richmond - Downtown 700 East Main St. Suite B, Richmond, VA 23219 +1-800-805-5223 ~12.56 miles north of Chester
  • 3-star hotel
  • Pet Friendly
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Very Good 8.0 /10 Recent Reviews Call BookMore Details
The Colonies at Williamsburg 5380 Olde Towne Road, Williamsburg, VA 23188 +1-888-965-1860 ~38.41 miles east of Chester
  • 3-star property
  • Access to gym on-site
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Very Good 8.7 /10 Review Score Call BookMore Details
Wedmore Place 5810 Wessex Hundred, Williamsburg, VA 23185 +1-888-788-5576 ~40.67 miles east of Chester
  • Affordable property
  • Check-in time: 4:00 PM - 10:00 PM
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Excellent 9.2 /10 Reviews Call BookMore Details
Virginia Crossings Hotel Tapestry Collection by Hilton 1000 Virginia Center Pkwy, Glen Allen, VA 23059 +1-888-897-9207 ~21.23 miles north of Chester
  • 3-star hotel
  • Check in: 4:00 PM - 2:00 AM
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Very Good 8.6 /10 Review Score Call BookMore Details
DoubleTree by Hilton Richmond Airport 445 International Center Dr, Sandston, VA 23150 +1-888-311-4278 ~13.30 miles northeast of Chester
  • Four-star property
  • Fitness center on property
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Very Good 8.4 /10 Hotel Reviews Call BookMore Details
Hilton Vacation Club Greensprings Williamsburg 3500 Ludwell Pkwy, Williamsburg, VA 23188 +1-888-469-4795 ~36.10 miles east of Chester
  • Midscale Resort hotel
  • 296 rooms in hotel
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Hilton Richmond Hotel & Spa / Short Pump 12042 West Broad Street, Richmond, VA 23233 +1-888-734-9421 ~23.24 miles northwest of Chester
  • High-end hotel
  • 4 suites in property
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Excellent 9.0 /10 Reviews Call BookMore Details
Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG 515 Bypass Rd, Williamsburg, VA 23185 +1-888-841-5292 ~40.58 miles east of Chester
  • Three Star hotel
  • 46 suites in property
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Excellent 9.0 /10 Reviews Call BookMore Details
DoubleTree by Hilton Williamsburg 50 Kingsmill Rd, Williamsburg, VA 23185 +1-888-455-5160 ~43.85 miles east of Chester
  • 4-star property
  • Fitness center on property
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Very Good 8.2 /10 Hotel Reviews Call BookMore Details
Griffin Hotel an official Colonial Williamsburg Hotel 136 Francis St. East, Williamsburg, VA 23185 +1-888-965-8297 ~41.43 miles east of Chester
  • Affordable property
  • Pets/Dogs Allowed
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Very Good 8.8 /10 Read Reviews Call BookMore Details
Courtyard by Marriott Williamsburg Busch Gardens Area 470 McLaws Circle, Williamsburg, VA 23185 +1-888-906-6358 ~43.57 miles east of Chester
  • 3-star hotel
  • Hotel has 4 floors
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Very Good 8.6 /10 Read Reviews Call BookMore Details
Hyatt House Richmond / Short Pump 11800 West Broad Street, Richmond, VA 23233 +1-888-749-6785 ~22.87 miles northwest of Chester
  • 3-star hotel
  • Check-in: 4:00 PM - anytime
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Very Good 8.8 /10 Reviews Call BookMore Details
Hyatt Select Richmond Airport 4401 South Laburnum Avenue, Richmond, VA 23231 +1-888-878-9982 ~12.85 miles north of Chester
  • Three Star hotel
  • Shuttle from airport available
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Very Good 8.4 /10 Reviews Call BookMore Details
Kingsmill Resort 1010 Kingsmill Rd, Williamsburg, VA 23185 +1-888-389-4485 ~43.60 miles east of Chester
  • Four-star hotel
  • 173 suites in hotel
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Very Good 8.6 /10 Review Score Call BookMore Details
Williamsburg Woodlands Hotel & Suites an official Colonial Williamsburg Hotel 105 Visitors Center Dr, Williamsburg, VA 23185 +1-888-389-4121 ~41.26 miles east of Chester
  • Affordable property
  • 3 floors in property
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Very Good 8.5 /10 Review Score Call BookMore Details
Moxy Richmond Downtown 501 EAST FRANKLIN STREET, Richmond, VA 23219 +1-888-675-2083 ~12.71 miles north of Chester
  • 3 star hotel
  • Pets Allowed
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Very Good 8.8 /10 Review Score Call BookMore Details
Bluegreen Vacations Patrick Henry Square an Ascend Collection Resort 249 York Street, Williamsburg, VA 23185 +1-800-716-8490 ~42.03 miles east of Chester
  • Affordable property
  • Access to gym on-site
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Very Good 8.8 /10 Guest Reviews Call BookMore Details
Club Wyndham Kingsgate 619 Georgetown Cres, Williamsburg, VA 23185 +1-800-805-5223 ~40.26 miles east of Chester
  • 3 star Resort property
  • Check in: 4:00 PM - anytime
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Very Good 8.6 /10 Latest Reviews Call BookMore Details
Richmond Marriott Short Pump 4240 Dominion Blvd, Glen Allen, VA 23060 +1-888-965-1860 ~21.81 miles north of Chester
  • Midscale hotel
  • Check in: 4:00 PM
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Courtyard by Marriott Richmond Airport 5400 Williamsburg Rd, Sandston, VA 23150 +1-888-788-5576 ~12.50 miles northeast of Chester
  • Affordable hotel
  • Airport shuttle provided
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Very Good 8.4 /10 Hotel Reviews Call BookMore Details
Sheraton Richmond Airport Hotel 5501 Eubank Rd, Sandston, VA 23150 +1-888-897-9207 ~12.06 miles northeast of Chester
  • Mid-scale hotel
  • 5 floors in property
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Very Good 8.6 /10 Guest Reviews Call BookMore Details
Aloft by Marriott Richmond West Short Pump 3939 Duckling Drive, Richmond, VA 23060 +1-888-311-4278 ~21.87 miles northwest of Chester
  • 3 star hotel
  • 5 floors in property
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Very Good 8.2 /10 Reviews Call BookMore Details
Westgate Historic Williamsburg Resort 1324 Richmond Road, Williamsburg, VA 23185 +1-888-469-4795 ~40.04 miles east of Chester
  • 3 star property
  • Check-in: 4:00 PM - 11:00 PM
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Very Good 8.9 /10 Recent Reviews Call BookMore Details
Holiday Inn Express Williamsbrg Busch Gardens Area by IHG 480 McLaws Cir, Williamsburg, VA 23185 +1-888-734-9421 ~43.62 miles east of Chester
  • 3 star hotel
  • 100 sleeping rooms in hotel
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Very Good 8.9 /10 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Richmond Airport 5252 Airport Sq. Ln, Sandston, VA 23150 +1-888-841-5292 ~12.52 miles northeast of Chester
  • 3 star hotel
  • 36 suites in hotel
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Four Points by Sheraton Richmond Airport 4700 South Laburnum Avenue, Richmond, VA 23231 +1-888-455-5160 ~12.55 miles north of Chester
  • Three Star property
  • Gym is available on property
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Hilton Garden Inn Richmond Airport 441 International Drive, Sandston, VA 23150 +1-888-965-8297 ~13.27 miles northeast of Chester
  • Affordable hotel
  • Airport shuttle available
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Very Good 8.2 /10 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Richmond 2925 Emerywood Pkwy, Richmond, VA 23294 +1-888-906-6358 ~17.93 miles north of Chester
  • 3-star hotel
  • 8 floors in property
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Average 6.6 /10 Recent Reviews Call BookMore Details
Club Wyndham Governor’s Green 4600 Mooretown Road, Williamsburg, VA 23185 +1-888-749-6785 ~39.93 miles east of Chester
  • 3 star property
  • 3 floors in property
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Very Good 8.7 /10 Reviews Call BookMore Details
Hampton Inn & Suites Williamsburg-Richmond Rd. 1880 Richmond Rd, Williamsburg, VA 23185 +1-888-878-9982 ~39.59 miles east of Chester
  • Midscale hotel
  • Hotel has 4 floors
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Very Good 8.7 /10 Read Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing

Best Time to Visit Chester, Virginia

You can't go wrong with a visit to Chester during autumn or spring. You'll miss the searing heat of summer and the frigid cold of winter, and you'll appreciate the gorgeous scenery. In fall, greens and browns turn to golds, reds, and yellows, creating the perfect backdrop for your vacation photos. In spring, the flowers begin to bloom and the trees blossom with newly grown leaves.

Of course, summer serves as peak tourist season in Chester. The kids aren't in school, and families are out and about in the summer sun. You'll experience hotel rate hikes during this time of year, but you'll also get to take part in more festivals, outdoor concerts, and other community events.

Unless you love snow, ice, and charcoal-gray skies, consider steering clear of Chester during the winter. While you might score a fantastic deal on a hotel room or suite, you might never get to leave your room if one of the area's infamous ice storms blows through.

Best Hotel Discount Options in Chester, Virginia

You don't always have to pay full price for hotels in Chester. For instance, the Hampton Inn Chester offers discounts for current AAA members. Just bring your membership identification with you to the hotel. You can also get AAA discounts at hotels in neighboring towns, such as the Econo Lodge in Colonial Heights and the Sleep Inn Chesterfield in Richmond. Some of the chain hotels, such as the Residence Inn, will also give discounts for senior citizens and military veterans.

Best Value Hotel Options in Chester, Virginia

When you're shopping for value, you can't go wrong with the Holiday Inn Express Chester. The rooms are decorated in a minimalist style that gives the illusion of more space. You'll get a flat-screen television with cable and HBO, an in-room microwave and refrigerator, and free wireless internet access throughout the hotel. Rest easy on triple-sheeted beds featuring pillowtop mattresses. Other amenities include a health and fitness center, a business center, a casino, and guest laundry facilities. There's also an on-site ATM so you don't have to worry about finding a local bank branch.

Alternatively, stay at the high-value Hampton Inn Chester, which combines luxury with affordability in unique ways. It's just 30 minutes from the Richmond airport, and it offers 65 guest rooms and suites. It features a pool and fitness room as well as a coin laundry facility and serves a complimentary breakfast each morning. The on-site newsstand lets you keep up with the latest headlines, so don't worry about missing out on local and national news. Plus, you can store your valuables in the safe deposit box, which you can request at the reception desk. If you're traveling with kids, ask for a complimentary crib or playpen so you can travel a little lighter.

Casual Dining Options in Chester, Virginia

Food is always a good reason to visit a particular part of the United States, and Chester offers its fair share of convenient casual dining establishments. You don't have to worry about packing fancy clothes or perusing pricey menus. Instead, enjoy a quiet meal with your traveling companions.

Start with Riptides Seafood Restaurant. Although the dinner menu can get a little expensive, the lunch specials offer opportunities to save while you enjoy sumptuous seafood platters. Try the lobster if you feel like splurging a little, or stick with a crowd-pleasing favorite like the shrimp scampi or Chesapeake crab dip. There's also an excellent selection of wine and beer if you feel like an adult beverage.

Next, try Don Papa Grande's Mexican Restaurant. This laid-back, casual venue serves some of the best chips and queso you'll find on the East Coast. This restaurant also offers a robust menu featuring full-flavor dishes. Indulge in the enchiladas, split a plate of nachos with the table, or try the tacos. Don't forget to order a frozen margarita with plenty of salt.

Chester, Virginia, offers a unique vacation destination that promises to relieve your stress and bring you closer to nature. It's also a great place to nurture your inner foodie. Select a hotel that fits your budget and style, and start putting together your itinerary for your next vacation.

Verified reviews of the city: Chester, VA

Below are reviews of the city of Chester, VA from an actual visitor's perspective.

"Family"
Score 4.0 / 5

Family there.

Donna M., from 25-Oct-2026
"Nice people"
Score 4.0 / 5

Sally D., from 27-Jul-2026
"BEACON THEATER"
Score 4.0 / 5

Jeffrey H., from 22-Jun-2026
"Pochanas park"
Score 4.0 / 5

Vickie W., from 25-May-2026
"Good"
Score 4.0 / 5

Good

Lucie H., from 02-May-2026
"The employees were good"
Score 4.0 / 5

The employees were good

Judith H., from 19-Apr-2026
"Good location"
Score 5.0 / 5

That the hotel was locate right by different restaurants and convenient stores.

Sharvie S., from 31-Mar-2026
" O'Charley's "
Score 5.0 / 5

We had dinner at O'Charley's for 26 people. They did an excellent job serving us all:)

Sandra H., from 26-Oct-2025
"Seemed safe and easy access to shopping areas"
Score 5.0 / 5

Patricia K., from 23-Oct-2025
"On The Way"
Score 4.0 / 5

A great place to visit however it's nice to be home

Ginger B., from 18-Oct-2025
"Plenty of restaurants to choose from."
Score 5.0 / 5

Plenty of restaurants to choose from.

Steven C., from 09-Sep-2025
"I have been to Chesterfield often and enjoy the shopping there."
Score 5.0 / 5

Ellinor W., from 01-Sep-2025
"Variety of restaurants."
Score 5.0 / 5

Variety of restaurants.

Richard M., from 31-Aug-2025
"It’s pleasant and convenient"
Score 4.0 / 5

Lucius S., from 28-Aug-2025
"Used to be my city to live in"
Score 5.0 / 5

I've lived there before

Keith B., from 28-Jan-2025
"Lots of good eating places!"
Score 5.0 / 5

Easy to get to Petersburg. Lots of good eating places!

Ella T., from 28-Jan-2025
"Seemed Nice"
Score 5.0 / 5

Seemed nice. We came in late at a night and didn't experience much.

Lou R., from 26-Aug-2024
"Clean, Well Maintained Rooms"
Score 4.0 / 5

Room was clean and well maintained.

Stephanie F., from 12-Aug-2024
"Handy Location"
Score 4.0 / 5

Everything was handy and there are lots of good restaurants.

Karen A., from 06-Jul-2024
"Close to Shopping!"
Score 5.0 / 5

Shopping is close by.

Willie R., from 02-Jul-2024
"Soccer!"
Score 5.0 / 5

Here for a soccer tournament so didn't experience the city per se.

Bridget S., from 18-Feb-2024
"Convenient!"
Score 4.0 / 5

Convenient to everything.

Regina B., from 30-Dec-2023
"Great!"
Score 4.0 / 5

It has been great!

Courtney T., from 19-Dec-2023
"Beautiful Rooms!"
Score 5.0 / 5

Room was beautiful. Comfy bed. Agent on duty was very courteous.

Candace T., from 02-Nov-2023
"Clean Friendly Town"
Score 4.0 / 5

It was a clean town and the people were friendly.

Jackie H., from 31-Oct-2023
"Location is very accessible to I-95 corridor and Route 1/301!"
Score 4.0 / 5

This location is very accessible to the I-95 corridor and to Route 1/301 for traveling purposes.

Gwen B., from 24-Sep-2023
"Highly Recommend This Placd!"
Score 4.0 / 5

I live in Chesterfield County and I have rented this for my grandchildren from South Carolina to come and visit. They loved it. I visited there with them. We had a great time and I would highly recommend this place!

Ina S., from 14-Sep-2023
"Highly Recommend!"
Score 5.0 / 5

I live in Chesterfield County and I have rented this for my grandchildren from South Carolina to come and visit. They loved it. I visited there with them. We had a great time and I would highly recommend this place!

Ina S., from 12-Sep-2023
"Great restaurants and shopping."
Score 5.0 / 5

Great restaurants and shopping.

Patricia V., from 05-Aug-2023
"Good Restaurants"
Score 4.0 / 5

Mexican restaurant next door was good place to eat. Also, Applebee's across the street was very good! The city itself seemed nice.

Danny P., from 25-Jul-2023
"Quiet & Peaceful"
Score 5.0 / 5

Very quiet and peaceful place to stay.

Keith R., from 04-Apr-2023
"Wide choice of restaurants within a short distance."
Score 4.0 / 5

Wide choice of restaurants within a short distance.

Lynn H., from 08-Aug-2022
"Shopping!!!"
Score 4.0 / 5

The convenience of shopping!!!

Carolyn M., from 12-Jul-2022
"Centrally Located"
Score 4.0 / 5

Centrally located to everywhere we needed to go!

Patricia H., from 17-Jun-2022
"Perfect stop."
Score 4.0 / 5

It made a perfect stop to get off road and rest.

Edmund C., from 21-Apr-2022
"Conveniently located hotel."
Score 4.0 / 5

The hotel is very close to the interstate as well as close to stores and restaurants.

Yolanda H., from 26-Mar-2022
"Clean and friendly."
Score 5.0 / 5

This hotel is close to my job in Petersburg. It is clean and the people are friendly.

Yolanda H., from 15-Mar-2022
"Great Location"
Score 5.0 / 5

The location was great with surrounding stores and gas stations.

Patricia J., from 13-Feb-2022
"Exceptional taxi service."
Score 4.0 / 5

The taxi service was exceptional.

Kenneth F., from 17-Jan-2022
"Plenty of restaurants near hotel."
Score 5.0 / 5

Plenty of restaurants near hotel.

Richard N., from 29-Dec-2021
"Good location near amenities!"
Score 4.0 / 5

Near Chick-fil-A, plenty of shopping and parks and walking trails.

Larry G., from 18-Dec-2021
"Nice Place!"
Score 4.0 / 5

Nice place!

Scott S., from 11-Nov-2021
"Great City"
Score 5.0 / 5

Chester was great city to visit.

James S., from 07-Nov-2021
"Great Hotel!"
Score 4.0 / 5

Not really sure was there for a high school tennis tournament

Stephanie L., from 25-May-2018
"Great Stay!"
Score 5.0 / 5

Rooms were clean, staff was friendly and accommodating.

Lynn W., from 30-Mar-2018
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