Top 10 Hotels in Middletown, MO (from $76) 2026 - Competitive Prices

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Our top choices for Middletown hotels

A hotel lobby with a wooden reception desk, hexagonal ceiling lights, a dining area, and a reception desk with a sign.

A picnic area with benches and a food station, overlooking a body of water and hills.

A reception area with a wooden reception desk, a clock, and a sign indicating amenities.

A sign for Stone Hill Winery with directions to the winery, tours, tasting, and a restaurant.

1. Knights Inn New Florence

New Florence

Marcus

$130 nightly

$148 total

Sep 30 - Oct 1

Total with taxes and fees

A Bay Inn hotel with a sign, a parking lot, and a grassy area.

A modern living room with a sofa, chairs, a flat-screen TV, and a patterned rug.

A kitchenette with a waffle maker, a waffle batter dispenser, a waffle syrup bottle, and a cold beverage dispenser.

2. Bay Inn & Suites Troy

Troy

Joel

$67 nightly

$76 total

Oct 19 - Oct 20

Total with taxes and fees

A hotel reception desk with a modern design, a sign indicating it's a Hilton Honors location, and a variety of snacks and beverages on shelves.

A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

3. Hampton Inn By Hilton Warrenton I-70

Warrenton

Kaiyla

$147 nightly

$168 total

Oct 6 - Oct 7

Total with taxes and fees

An indoor swimming pool with a wooden interior, clear blue water, and a few lounge chairs.

A hotel room with a large bed, a bedside table with a phone, a chair, a bathroom with a mirror and sink, and a patterned carpet.

A modern living room with a gray sectional sofa, yellow armchairs, and a glass coffee table.

A modern room with two yellow armchairs, a glass coffee table with a decorative elephant sculpture, a brick wall, and a view of a parking lot through large windows.

4. Baymont by Wyndham Warrenton

Warrenton

Albert

$89 nightly

$101 total

Oct 14 - Oct 15

Total with taxes and fees

A hotel room with two beds, a nightstand, and a lamp.

A parking lot with a building that has a clock tower and arched windows.

A hotel room with two beds, a nightstand, and a bathroom visible through an open door.

A bathroom with a bathtub, a shower, and a towel rack.

5. The Junction Inn

Perry

"There was a terrible mold stall smell in the room…It said it was redone…It didn’t seem any changed since the last time 13 years ago…The bed was extremely comfortable though…The Junction Restaurant was Awesome…Possibly they could figure out what is causing the stall smell and correct it and not try to cover it up…We got to event safely and I thank God for this & family…Not trying to put the owners down…Just a suggestion…Have An Amazing Rest of this Year"

Gloria

$74 nightly

$79 total

Sep 30 - Oct 1

Total with taxes and fees

A hotel room with two beds, a desk with a computer, a TV, and a window with a view.

A breakfast bar with cereal and fruit options, a kettle, and condiments.

An indoor swimming pool with clear water, surrounded by blue chairs and a wheelchair.

A Holiday Inn Express building with a covered entrance, a flag, and a clear sky.

6. Holiday Inn Express Warrenton by IHG

Warrenton

RORY

$127 nightly

$145 total

Oct 18 - Oct 19

Total with taxes and fees

A hotel room with a large bed, a desk, a chair, a nightstand with a lamp, an air conditioner, and a cityscape view.

A hallway with a framed welcome sign, a red carpet, and a door marked with the number 115.

A vending machine with snacks and drinks.

7. Super 8 by Wyndham Warrenton

Warrenton

Anne

$71 nightly

$82 total

Oct 11 - Oct 12

Total with taxes and fees

A gazebo with a table and benches, surrounded by trees and a body of water.

A hotel room with a bed, two sofas, a small table, a desk with a chair, a TV, and a potted plant.

A two-story building with a flat roof and a covered entrance. There are two cars parked in front, and a truck is visible on the left.

A hotel room with a bed, a desk, a chair, a television, a microwave, and a lamp.

8. River's Edge Motel

Louisiana

Kim

$83 nightly

$94 total

Sep 30 - Oct 1

Total with taxes and fees

Three promotional posters on a wall, a wooden table with two vases of flowers, and a white wall with electrical outlets.

A neatly made bed with a dark headboard, a bedside lamp, and a blue wall.

Two vending machines, one with Coca-Cola branded drinks and the other with snacks.

A laundry facility with multiple washing machines and dryers, fire extinguisher, and safety posters on the wall.

9. Troy Inn and Suites

Troy

RONALD

$68 nightly

$78 total

Sep 30 - Oct 1

Total with taxes and fees

A restaurant with a bar area, wooden flooring, checkered tablecloths, and a brick wall.

A staircase with wooden steps and a wooden handrail, leading up a brick wall.

A downtown area with a mix of historic and modern buildings, a prominent Mercantile Bank, and a view of a lake.

A bedroom with a brick wall, a wooden bed, two bedside tables with lamps, and a ceiling fan.

10. The Eagles Nest Inn

Louisiana

Gary

$113 nightly

$128 total

Sep 30 - Oct 1

Total with taxes and fees

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Top Middletown Hotel Reviews

The Junction Inn

10/10 Excellent

"Needs to be pressure washed on the insy"

Treehouse - Twilight

10/10 Excellent

"We really enjoyed our stay! The property was very cozy, comfortable, and perfect for a romantic getaway. It had a relaxing atmosphere and was a great place to unwind and spend some quality time together. We would definitely consider staying here again.The only thing I would change is the description of the location. The listing states that it is about 11 minutes from Hermann, but in reality, it was closer to 25–30 minutes depending on where you were headed. It wasn’t a huge issue for us, but we did feel the listing was a little misleading on the drive time.Overall, we had a great stay and really enjoyed the property!"

Holiday Inn Express Warrenton by IHG

10/10 Excellent

"Great place to stay. Came for Sky Wars . Perfect location"

NEW - Treehouse - Dogwood

10/10 Excellent

"We had an amazing, relaxing weekend! The home was absolutely beautiful and very clean. We ventured to Hermann a couple times and went in to Jonesburg the opposite direction a couple times, both about 25-30 minutes away. We enjoyed the hot tube one evening and a peaceful fire the next. Would absolutely recommend for a nice getaway from our crazy lives."

Cottage Properties - Country Log Cabin

8/10 Good

"The cabin was very cozy! We enjoyed the peace and quiet sitting on the front porch! And having the fire setup for us was great and stuff to make s’mores as well!!"

Romantic Cabin - Lakeside

10/10 Excellent

"This adorable little cabin EVERYTHING!!! Cute, cozy, clean and only about a 20 minute drive into Hermann. Very peaceful with a bird feeder right outside the front window. The only advice I’d give is bring your own hair dryer. I did read that in another review, and wish I had listened. We hope to go back and stay again when it’s cooler. My favorite VRBO stay yet!"

Extended Stay Warrenton Inn

8/10 Good

"Comfortable for a night to sleep passing through"

Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.

10/10 Excellent

"My family came from Canada for a wedding and they all stayed there and absolutely loved it. My 81-year-old mother played the grand piano with her great grandkids and taught them some lessons with that and everybody enjoyed the pool and swimming and being together. Thank you so much it was beautiful. !"

Papa's Cabin - 40 acres & 5 acre lake!

10/10 Excellent

"Clean, beautiful, serene and cozy! 10/10."

More cheap stays in Middletown

Bay Inn & Suites Troy

107 King Dr Troy MO

$67 nightly

$76 total

Oct 19 - Oct 20

Total with taxes and fees

Troy Inn and Suites

14 Frenchman Bluff Rd Troy MO

$68 nightly

$78 total

Sep 30 - Oct 1

Total with taxes and fees

Super 8 by Wyndham Warrenton

1429 North Service Road East, I-70 Warrenton MO

$71 nightly

$82 total

Oct 11 - Oct 12

Total with taxes and fees

Baymont by Wyndham Warrenton

425 E Veterans Memorial Pkwy Warrenton MO

$89 nightly

$101 total

Oct 14 - Oct 15

Total with taxes and fees

Holiday Inn Express Warrenton by IHG

1008 N Hwy 47 And Interstate 7 Warrenton MO

$127 nightly

$145 total

Oct 18 - Oct 19

Total with taxes and fees

9/10 Wonderful! (560 reviews)

Extended Stay Warrenton Inn

220 Arlington Way Warrenton MO

Get rates

7/10 Good! (31 reviews)

Hotels in Middletown with star-rating

Frequently asked questions

What is the best area to stay in Middletown?

Middletown is a small town, and the best area to stay is generally near the central intersection of Main Street and Highway 161.This central area offers convenient access to the town's few local businesses, including a diner and a small grocery store. It's the most practical location for visitors looking to be at the heart of Middletown's limited offerings. Solo travelers will find this area suitable for easily accessing essential services.For those seeking a quiet stay with direct access to natural surroundings, accommodations just outside the town's central area, particularly towards the eastern edge, are ideal. This allows for quick access to the nearby Graham Cave State Park, which is popular for hiking and exploring.

When is the best time to go to Middletown?

The best time to visit Middletown, Missouri, is during the spring (April to May) and fall (September to October) for pleasant weather and outdoor activities.Spring offers mild temperatures and blooming wildflowers, making it ideal for exploring the natural beauty of the surrounding area. It's a great time for couples to enjoy scenic drives and quiet walks in the countryside.Fall brings comfortable temperatures and colorful foliage, superb for those who appreciate picturesque landscapes.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middletown.

How much is the nightly rate at a Middletown hotel?

Prices for hotels in Middletown often vary, but you can find a great deal from $76 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Find hotels in Middletown, MO from $76

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Middletown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middletown hotels

1. Knights Inn New Florence

2. Bay Inn & Suites Troy

3. Hampton Inn By Hilton Warrenton I-70

4. Baymont by Wyndham Warrenton

5. The Junction Inn

6. Holiday Inn Express Warrenton by IHG

7. Super 8 by Wyndham Warrenton

8. River's Edge Motel

9. Troy Inn and Suites

10. The Eagles Nest Inn

Top Middletown Hotel Reviews

The Junction Inn

Treehouse - Twilight

Holiday Inn Express Warrenton by IHG

NEW - Treehouse - Dogwood

Cottage Properties - Country Log Cabin

Romantic Cabin - Lakeside

Extended Stay Warrenton Inn

Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.

Papa's Cabin - 40 acres & 5 acre lake!

More cheap stays in Middletown

Bay Inn & Suites Troy

Troy Inn and Suites

Super 8 by Wyndham Warrenton

Baymont by Wyndham Warrenton

Holiday Inn Express Warrenton by IHG

Extended Stay Warrenton Inn

Hotels in Middletown with star-rating

Frequently asked questions

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