Photo by Michelle E

Chesterfield Hotel Guide - Romantic Hotels in Chesterfield, St. Louis

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chesterfield Romantic Hotels

This weekend
Next weekend

Top Chesterfield Romantic Hotels

Courtyard by Marriott St. Louis Chesterfield

3.0 star property
9.0 out of 10, Wonderful, (540)
"Close to several food choices "
The price is €111
includes taxes & fees
22 Aug - 23 Aug
Courtyard by Marriott St. Louis Chesterfield

Steps to TG Park+Grand | Free PK+WD+Pet Friendly

9.6 out of 10, Exceptional, (12)
"The neighborhood has a lot of character and is close to many fun things to do! Property management was very communicative & helpful. All the basics are included (laundry detergent, dish soap, etc) This is a great option for a budget-friendly stay in St. Louis!"
The price is €179
includes taxes & fees
4 Aug - 5 Aug
Steps to TG Park+Grand | Free PK+WD+Pet Friendly

Chic Ultramodern Loft w/ Designer Features+WD

7.0 out of 10, Good, (2)
"The property is very nice . But the sleeper sofa wasn’t great for 2 kids and the bed in the bedroom was a little too solid. I think the “sleeps 4” listing was a little deceiving. Aside from thise minor things the property is nice, felt pretty secured , and well kept. Cool old building retrofit with businesses and loft apartments. I did like the place overall. I think it would be best suited for a business traveler or a couple "
The price is €169
includes taxes & fees
4 Aug - 5 Aug
Chic Ultramodern Loft w/ Designer Features+WD

Best Western Plus Washington Hotel

2.5 star property
9.0 out of 10, Wonderful, (583)
"Very nice place to stay"
The price is €127
includes taxes & fees
3 Aug - 4 Aug
Best Western Plus Washington Hotel

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

9.8 out of 10, Exceptional, (144)
"This was a gem! So glad I booked this property and would highly recommend to any friends or family."
The price is €128
includes taxes & fees
3 Aug - 4 Aug
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Hollywood Casino & Hotel St. Louis

3.5 star property
8.4 out of 10, Very good, (2034)
"Great hotel!"
The price is €124
includes taxes & fees
3 Aug - 4 Aug
Hollywood Casino & Hotel St. Louis

Courtyard by Marriott St. Louis St. Peters

3.0 star property
9.0 out of 10, Wonderful, (605)
"Very clean and friendly. Well definitely stay there again!"
The price is €112
includes taxes & fees
17 Aug - 18 Aug
Courtyard by Marriott St. Louis St. Peters

Clayton Plaza Hotel & Extended Stay

3.5 star property
8.8 out of 10, Excellent, (2911)
"Would stay here again "
The price is €105
includes taxes & fees
17 Aug - 18 Aug
Clayton Plaza Hotel & Extended Stay

Moonrise Hotel

4.0 star property
9.0 out of 10, Wonderful, (1823)
"Great staff, comfy room!"
The price is €136
includes taxes & fees
10 Aug - 11 Aug
Moonrise Hotel

Fairfield Inn & Suites by Marriott St. Louis Downtown

2.5 star property
9.2 out of 10, Wonderful, (1009)
"The rooms were clean and breakfast was decent. "
The price is €128
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott St. Louis Downtown
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.

Top Chesterfield Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Chesterfield?
Are you and your partner looking for a romantic getaway? Our guests also love Chesterfield for its major shopping area, array of dining options and sporting events. If you want to explore the area, you might head to The Factory, Sky Zone Indoor Trampoline Park - St. Louis or Chesterfield Sports Fusion. If you're interested in staying near a certain attraction, you can sort properties by neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
What's the best accommodation for a romantic holiday to Chesterfield?
Drury Plaza Hotel St. Louis Chesterfield is a favourite 3-star hotel for couples, and features free breakfast and free WiFi.
When is the best time of year for a romantic getaway to Chesterfield?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Chesterfield: The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Chesterfield is 1228 mm.
What is there to do in Chesterfield?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all there is to see and do in Chesterfield. Couples looking for a little of everything will enjoy Chesterfield for its shopping, restaurants and sporting events. You might think about stopping by The Factory, Sky Zone Indoor Trampoline Park - St. Louis or Chesterfield Sports Fusion while you're seeing the sights.
What's the best way to get to Chesterfield and around town during my romantic getaway?
This information about transportation options in Chesterfield might help your romantic trip go off without a hitch: If you're looking to fly to Chesterfield, the closest major airport is in St. Louis, MO (SUS-Spirit of St. Louis), located 4.4 mi (7 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.