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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 19 B&B in Montgomery City with updated reviews, rates, and availability.

Captain Wohlt Inn Bed & Breakfast
37-inch flat-screen TV with cable channels, TV

Captain Wohlt Inn Bed & Breakfast

4.0 star property
9.2 out of 10, Wonderful, (498)
"Our first stay somewhere that wasn't a hotel. Got great recommendations for food and activities. Will come stay again!"
The price is AED 362
AED 415 total
includes taxes & fees
5 May - 6 May
Captain Wohlt Inn Bed & Breakfast
Loganberry Inn
Gazebo

Loganberry Inn

2.0 star property
10.0 out of 10, Exceptional, (42)
"Great place to stay"
The price is AED 681
AED 764 total
includes taxes & fees
7 May - 8 May
Loganberry Inn
Hermann Hill
View from room

Hermann Hill

4.0 star property
9.6 out of 10, Exceptional, (105)
"Just magnificent 😍"
The price is AED 986
AED 1,129 total
includes taxes & fees
13 May - 14 May
Hermann Hill
GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT
Smart TV

GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT

9.8 out of 10, Exceptional, (29)
"Wonderful location and excellent accomidations for visiting herman wineries."
The price is AED 1,157
AED 1,602 total
includes taxes & fees
5 May - 6 May
GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT
Wolke Suite - Himmel Haus Bed & Breakfast
Outdoor dining

Wolke Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (64)
"Great bed and breakfast with an amazing location! Highly recommend! "
The price is AED 364
AED 616 total
includes taxes & fees
5 May - 6 May
Wolke Suite - Himmel Haus Bed & Breakfast
Stone Haus Bed & Breakfast
Terrace/patio

Stone Haus Bed & Breakfast

2.0 star property
9.8 out of 10, Exceptional, (133)
"The property was absolutely beautiful. The grounds were park like and immaculate. The bed was great! Food delicious and hosts as good as they get! We had a great stay."
The price is AED 808
AED 925 total
includes taxes & fees
8 May - 9 May
Stone Haus Bed & Breakfast
Unique suite in original wine cellar in the heart of Downtown Hermann!
Interior

Unique suite in original wine cellar in the heart of Downtown Hermann!

10.0 out of 10, Exceptional, (15)
"Great location close to walking distance from everything! Enjoyed our stay!"
The price is AED 739
AED 953 total
includes taxes & fees
5 May - 6 May
Unique suite in original wine cellar in the heart of Downtown Hermann!
Zinfandel Room - Old Vine Bed & Breakfast
Exterior

Zinfandel Room - Old Vine Bed & Breakfast

10.0 out of 10, Exceptional, (26)
"Everything was wonderful- location, comfortable bed, delicious breakfast. Hosts were super helpful. Would stay here again. Great weekend get-away trip!"
Zinfandel Room - Old Vine Bed & Breakfast
Historic Iron Horse Inn
Front of property

Historic Iron Horse Inn

3.5 star property
8.4 out of 10, Very Good, (21)
"The inn keeper was fabulous. The rooms were clean and cozy. Will defiantly be back. "
Historic Iron Horse Inn
Up Up and Away Lodging
Front of property

Up Up and Away Lodging

4.0 star property
9.4 out of 10, Exceptional, (24)
"Breakfast was always great and can be delivered to your room."
Up Up and Away Lodging
Das Zimmer Suite - Himmel Haus Bed & Breakfast
Outdoor dining

Das Zimmer Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (45)
"Everything was clean and nice and quiet. We enjoyed our stay. "
The price is AED 364
AED 616 total
includes taxes & fees
12 May - 13 May
Das Zimmer Suite - Himmel Haus Bed & Breakfast
Cabernet Room - Old Vine Bed & Breakfast
Exterior

Cabernet Room - Old Vine Bed & Breakfast

9.8 out of 10, Exceptional, (32)
"Overall we enjoyed our stay. Breakfast was good. The room was clean and provided us what we need for the 2 days. Thank you"
Cabernet Room - Old Vine Bed & Breakfast
Himmel Haus Bed & Breakfast - Your Slice of Heaven in Hermann, Mo
Outdoor dining

Himmel Haus Bed & Breakfast - Your Slice of Heaven in Hermann, Mo

10.0 out of 10, Exceptional, (26)
"The space was perfect for our group of 3 couples! Breakfast was amazing!"
The price is AED 1,091
AED 1,593 total
includes taxes & fees
12 May - 13 May
Himmel Haus Bed & Breakfast - Your Slice of Heaven in Hermann, Mo
SPACIOUS HISTORIC DOWNTOWN LOFT! BEST LOCATION IN THE HEART OF TOWN!
Fridge, microwave, oven, stovetop

SPACIOUS HISTORIC DOWNTOWN LOFT! BEST LOCATION IN THE HEART OF TOWN!

10.0 out of 10, Exceptional, (69)
"We really enjoyed everything about our stay!!!!"
SPACIOUS HISTORIC DOWNTOWN LOFT! BEST LOCATION IN THE HEART OF TOWN!
Private Two Bedroom Full bath suite
Exterior detail

Private Two Bedroom Full bath suite

10.0 out of 10, Exceptional, (8)
"The b&b was absolutely perfect for our adults weekend get away. Perfect location, well stocked fridge, comfortable beds. "
The price is AED 1,267
AED 1,632 total
includes taxes & fees
5 May - 6 May
Private Two Bedroom Full bath suite
Hermann House Inn
Exterior

Hermann House Inn

3.0 star property
9.4 out of 10, Exceptional, (127)
"Loved our stay "
Hermann House Inn
Chardonnay Room - Old Vine Bed & Breakfast
Exterior

Chardonnay Room - Old Vine Bed & Breakfast

10.0 out of 10, Exceptional, (24)
"the room was very clean and the host was nice. they were very easy to work with. my wife and i were able to walk to every venue we wished to visit with a short drive or tram ride to stone hill. we are already talking about going back in a few months."
Chardonnay Room - Old Vine Bed & Breakfast
The Hiding Place B&B
Free daily full breakfast

The Hiding Place B&B

3.0 star property
9.8 out of 10, Exceptional, (25)
"Everything was very nice. We would use again if in the area. "
The Hiding Place B&B
Herzog Mansion
Exterior

Herzog Mansion

2.5 star property
7.4 out of 10, Good, (210)
"This is a gorgeous old home. You feel special when you walk in."
Herzog Mansion
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.
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Other property types in Montgomery City

Glamping with gorgeous sunset views, trolley to all wineries
Fridge, microwave, oven, stovetop

Glamping with gorgeous sunset views, trolley to all wineries

10.0 out of 10, Exceptional, (2)
"It was a wonderful stay for 5 of us girls going to Herman for a day at the Winery. This location was perfect, just 7 minutes up the road from Downtown Herman. The trolley picked us up with no issue. Very quiet location, perfect for a quick getaway!"
The price is AED 551
AED 845 total
includes taxes & fees
5 May - 6 May
Glamping with gorgeous sunset views, trolley to all wineries
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Interior

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (95)
"Enjoyed the quietness of this immaculate home! Loved the cellar! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann
TV

Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

9.8 out of 10, Exceptional, (46)
"Wonderful place right in the heart of town. In walking distance to just about all the sites in the downtown area. "
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann
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.

Frequently asked questions

Searching for B&Bs in Montgomery City?
Whether you’re on a romantic vacation and want to stay somewhere quiet, or you’re traveling solo and hoping to get some tips from locals, a B&B might be the right choice for your trip. When you want to explore some of the destination’s attractions, Graham Cave State Park is worth a visit.
How do you know if a B&B is the best choice for you?
With attentive service, opportunities to meet other guests, and of course a full breakfast to start the day, B&Bs offer a truly one-of-a-kind setting.
When is the best time to book my B&B in Montgomery City?
When you’re dreaming of a escape to Montgomery City, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Montgomery City is 49 inches.
What is there to do in Montgomery City?
If you want to check out some popular attractions in Montgomery City, you might enjoy a visit to Graham Cave State Park. You might also consider a trip to sites like Endless Summer Winery or Daniel Boone Conservation Area if you have time to see more of the area.
How can I get to and around Montgomery City?
You can plan your excursions in and around Montgomery City ahead of time with these transportation options. Fly into Columbia, MO (COU-Columbia Regional), which is located 40.1 mi (64.5 km) from the heart of the city. If you’d like to venture out around the area, you may want to rent a car for your trip.