Montgomery Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Montgomery

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is 2.592.995 ₫ per night from 31 Aug to 1 Sept
2.592.995 ₫
2.877.706 ₫ total
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (2,171 reviews)
Worth the price
"I have stayed here before, never a bad word to say. Worth the price."

Reviewed on 7 Aug 2025

SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is 1.783.028 ₫ per night from 9 Sept to 10 Sept
1.783.028 ₫
1.978.899 ₫ total
9 Sept - 10 Sept
includes taxes & fees
7/10 Good! (1,237 reviews)
"I liked the accessibility to the pool."

Reviewed on 9 Aug 2025

Chicago Club Inn & Suites
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is 2.181.587 ₫ per night from 24 Aug to 25 Aug
2.181.587 ₫
2.421.126 ₫ total
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,065 reviews)
"Friendly staff. Conveniently located"

Reviewed on 9 Aug 2025

DoubleTree by Hilton Lisle Naperville
See all 573 properties in Montgomery
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.

Frequently asked questions

How much does a Montgomery holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Montgomery costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Montgomery?
The off-season is the best time to head to Montgomery if you're trying to keep costs down. Another tip for getting cheap Montgomery holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Montgomery?
The ideal length of your Montgomery holiday depends on what you'd like to do. Generally, a few days to a week will give you time to check out all the major sights and discover some hidden spots along the way.
How to find the best Montgomery package deals?
Bagging a cheap Montgomery package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Montgomery package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Montgomery holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and accommodation individually. Better still, you can personalise your Montgomery escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Montgomery?
If you've got your Montgomery holiday dates finalized, book early to snap up some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Montgomery?

  1. Choose when to get away: Check your diary and pack your bags. Your favourite time of year and the available activities will also help you decide when to visit Montgomery.
  2. Set a budget: Consider expenses like flights, transportation and food when working out how much to put aside for your trip to Montgomery. Then, select a hotel that works with your budget, whether that's an affordable stay or a more upscale getaway.
  3. Decide how long to go away for: Now that you're more familiar with Montgomery, you can figure out the ideal length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customised Montgomery holiday package.