TOP Romantic Hotels in Chesterfield, MO for 2026 - Chesterfield Romantic Getaways

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Our top choices for Chesterfield romantic hotels

A modern kitchen area with a breakfast bar, a coffee machine, and a refrigerator displaying menu options.

1. Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Chesterfield

Terry

includes taxes & fees

19 Nov - 20 Nov

A hotel named Sonesta ES Suites with a staircase leading to the entrance, surrounded by well-maintained greenery and red flowers.

2. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

Shuntichia

includes taxes & fees

10 Nov - 11 Nov

A hotel with a prominent tower, a fountain in the courtyard, and a well-maintained garden.

3. The Wildwood Hotel

Wildwood

Lori

includes taxes & fees

8 Dec - 9 Dec

A bar area with a long counter, multiple screens, and seating.

4. Hollywood Casino & Hotel St. Louis

Riverport

Shayla

includes taxes & fees

6 Dec - 7 Dec

A hotel lobby with a hot tub, a pool, and outdoor seating.

5. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Shannon

includes taxes & fees

24 Nov - 25 Nov

A hotel lobby with seating areas, a fireplace, and a kitchen in the background.

6. Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Riverport

William

includes taxes & fees

1 Dec - 2 Dec

A waterfront hotel with a central fountain, a pool, and a view of the city skyline at sunset.

7. Sheraton Westport Chalet Hotel St. Louis

Westport

shannon

includes taxes & fees

13 Nov - 14 Nov

A modern living room with a brick wall, a sofa, a coffee table, and a TV.

8. Cozy, Fun, and One-Of-A-Kind!

Shaw

Cheryl B.

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with a stainless steel refrigerator, a black countertop, and two stools.

9. River Sirens Hotel

Washington

Bet

includes taxes & fees

6 Dec - 7 Dec

A long banquet table set for a formal event, with chairs on both sides and a stone fireplace in the background.

10. The Inns at St. Albans near Six Flags

Saint Albans

Jennifer

includes taxes & fees

10 Nov - 11 Nov

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Top Chesterfield Hotel Reviews

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Chesterfield

10/10 Excellent

Annette

The Wildwood Hotel

Wildwood

10/10 Excellent

Lisa

Hollywood Casino & Hotel St. Louis

Riverport

10/10 Excellent

Katrina

Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

10/10 Excellent

Jeffrey

A multi-story wooden building with balconies and outdoor seating, likely a lodge or hotel.

The Lodge at Grant's Trail

St. Louis

10/10 Excellent

Tracey

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Riverport

10/10 Excellent

check in was very easy and great fun, the lady on the front desk was very easy to chat to and very funny, its a shame we only stayed one night because the room was fantastic, spacious clean and the bed was very comfortable. I had a swim in the pool which was very nice. The hotel has easy access to freeways and there are restaurants nearby. I would certainly stay here again and was a bit sorry to leave, Highly recommended

Michael

A cozy lounge area with leather sofas, a fireplace, and a bar counter.

The Cheshire

Richmond Heights

8/10 Good

The property was safe, clean and the staff were friendly. The room was a good size and comfortable. Only negatives were in places it seemed a little tired and the beds particularly were a bit of a hazard as they stuck out at the corners and both myself and my partner bashed our shins a couple of times! I also dont believe the pool was open, though it seemed to be the case on the East side of the US that pools dont open until the end of May. The breakfast included the next day was good and had...

Ryan

A multi-story hotel with a prominent corner location, large windows, and a well-lit facade.

Embassy Suites by Hilton St. Louis Downtown

Downtown St. Louis

10/10 Excellent

Luke

A modern bar area with a long counter, green bar stools, and a view of the city through large windows.

Sheraton Westport Plaza Hotel St. Louis

Westport

8/10 Good

watforddeb

An indoor swimming pool with a hot tub, lounge chairs, and a brick wall with artwork.

Pear Tree Inn St. Louis Near Union Station

Downtown West

10/10 Excellent

Trina

A bar area with high wooden ceilings, a large mural, and a variety of seating options including tables and bar stools.

21C Museum Hotel St Louis

Downtown West

10/10 Excellent

Nicky

Find out more about Chesterfield

Chesterfield attractions for couples

Chesterfield, Missouri, offers a delightful blend of outdoor activities and family-friendly attractions, making it a perfect getaway for quality-seeking travellers. Start your adventure at the beautiful Chesterfield Central Park, where you can stroll along scenic trails, enjoy a picnic by the lake, or let the kids play in the expansive playgrounds. For a taste of local history, visit the Chesterfield Historical Society, which showcases intriguing exhibits that tell the story of the area’s development. If you’re seeking some retail therapy, the Chesterfield Mall boasts an impressive selection of shops, from high-end boutiques to family-friendly stores, ensuring a great shopping experience. Nature enthusiasts will appreciate the stunning landscapes at the nearby Faust Park, which features lovely walking paths and a charming carousel that children will adore. Finally, for those looking to unwind, the local wineries, such as the picturesque Mount Pleasant Estates, offer tastings and tours that provide a glimpse into Missouri's rich viticulture. Consider staying in the heart of Chesterfield, where you’ll find a range of quality hotels that provide convenient access to all these attractions, along with exceptional guest service to ensure your trip is as seamless as possible.

Find the best romantic hotels in Chesterfield

For couples seeking a romantic getaway in Chesterfield, Missouri, these hotels offer the perfect blend of comfort and charm. Each option provides inviting amenities to enhance your stay.

Drury Plaza Hotel St. Louis Chesterfield

Why it's great for a couples retreat: Drury Plaza Hotel St. Louis Chesterfield is an ideal choice for romantic travelers with a stellar review rating of 9.6. Guests can unwind together in the indoor and outdoor pools or relax in the hot tub, creating moments of peace and intimacy. The complimentary breakfast helps kick start your day with a delightful meal before exploring the area together.
Other amenities: This hotel also features a fitness centre for those who wish to stay active, free self-parking for convenience, and daily housekeeping to ensure a tidy space. Guests can enjoy a microwave in their room for quick snacks, along with free long-distance calls to stay connected with loved ones. The inviting lounge area provides a comfortable space to relax after a day of adventure, making it a great spot for couples to enjoy quiet moments together.
Nearby attractions: Chesterfield Arts - 0 km, Sophia M. Sachs Butterfly House - 2.3 km

Hyatt Place St. Louis/Chesterfield

Why it's great for a couples retreat: With a review rating of 9.6, Hyatt Place St. Louis/Chesterfield is an excellent romantic retreat for couples. The hotel boasts an inviting indoor pool that offers a serene space for relaxation. Guests will appreciate the complimentary breakfast, setting a delightful tone for a day filled with exploration or leisure.
Other amenities: For added convenience, this hotel features a 24-hour fitness centre, ensuring guests can maintain their routines. The onsite restaurant serves 24-hour dining, perfect for late-night cravings or romantic dinners. Self-parking is available for ease, and guests can enjoy designer toiletries that add a touch of luxury to their stay. The hotel also features a snack bar, providing quick bites at any time, while nearby golf locations offer a fun day of activity for couples.
Nearby attractions: Chesterfield Arts - 0.2 km, Sophia M. Sachs Butterfly House - 2.5 km

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, St. Louis Premium Outlets or Missouri River. 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.

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, St. Louis Premium Outlets or Missouri River 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.

Find Romantic Hotels in Chesterfield, MO

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterfield romantic hotels

1. Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

2. Sonesta ES Suites St. Louis - Chesterfield

3. The Wildwood Hotel

4. Hollywood Casino & Hotel St. Louis

5. Drury Plaza Hotel St. Louis Creve Coeur

6. Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

7. Sheraton Westport Chalet Hotel St. Louis

8. Cozy, Fun, and One-Of-A-Kind!

9. River Sirens Hotel

10. The Inns at St. Albans near Six Flags

Top Chesterfield Hotel Reviews

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

10/10 Excellent

Find out more about Chesterfield

Chesterfield attractions for couples

Find the best romantic hotels in Chesterfield

Frequently Asked Questions

Searching for romantic hotels in Chesterfield?

When is the best time of year for a romantic getaway to Chesterfield?

What is there to do in Chesterfield?

What’s the best way to get to Chesterfield and around town during my romantic getaway?

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