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.
Osage Village Inn Near Lake Ozarks US 54

Osage Village Inn Near Lake Ozarks US 54

2.5 out of 5
Price was $531, price is now $472 per person
$472
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
Price was $768, price is now $581 per person
$581
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Alhonna Resort LLC

Alhonna Resort LLC

3 out of 5
Price was $885, price is now $715 per person
$715
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
Landing Furnished Apartments - Central West End

Landing Furnished Apartments - Central West End

3.5 out of 5
Central West End
Price was $755, price is now $617 per person
$617
per person
Sep 10 - Sep 13
found 6 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to St. Louis (STL)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $789, price is now $646 per person
$646
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Camden on the Lake Resort & Spa

Camden on the Lake Resort & Spa

4 out of 5
Price was $965, price is now $791 per person
$791
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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
Central West End
Price was $991, price is now $818 per person
$818
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $626, price is now $537 per person
$537
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
AC Hotel St. Louis Clayton

AC Hotel St. Louis Clayton

3 out of 5
Clayton
Price was $633, price is now $553 per person
$553
per person
Sep 10 - Sep 13
found 6 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to St. Louis (STL)
Buddy's Harbor

Buddy's Harbor

2.5 out of 5
Price was $977, price is now $857 per person
$857
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)

3-night Montgomery County vacations

Price found within the past 48 hours. Click for updated prices.
Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
Price was $626, price is now $537 per person
$537
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $843, price is now $538 per person
$538
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
Price was $768, price is now $581 per person
$581
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Alhonna Resort LLC

Alhonna Resort LLC

3 out of 5
Price was $885, price is now $715 per person
$715
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
Landing Furnished Apartments - Central West End

Landing Furnished Apartments - Central West End

3.5 out of 5
Price was $755, price is now $617 per person
$617
per person
Sep 10 - Sep 13
found 6 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to St. Louis (STL)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $789, price is now $646 per person
$646
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Camden on the Lake Resort & Spa

Camden on the Lake Resort & Spa

4 out of 5
Price was $965, price is now $791 per person
$791
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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 $991, price is now $818 per person
$818
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Moonrise Hotel

Moonrise Hotel

4 out of 5
Price was $723, price is now $599 per person
$599
per person
Sep 4 - Sep 7
found 5 hours ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $673, price is now $572 per person
$572
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Courtyard by Marriott St. Louis Downtown/Convention Center

Courtyard by Marriott St. Louis Downtown/Convention Center

3 out of 5
Price was $726, price is now $619 per person
$619
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Hampton Inn & Suites Clayton/St. Louis-Galleria Area

Hampton Inn & Suites Clayton/St. Louis-Galleria Area

3 out of 5
Price was $650, price is now $560 per person
$560
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)

6-7 night Montgomery County vacations

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Sullivan

Super 8 by Wyndham Sullivan

2 out of 5
Price was $524, price is now $468 per person
$468
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Super 8 by Wyndham Cuba

Super 8 by Wyndham Cuba

2 out of 5
Price was $642, price is now $550 per person
$550
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Motel 6 Rolla, MO

Motel 6 Rolla, MO

2 out of 5
Price was $591, price is now $508 per person
$508
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Super 8 by Wyndham Rolla

Super 8 by Wyndham Rolla

2 out of 5
Price was $610, price is now $526 per person
$526
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Price was $1,758, price is now $1,521 per person
$1,521
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Days Inn & Suites by Wyndham Cuba

Days Inn & Suites by Wyndham Cuba

2 out of 5
Price was $563, price is now $491 per person
$491
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Quality Inn Rolla

Quality Inn Rolla

2.5 out of 5
Price was $610, price is now $562 per person
$562
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Baymont by Wyndham Sullivan

Baymont by Wyndham Sullivan

2.5 out of 5
Price was $717, price is now $667 per person
$667
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Econo Lodge Rolla I-44 Exit 184 Near Missouri University of Science and Technology

Econo Lodge Rolla I-44 Exit 184 Near Missouri University of Science and Technology

2 out of 5
Price was $522, price is now $497 per person
$497
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG

Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG

2.5 out of 5
Price was $917, price is now $877 per person
$877
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Motel 6 Sullivan, MO

Motel 6 Sullivan, MO

2 out of 5
Price was $538, price is now $520 per person
$520
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Baymont by Wyndham Rolla

Baymont by Wyndham Rolla

2.5 out of 5
Price was $653, price is now $632 per person
$632
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
New York (NYC) 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.

Wed, Aug 12 - Fri, Aug 14
ATL
Atlanta
STL
St. Louis
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Atlanta to St. Louis, returning Fri, Aug 14, priced at $58 found 2 days ago
Sat, Sep 26 - Mon, Sep 28
DFW
Dallas
STL
St. Louis
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 26 from Dallas to St. Louis, returning Mon, Sep 28, priced at $139 found 6 days ago
Mon, Sep 28 - Mon, Oct 5
SEA
Seattle
STL
St. Louis
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Mon, Sep 28 from Seattle to St. Louis, returning Mon, Oct 5, priced at $187 found 6 days ago

Top rated hotels for your Montgomery County vacation

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

4.5 out of 5
500 Walnut St Hermann MO
17.09 mi from city center
$197 nightly
The price is $212 total per night
$212 total
Jul 28 - Jul 29
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
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
$88 nightly
The price is $100 total per night
$100 total
Jul 23 - Jul 24
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
Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill MO
10.48 mi from city center
Get rates
Located in High Hill, this cabin is in a rural location, within a 15-minute drive of Stone Hill Winery and Curling Vine Winery.
Kitchen
Washer
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.