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A welcome sign for Montgomery with a house illustration and founding year 1780, surrounded by autumn trees.

Montgomery Vacations from $399

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    Save up to $2,000 when you book a flight and hotel together*

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The Latest Montgomery Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Couples dining
    Sep 11 - Sep 14

    Ashley Quarters Hotel Cincinnati Airport + Flight

    Florence
    3 nights
    2.5 star property
    9.2/10 - Wonderful (1,016 reviews)
    "We had a restful stay. We arrived at midnight, thankfully we called while we were on the road and found out they have a super helpful quick and easy late/after hours check in process. When we got in, there was a safe box with our key, and paperwork, we just signed the paperwork, dropped it in the night box and headed to our room to rest. It was VERY spacious, the kitchen is a full size kitchen and has a fridge and even a dish washer. Unfortunately we only stayed one night but if we’re in the..."
    Reviewed July 27, 2026
    Roundtrip • New York (EWR) - Cincinnati (CVG)
    EWR - CVG • 1 stop CVG - EWR • 1 stop
    $488
    $399
    per traveler
    found 1 day ago
    Ashley Quarters Hotel Cincinnati Airport
  • Exterior
    Sep 3 - Sep 7

    Belterra Casino Resort + Flight

    Florence
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,005 reviews)
    "Stinks of cigarette smoke, filthy"
    Reviewed July 27, 2026
    Roundtrip • Dallas (DFW) - Cincinnati (CVG)
    DFW - CVG • Nonstop CVG - DFW • 1 stop
    $731
    $538
    per traveler
    found 15 hours ago
    Belterra Casino Resort
  • Luxury Condo, Kitchen, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop
    Oct 8 - Oct 11

    Firehouse Lofts + Flight

    Downtown Cincinnati
    3 nights
    4.0 star property
    2.0/10 - (1 review)
    "The host was unfriendly and targeting. After receiving paid confirmation, the host called and inquired on the reason for stay and adamantly referred to the community as “protected” with closely monitored noise ordinances. Mind you, the apartment is directly across for the stadium. The area is riddled with the homeless population. Another conversation centered around “no parties” allowed and strict guest limits. At no time did we discuss or suggest we were having a get together and our..."
    Reviewed May 10, 2026
    Roundtrip • New York (EWR) - Cincinnati (CVG)
    EWR - CVG • Nonstop CVG - EWR • Nonstop
    Save 100% on your flight
    $2,506
    $1,982
    per traveler
    found 1 day ago
    Firehouse Lofts
  • Exterior
    Oct 15 - Oct 18

    Hotel Covington Cincinnati Riverfront + Flight

    Central Business District
    3 nights
    4.0 star property
    9.6/10 - Exceptional (1,011 reviews)
    Roundtrip • Dallas (DFW) - Cincinnati (CVG)
    DFW - CVG • Nonstop CVG - DFW • 1 stop
    $985
    $822
    per traveler
    found 1 day ago
    Hotel Covington Cincinnati Riverfront
  • Lobby
    Oct 15 - Oct 18

    The Lytle Park Hotel, Autograph Collection + Flight

    Downtown Cincinnati
    3 nights
    4.5 star property
    9.6/10 - Exceptional (306 reviews)
    "If you're looking for a posh stay while you're in town, this is definitely the place!! Semi, Christina, Scott, Braun are just a few of the staff that I can remember that made our stay wonderful, and treated us like royalty while staying there. Their turn down service is top of the line, Thank you all for the great hospitality and making our stay there absolutely AMAZING!"
    Reviewed July 27, 2026
    Roundtrip • Dallas (DFW) - Cincinnati (CVG)
    DFW - CVG • Nonstop CVG - DFW • 1 stop
    $1,246
    $1,056
    per traveler
    found 1 day ago
    The Lytle Park Hotel, Autograph Collection

Montgomery Hotel Deals

Bar (on property)

The Hotel Rambler Montgomery, Tapestry Collection By Hilton

The Hotel Rambler Montgomery, Tapestry Collection By Hilton
3.5 star property
0.3 mi from Montgomery
9.2 out of 10, Wonderful, (77 reviews)
"Unfriendly greeting, no help finding means of parking or carts for luggage “ I can’t do anything about the fact that people take the carts upstairs and don’t bring them back down” without apology. Ridiculously expensive for what I got and while that would be the place I’d stay every time I come home to visit my mother. I will never stay there again."
$189 nightly
The price is $218
Jul 28 - Jul 29
Total with taxes and fees
The Hotel Rambler Montgomery, Tapestry Collection By Hilton
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.
See all properties in Montgomery

Frequently Asked Questions

How much does a Montgomery vacation package cost?

Offering excellent value package deals from $399 on Expedia, you'll be surprised at how little a vacation to Montgomery costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Montgomery?

You can usually find lower rates and greater availability in January, October and December. Take a look at our cheap Montgomery vacation packages and you could land some excellent off-season deals.

How many days is enough for Montgomery?

The ideal length of your Montgomery vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to check out all the major attractions and discover some hidden treasures along the way.

Is it worth booking a vacation package to Montgomery?

Montgomery is a good vacation destination with attractions like Swaim Park among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Montgomery vacation promises a good time for everyone.

How to find the best Montgomery package deals?

Begin your search for a Montgomery package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Montgomery package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Montgomery escape off to a flying start.

Is it cheaper to book a Montgomery vacation as a package?

You can enjoy significant savings on your next Montgomery retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Montgomery?

If you've got your Montgomery travel dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.

Does Expedia offer Book Now, Pay Later Montgomery vacation packages?

Your Montgomery break is meant to be an escape from your busy life, not a reason for money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.