Deals on vacations and trips to Montgomery County

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Montgomery County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Riverport
Price was $508, price is now $437 per person
$437
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
A casino, 7 restaurants, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, express check-out, and free airport shuttle. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $1,083, price is now $718 per person
$718
per person
Nov 26 - Nov 30
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Cheshire

The Cheshire

4 out of 5
Price was $664, price is now $559 per person
$559
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.
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 $776, price is now $674 per person
$674
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
This luxury hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and concierge services.
Country Inn & Suites by Radisson, St. Charles Historic District

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

2.5 out of 5
St. Charles Historic District
Price was $538, price is now $470 per person
$470
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Montgomery County hotels deals

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
$130 nightly
The price is $148 total per night
$148 total
Oct 25 - Oct 26
Total with taxes and fees
A restaurant, free self parking, and a 24-hour front desk are among this hotel's amenities. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A 24-hour business center, express check-out, and dry cleaning are also on offer.
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
$197 nightly
The price is $212 total per night
$212 total
Nov 3 - Nov 4
Total with taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
Kitchen
Washer
Quality Inn Foristell

Quality Inn Foristell

2.5 out of 5
12 Highway W Foristell MO
Free Cancellation
$88 nightly
The price is $100 total per night
$100 total
Nov 3 - Nov 4
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. A picnic area and a computer station are also provided.
Breakfast included
Parking included
Bay Inn & Suites Troy

Bay Inn & Suites Troy

2.5 out of 5
107 King Dr Troy MO
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $77 total per night
$77 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Parking included
Hermann Crown Suites

Hermann Crown Suites

3.5 out of 5
403 South Market Street Hermann MO
$161 nightly
The price is $185 total per night
$185 total
Nov 2 - Nov 3
Total with taxes and fees
An area shuttle and free self parking are available at this inn, along with a bar/lounge. Guests will appreciate perks like free WiFi and free train station pick-up. A terrace, a garden, and express check-in are also on offer.
Pet friendly
Parking included
Holiday Inn Express Warrenton by IHG

Holiday Inn Express Warrenton by IHG

2.5 out of 5
1008 N Hwy 47 And Interstate 7 Warrenton MO
Free Cancellation
$115 nightly
The price is $131 total per night
$131 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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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.

Stay near popular Montgomery County attractions

Endless Summer Winery

9.0/10 (34 reviews)
You can enjoy a tasting or tour at Endless Summer Winery during your travels to Hermann. You can enjoy the wineries while in the area.
See properties

Photos of local treasures

Browse Montgomery County vacation photos for more inspiration

A vineyard with grapevines in the foreground, a church with a steeple in the background, and a hilly landscape with trees and buildings.

Frequently asked questions

How much are vacation packages to Montgomery County?
With offers starting from as little as $437, flight and hotel packages are an ideal way to stretch your vacation budget. Montgomery County, here you come!
Where can I get the best vacation package deals for Montgomery County?
You can snap up fantastic Montgomery County package deals with Travelocity. Pick from 400 partner airlines and 1,000,000 properties worldwide and turn your travel dreams into a reality.
Why should I book my Montgomery County vacation package via Travelocity?
From our 24/7 customer care to our range of exciting destinations, we're committed to giving you the most unforgettable vacation. All you need to do is to click and book — our Price Match Guarantee will ensure you score the lowest price.
Will I save money on my Montgomery County car rental if I combine it with a hotel or flight?
You certainly can with our Montgomery County vacation packages. With one of these, there are lots of ways to stretch your travel budget further. Bundle any two or more car, flight, hotel and tour bookings and watch the savings start to pile up. With a rental car, all the attractions in and around Montgomery County are an unforgettable road trip away.
Which airport is best for Montgomery County?
The major airport for Montgomery County is Columbia Regional Airport (COU).
What is there to do in Montgomery County?
A well-known attraction you shouldn't miss in Montgomery County is Stone Hill Winery. Once that's been done, spend some time engaging with locals and getting in touch with the spirit of this exciting destination.

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