Beginning of main content

Get 24/7 travel help, thanks to our Customer First Guarantee

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Featured Bed And Breakfast in Chester

$91
Hart Estate Bed and Breakfast

Hart Estate Bed and Breakfast

3.5 out of 5.0 625 N. Market St, Waterloo, IL
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and barbecue grills are also provided.
 
$199
Main Street Inn

Main Street Inn

3.0 out of 5.0 221 N Main St, Ste Genevieve, MO
This bed & breakfast features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free full breakfast each morning. A garden and luggage storage are also provided.
 
Get Rates
The Conner House Bed and Breakfast

The Conner House Bed and Breakfast

3.5 out of 5.0 315 Main St, Prairie du Rocher, IL
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Wedding services are provided for your convenience.
 
$109
Corner George Inn Bed & Breakfast

Corner George Inn Bed & Breakfast

2.5 out of 5.0 1101 Main Street, Maeystown, IL
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A garden, free newspapers, and wedding services are also on offer.
 
Map

Bed and Breakfast in Chester

Some travelers are just looking for a place to crash at night. Not you, wise wanderer. Where you stay is an integral part of the destination itself. For you, we recommend a beautiful bed & breakfast. Before images of creaky Victorian houses and floral wallpaper creep into your mind, know that today’s B&B scene is a completely different story.

Today’s best bed n breakfast locations are sleek, modern, and geared toward sophisticated travelers seeking personalized service and beautiful accommodations. You can expect to set down your suitcase in a tastefully decorated room that can even include luxury additions like jetted tubs and rain showers. Downstairs, you’ll often find books, games, and a movie library for those days when you want to stay in with your friends or someone special.

Speaking of your main squeeze, a romantic bed and breakfast is the perfect honeymoon or anniversary getaway. Discover a B&B tucked away into beautiful natural surroundings, or spend time on a working farm where you can enjoy the full beauty of Chester. Imagine yourself strolling through a lush garden and picnics with local gourmet fare. Oh, you two lovebirds!

Finally, we’ve got to talk about the other part of the B&B equation: breakfast! You deserve more than weak coffee and stale bagels. You deserve fresh buttermilk pancakes piled with ripe strawberries and dripping warm syrup. How about flakey croissants that almost melt in your mouth and fresh-squeezed orange juice? Bed and breakfasts definitely believe breakfast is the most important meal of the day, and they go all-out to make them worth waking up for.

On your next trip to Chester, check out all of Travelocity’s bed and breakfast options. We can find you a cute boutique B&B for privacy and romance, or a B&B that will make your kids and pets feel like family.

Top Trending Hotels in Chester

See all 37 Properties in Chester
Holiday Inn Express Hotel & Suites Sparta $95
Holiday Inn Express Hotel & Suites Sparta

Holiday Inn Express Hotel & Suites Sparta

1301 N Market St, Sparta, IL
     
    2.5 out of 5.0 Stars

    Situated in a rural location, this hotel is 1.5 mi (2.5 km) from Misselhorn Art Gallery and 2.4 mi (3.8 km) from Sparta Country Club. Fort Kaskaskia and Fort de Chartes are also within 32 mi (52 km).

    Best Western Chester Hotel $75
    Best Western Chester Hotel

    Best Western Chester Hotel

    2150 State Street, Chester, IL
       
      2.5 out of 5.0 Stars

      Situated in Chester, this hotel is 0.6 mi (1 km) from Chester Skating Rink and 2.1 mi (3.4 km) from Elzie C. Segar Memorial Park. Mary's River Covered Bridge and Pierre Menard Home are also within 9 mi (15 km).

      Sparta Motel $45
      Sparta Motel

      Sparta Motel

      700 South Saint Louis Street, Sparta, IL
         
        2.0 out of 5.0 Stars

        Situated in Sparta, this motel is within 1 mi (2 km) of Misselhorn Art Gallery and Sparta Country Club. Mary's River Covered Bridge and Chester Skating Rink are also within 20 mi (32 km).

        Briarwood Inn of Sparta $65
        Briarwood Inn of Sparta

        Briarwood Inn of Sparta

        1755 North Market Street, Sparta, IL
           
          2.5 out of 5.0 Stars

          Situated in Sparta, this motel is 2.2 mi (3.5 km) from Misselhorn Art Gallery and 3 mi (4.9 km) from Sparta Country Club. Mary's River Covered Bridge and Chester Skating Rink are also within 20 mi (32 km).

          Popular Accommodation Searches

          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.