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Chesterfield Vacation Packages

Looking to save time and money on your upcoming holiday to Chesterfield? Don't worry, as AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your Chesterfield trip one to remember. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. AARP Travel Center has a fabulous selection of flights and lodgings, and Chesterfield endeavors to pull from.

Chesterfield Hotel Deals

Our listings include hotels that are close to all the Chesterfield points of interest, and others that are just outside the city center for a more restful retreat.

From Chesterfield hotels with pools and on-site restaurants, to boutique accommodations that add all the thoughtful amenities, you'll get a hotel here that will make your trip one to remember. With AARP Travel Center's Chesterfield hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.

Things to do in Chesterfield

Chesterfield has around 47,864 people that call this city their home. If you wanted to take a break from the fast pace of a big city, then you picked the right town. If you are unsure where to start, head towards downtown. You'll usually find some great eateries and some boutiques worth exploring. The city is also noted for its burgeoning art community.

If you are looking for more, then head over to our "Things to Do" tab for more inspiration or to book an activity in Chesterfield.

Package Your Chesterfield Vacation and Save

As an AARP Member, you can take advantage of all the great deals. You'll save on select hotels worldwide, flights, and also car rentals. No matter what Chesterfield vacation package you pick, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Bundle today and get ready for your Chesterfield vacation.

Top Hotel Deals

See all 846 Properties in Chesterfield

Estimated price for 1 night/2 adults

Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield

333 Chesterfield Center East, Chesterfield, MO
    3.0 out of 5.0
     
     

    Situated in the business district, this hotel is within 2 mi (3 km) of Westfield Chesterfield Mall, Sophia M. Sachs Butterfly House, and Faust Park. Taubman ...

    Holiday Inn Express & Suites St. Louis - Chesterfield

    Holiday Inn Express & Suites St. Louis - Chesterfield

    11 Arnage Boulevard, Chesterfield, MO
      2.5 out of 5.0
       
       

      Situated in Chesterfield, this hotel is 1.5 mi (2.4 km) from Taubman Prestige Outlets and 3.1 mi (5 km) from St. Louis Premium Outlets. Westfield Chesterfield ...

      Drury Plaza Hotel St. Louis Chesterfield

      Drury Plaza Hotel St. Louis Chesterfield

      355 Chesterfield Ctr, Chesterfield, MO
        3.0 out of 5.0
         
         

        Situated in Chesterfield, this hotel is within 2 mi (3 km) of Westfield Chesterfield Mall, Sophia M. Sachs Butterfly House, and Faust Park. Taubman Prestige ...

        Sonesta ES Suites St. Louis - Chesterfield

        Sonesta ES Suites St. Louis - Chesterfield

        15431 Conway Rd, Chesterfield, MO
          3.0 out of 5.0
           
           

          Situated in the suburbs, this aparthotel is within 2 mi (3 km) of Sophia M. Sachs Butterfly House, Westfield Chesterfield Mall, and Faust Park. Myseum and Taubman ...

          Homewood Suites by Hilton St. Louis-Chesterfield

          Homewood Suites by Hilton St. Louis-Chesterfield

          840 North Chesterfield Pkwy West, Chesterfield, MO
            3.0 out of 5.0
             
             

            Situated in a state park, this hotel is within 1 mi (2 km) of Sophia M. Sachs Butterfly House and Faust Park. Westfield Chesterfield Mall is 1.4 mi (2.2 km) ...

            Hampton Inn St. Louis/Chesterfield

            Hampton Inn St. Louis/Chesterfield

            16201 Swingley Ridge Road, Chesterfield, MO
              3.5 out of 5.0
               
               

              Situated near the airport, this hotel is within 1 mi (2 km) of Westfield Chesterfield Mall and Sophia M. Sachs Butterfly House. Faust Park is 1.4 mi (2.3 km) ...

              SpringHill Suites by Marriott St. Louis Chesterfield

              SpringHill Suites by Marriott St. Louis Chesterfield

              1065 Chesterfield Pkwy E, Chesterfield, MO
                3.0 out of 5.0
                 
                 

                Situated in the suburbs, this hotel is within 2 mi (3 km) of Sophia M. Sachs Butterfly House, Westfield Chesterfield Mall, and Faust Park. Myseum and Taubman ...

                Hampton Inn & Suites St. Louis/Chesterfield

                Hampton Inn & Suites St. Louis/Chesterfield

                5 McBride and Son Center Dr, Chesterfield, MO
                  3.5 out of 5.0
                   
                   

                  Situated near the airport, this hotel is 1.1 mi (1.7 km) from Taubman Prestige Outlets and 3 mi (4.9 km) from Westfield Chesterfield Mall. St. Louis Premium ...

                  DoubleTree by Hilton Hotel St. Louis - Chesterfield

                  DoubleTree by Hilton Hotel St. Louis - Chesterfield

                  16625 Swingley Ridge Rd, Chesterfield, MO
                    3.5 out of 5.0
                     
                     

                    Situated in the suburbs, this hotel is within 12 mi (20 km) of St. Louis Premium Outlets, Hollywood Casino Amphitheatre, and Family Arena. Hidden Valley Ski ...

                    Comfort Inn & Suites St. Louis - Chesterfield

                    Comfort Inn & Suites St. Louis - Chesterfield

                    18375 Chesterfield Arpt Rd, Chesterfield, MO
                      2.5 out of 5.0
                       
                       

                      Located in the heart of Chesterfield, this hotel is 0.6 mi (1 km) from St. Louis Premium Outlets and 7.3 mi (11.8 km) from Faust Park. Kokomo Joe's Family Fun ...