Photo by Wesley Blackwell

Book Montgomery County Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

Top Hotels in Montgomery County

Restaurant
Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 star property
Litchfield
8.4 out of 10, Very good, (1001)
"Staff was friendly and the room was clean and tidy. "
United States
Kasey
The price is NZ$189
includes taxes & fees
7 Dec - 8 Dec
Baymont by Wyndham Litchfield
Exterior
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

2.5 star property
Litchfield
9.6 out of 10, Exceptional, (572)
"Clean room, great shower, excellent breakfast."
United States
Nancy
The price is NZ$255
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn Express & Suites Litchfield West by IHG
Desk, laptop workspace, blackout curtains, iron/ironing board
Quality Inn Litchfield Route 66

Quality Inn Litchfield Route 66

2.5 star property
Litchfield
8.6 out of 10, Excellent, (589)
"Great value for the money"
United States
Lori
The price is NZ$179
includes taxes & fees
7 Dec - 8 Dec
Quality Inn Litchfield Route 66
Desk, blackout curtains, iron/ironing board, free cots/infant beds
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 star property
Litchfield
9.0 out of 10, Wonderful, (625)
"Was a nice place to stay for a weekend get a way"
United States
Katrina
The price is NZ$189
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn by Hilton Litchfield
Porch
Historic Red Rooster Inn

Historic Red Rooster Inn

2.0 star property
Hillsboro
9.8 out of 10, Exceptional, (27)
"Very nicely renovated historic hotel, great brew pub."
United States
Donald
The price is NZ$198
includes taxes & fees
22 Dec - 23 Dec
Historic Red Rooster Inn
Exterior
Motel 6 Litchfield, IL

Motel 6 Litchfield, IL

2.0 star property
Litchfield
7.2 out of 10, Good, (153)
"The room was very clean and the staff was very helpful "
United States
Susan
The price is NZ$106
includes taxes & fees
7 Dec - 8 Dec
Motel 6 Litchfield, IL
Reception
Americas Best Value Inn Litchfield

Americas Best Value Inn Litchfield

1.5 star property
Litchfield
5.4 out of 10, (271)
"the motel was very clean for the age; it is an older place the staff was very nice bed was very comfortable."
United States
Arthur
The price is NZ$97
includes taxes & fees
8 Dec - 9 Dec
Americas Best Value Inn Litchfield
Room, 1 Queen Bed, Non Smoking, Kitchenette | Private kitchen
Countryside Inn

Countryside Inn

2.0 star property
Hillsboro
5.6 out of 10, (38)
"The property was very well kept and the inside was clean."
United States
Kai-Lyn
The price is NZ$150
includes taxes & fees
26 Dec - 27 Dec
Countryside Inn
Exterior
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

Irving
9.6 out of 10, Exceptional, (14)
"The BEST time ever! 2 years running! Love the property!"
United States
Ben H.
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Smart TV, fireplace, table football
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

Irving
10.0 out of 10, Exceptional, (5)
"This was our second time staying here and it didn't dissapoint. "
United States
Kimberly D.
The price is NZ$683
includes taxes & fees
11 Dec - 12 Dec
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
House (1 Bedroom) | Interior
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3.0 star property
Hillsboro
10.0 out of 10, Exceptional, (1)
"Much nicer then a motel room."
United States
Kim a
Charming Hillsboro Home < 1 Mi to Downtown!
Terrace/patio
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

Girard
10.0 out of 10, Exceptional, (96)
"The historic house was perfect for our vacation. "
United States
Kelly F.
The price is NZ$297
includes taxes & fees
7 Dec - 8 Dec
Home is on the original 1926-1930 Route 66 alignment
Fridge, microwave, oven, stovetop
Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome

Litchfield
9.8 out of 10, Exceptional, (18)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
The price is NZ$292
includes taxes & fees
14 Dec - 15 Dec
Route 66 house; Litchfield IL; Pets welcome
1 bedroom, iron/ironing board, WiFi, bed sheets
Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome

Litchfield
10.0 out of 10, Exceptional, (21)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
The price is NZ$292
includes taxes & fees
13 Dec - 14 Dec
Edwards House; Litchfield, IL; Pets welcome
Private kitchen
State Street House; 3-br house; PETS WELCOME; Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield

Litchfield
10.0 out of 10, Exceptional, (13)
"Great location. Wonderful owner"
United States
David E.
The price is NZ$384
includes taxes & fees
1 Jan - 2 Jan 2026
State Street House; 3-br house; PETS WELCOME; Litchfield
Interior
Luxurious Otter Pointe

Luxurious Otter Pointe

Girard
10.0 out of 10, Exceptional, (25)
"Otter Pointe is a great place to reconnect with family, enjoy peaceful sunsets, great meals, and rest. The space is well-designed, offering many bedrooms/bathrooms and gathering spaces. "
United States
Brooke B.
Luxurious Otter Pointe
Fridge, microwave, oven, stovetop
Jackson House; Pets Welcome

Jackson House; Pets Welcome

Litchfield
10.0 out of 10, Exceptional, (17)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
United States
Anonymous traveller
The price is NZ$312
includes taxes & fees
10 Dec - 11 Dec
Jackson House; Pets Welcome
Property grounds
Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome

Litchfield
10.0 out of 10, Exceptional, (15)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
The price is NZ$321
includes taxes & fees
3 Jan - 4 Jan 2026
Harrison House; Litchfield, IL; Pets welcome
Microwave, oven, stovetop
The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home

Raymond
The price is NZ$339
includes taxes & fees
10 Dec - 11 Dec
The Relaxing House - Quiet 2 Bedroom Home
Smart TV, fireplace
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Litchfield
10.0 out of 10, Exceptional, (2)
"Very clean and beds were extremely comfortable. Very nice space"
United States
Catherine M.
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montgomery County Hotel Reviews

Sleep Inn Springfield West

Sleep Inn Springfield West

10/10 Excellent
"The room was bright and clean"
Theo 1-night trip
Posted 5 days ago
Sleep Inn Springfield West

Explore a world of travel with Expedia