Montgomery Vacations from $307

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The Latest Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cromwell Inn

The Cromwell Inn

2.5 out of 5
Price was $366, price is now $307 per person
$307
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
7.4/10 Good! (45 reviews)
We were disappointed that we couldn’t use the exercise equipment. We are older folks and wanted to walk on the treadmill and couldn’t figure it out. Otherwise it was a lovely six day stay. Staff was exceptional in all ways! Breakfast was adequate with oatmeal and yogurt every day plus a nice sweet bite after. Coffee machine had a problem as did the drain in our bathroom (216). Everything else was great!

Reviewed on Oct 29, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,346, price is now $1,018 per person
$1,018
per person
Dec 29 - Jan 2
just found
Roundtrip flight included
Fort Lauderdale (FLL) to Hartford (BDL)
9.8/10 Exceptional! (1,003 reviews)

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $728, price is now $609 per person
$609
per person
Dec 29 - Jan 2
just found
Roundtrip flight included
Fort Lauderdale (FLL) to Hartford (BDL)
8.6/10 Excellent! (1,004 reviews)
No fax machine set up for business.

Reviewed on Oct 28, 2026

Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Price was $972, price is now $816 per person
$816
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
9.6/10 Exceptional! (1,003 reviews)

Holiday Inn Express Hartford South - Rocky Hill by IHG

Holiday Inn Express Hartford South - Rocky Hill by IHG

2.5 out of 5
Price was $503, price is now $427 per person
$427
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
8.8/10 Excellent! (1,005 reviews)
Friendly front desk staff. Nice breakfast and clean comfortable room.

Reviewed on Oct 28, 2026

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Stay near popular Montgomery attractions

Grace A. Robson Sanctuary

You can take time to visit Grace A. Robson Sanctuary during your travels to Montgomery.
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Montgomery Hotel Deals

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
11 Hazard Ave Enfield CT
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $64 total per night from Nov 1 to Nov 2
$64 total
Nov 1 - Nov 2
Total with taxes and fees
7.4/10 Good! (1,042 reviews)
"For a single traveler like myself I didn't mind that the room wasn't cleaned prior to my arrival. Big fringe and freezer and microwave a big help. Hot shower was also well needed."

Reviewed on Oct 28, 2026

Motel 6 Enfield, CT - Hartford
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
149 Ella Grasso Turnpike Windsor Locks CT
Fully refundable
$80 nightly
The price is $92 total per night from Nov 26 to Nov 27
$92 total
Nov 26 - Nov 27
Total with taxes and fees
8.4/10 Very Good! (1,216 reviews)
"Excellent beds, convenient location, clean and modern, like the layout, front of bathtub bad paint job to cover up some rust spots. For the price they should offer a breakfast buffet. I equate them to Embassy suites but they did not offer carnivore breakfast or happy hour and charged a little ..."

Reviewed on Oct 28, 2026

Candlewood Suites Windsor Locks Bradley Arpt by IHG
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$169 nightly
The price is $192 total per night from Nov 8 to Nov 9
$192 total
Nov 8 - Nov 9
Total with taxes and fees
MGM Springfield
See all 532 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.

Find the Best Montgomery Vacation Packages

Montgomery Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
670

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Frequently asked questions

How much does a Montgomery vacation package cost?
You'll find cheap prices from $307 on Expedia for your Montgomery escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Montgomery costs.
What are the cheapest months to go to Montgomery?
If you're looking to book a cheap Montgomery vacation package, consider planning a trip in November, December and January. You'll typically find better prices on accommodations and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Montgomery?
The ideal length of your Montgomery vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to check out all the main attractions and discover some hidden gems along the way.
How to find the best Montgomery package deals?
Start your search for a Montgomery package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Montgomery package deal right away, just switch up 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 underway.
Is it cheaper to book a Montgomery vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights individually. Better still, you can customize your Montgomery escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Montgomery?
If you've got your Montgomery vacation dates confirmed, book as soon as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Montgomery vacation packages?
Set off on your perfect escape to Montgomery with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.