Cheap Vacations in Montgomery County

Choose two or more items and save on your trip:

Montgomery County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn St. Louis Arpt West-Earth City by IHG

Holiday Inn St. Louis Arpt West-Earth City by IHG

3.5 out of 5
Price was $464, price is now $386 per person
$386
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $777, price is now $464 per person
$464
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
Price was $762, price is now $610 per person
$610
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Camden on the Lake Resort & Spa

Camden on the Lake Resort & Spa

4 out of 5
Price was $661, price is now $529 per person
$529
per person
Nov 21 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Houston (IAH) to St. Louis (STL)
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

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

3 out of 5
Riverport
Price was $527, price is now $424 per person
$424
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
WorldMark Lake of the Ozarks

WorldMark Lake of the Ozarks

3 out of 5
Price was $751, price is now $612 per person
$612
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Riverport
Price was $537, price is now $445 per person
$445
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Alhonna Resort LLC

Alhonna Resort LLC

3 out of 5
Price was $647, price is now $540 per person
$540
per person
Nov 21 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Houston (IAH) to St. Louis (STL)
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $486, price is now $410 per person
$410
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
The Westin St. Louis

The Westin St. Louis

4.5 out of 5
Downtown St. Louis
Price was $568, price is now $483 per person
$483
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)

3-night Montgomery County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
Price was $400, price is now $378 per person
$378
per person
Dec 3 - Dec 6
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to St. Louis (STL)
The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

4.5 out of 5
Price was $957, price is now $868 per person
$868
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
Price was $920, price is now $835 per person
$835
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $912, price is now $846 per person
$846
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
Moonrise Hotel

Moonrise Hotel

4 out of 5
Price was $914, price is now $848 per person
$848
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
The Westin St. Louis

The Westin St. Louis

4.5 out of 5
Price was $857, price is now $796 per person
$796
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
Holiday Inn St. Louis Arpt West-Earth City by IHG

Holiday Inn St. Louis Arpt West-Earth City by IHG

3.5 out of 5
Price was $771, price is now $717 per person
$717
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Price was $757, price is now $708 per person
$708
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
Marriott St. Louis Airport

Marriott St. Louis Airport

4 out of 5
Price was $878, price is now $822 per person
$822
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
Hilton Garden Inn St. Louis Airport

Hilton Garden Inn St. Louis Airport

3 out of 5
Price was $809, price is now $760 per person
$760
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
Country Inn & Suites by Radisson, St. Charles Historic District

Country Inn & Suites by Radisson, St. Charles Historic District

2.5 out of 5
Price was $818, price is now $769 per person
$769
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $813, price is now $770 per person
$770
per person
Dec 14 - Dec 17
found 5 hours ago
Roundtrip non-stop flight included
Houston (HOU) to St. Louis (STL)

4-night Montgomery County vacations

Price found within the past 48 hours. Click for updated prices.
Elimwood Hotel, a Ramada by Wyndham

Elimwood Hotel, a Ramada by Wyndham

3 out of 5
Price was $439, price is now $374 per person
$374
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $777, price is now $464 per person
$464
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
Price was $762, price is now $610 per person
$610
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

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

3 out of 5
Price was $527, price is now $424 per person
$424
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Price was $537, price is now $445 per person
$445
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Holiday Inn St. Louis Arpt West-Earth City by IHG

Holiday Inn St. Louis Arpt West-Earth City by IHG

3.5 out of 5
Price was $464, price is now $386 per person
$386
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $486, price is now $410 per person
$410
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
The Westin St. Louis

The Westin St. Louis

4.5 out of 5
Price was $568, price is now $483 per person
$483
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $617, price is now $534 per person
$534
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Marriott St. Louis Airport

Marriott St. Louis Airport

4 out of 5
Price was $602, price is now $527 per person
$527
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
River City Casino & Hotel

River City Casino & Hotel

4 out of 5
Price was $600, price is now $527 per person
$527
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
Price was $579, price is now $509 per person
$509
per person
Dec 10 - Dec 14
found 18 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)

5-night Montgomery County vacations

Price found within the past 48 hours. Click for updated prices.
Elimwood Hotel, a Ramada by Wyndham

Elimwood Hotel, a Ramada by Wyndham

3 out of 5
Price was $538, price is now $466 per person
$466
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,067, price is now $637 per person
$637
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Camden on the Lake Resort & Spa

Camden on the Lake Resort & Spa

4 out of 5
Price was $661, price is now $529 per person
$529
per person
Nov 21 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Houston (IAH) to St. Louis (STL)
WorldMark Lake of the Ozarks

WorldMark Lake of the Ozarks

3 out of 5
Price was $751, price is now $612 per person
$612
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
Price was $903, price is now $750 per person
$750
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Alhonna Resort LLC

Alhonna Resort LLC

3 out of 5
Price was $647, price is now $540 per person
$540
per person
Nov 21 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Houston (IAH) to St. Louis (STL)
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Price was $643, price is now $545 per person
$545
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
Price was $574, price is now $492 per person
$492
per person
Nov 21 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Houston (IAH) to St. Louis (STL)
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $604, price is now $523 per person
$523
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
The Westin St. Louis

The Westin St. Louis

4.5 out of 5
Price was $745, price is now $645 per person
$645
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Country Inn & Suites by Radisson, St. Charles Historic District

Country Inn & Suites by Radisson, St. Charles Historic District

2.5 out of 5
Price was $756, price is now $658 per person
$658
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Moonrise Hotel

Moonrise Hotel

4 out of 5
Price was $887, price is now $774 per person
$774
per person
Nov 21 - Nov 26
found 13 hours ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)

Top places to visit in Montgomery County

A mountain bike parked on a dirt path surrounded by trees.
FlightsFlightsHotelsHotels

New Florence

New Florence
A person on a bicycle in a stone tunnel with moss-covered walls.
FlightsFlightsHotelsHotels

High Hill

High Hill

Flight deals to Montgomery County

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Dec 11 - Mon, Dec 14
DEN
Denver
STL
St. Louis
$80 Roundtrip, found 2 days ago
$80
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 11 from Denver to St. Louis, returning Mon, Dec 14, priced at $80 found 2 days ago
Sat, Nov 14 - Mon, Nov 16
ATL
Atlanta
STL
St. Louis
$99 Roundtrip, found 23 hours ago
$99
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Sat, Nov 14 from Atlanta to St. Louis, returning Mon, Nov 16, priced at $99 found 23 hours ago
Thu, Nov 5 - Mon, Nov 9
DFW
Dallas
STL
St. Louis
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Dallas to St. Louis, returning Mon, Nov 9, priced at $178 found 3 days ago

Top rated hotels for your Montgomery County vacation

Knights Inn New Florence

Knights Inn New Florence

2 out of 5
Booneslick Road, 403, 403 New Florence MO
Free Cancellation
Reserve now, pay when you stay
5.66 mi from city center
$130 nightly
The price is $148 total per night
$148 total
Oct 22 - Oct 23
Total with taxes and fees
With a stay at Knights Inn New Florence in New Florence, you'll be 8.4 mi (13.5 km) from Endless Summer Winery and 16.3 mi (26.2 km) from Hermannhof Vineyards.
Breakfast included
Parking included
The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

4.5 out of 5
500 Walnut St Hermann MO
Free Cancellation
Reserve now, pay when you stay
17.09 mi from city center
$197 nightly
The price is $212 total per night
$212 total
Nov 3 - Nov 4
Total with taxes and fees
With a stay at The Mercantile on the Katy Trail in Hermann, you'll be next to a golf course, just steps from Katy Trail - McKittrick Trailhead and a 5-minute drive from Deutschheim State Historic Site.
Kitchen
Washer
Quality Inn Foristell

Quality Inn Foristell

2.5 out of 5
12 Highway W Foristell MO
Free Cancellation
31.71 mi from city center
$89 nightly
The price is $101 total per night
$101 total
Oct 25 - Oct 26
Total with taxes and fees
Located in Foristell, Quality Inn Foristell is in a rural location, within a 10-minute drive of Bear Creek Golf Club and Wentzville Flea Market.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Montgomery County
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.