Montgomery Vacations from $296

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The Latest Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $366, price is now $296 per person
$296
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
8.6/10 Excellent! (1,002 reviews)
The room was clean. The bed was comfortable. Breakfast was okay. More gluten-free items would be appreciated. We liked the coffee maker.

Reviewed on Dec 2, 2025

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Save 100% on your flight
Price was $1,441, price is now $994 per person
$994
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
8.6/10 Excellent! (1,000 reviews)
Room was okay. Blanket way too thin, and backup blanket in closet very unappealing and old. Staff was nice.

Reviewed on Dec 2, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $932, price is now $704 per person
$704
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
9.8/10 Exceptional! (1,000 reviews)
Fabulous and roomy. So clean so nice. Lovely humans.

Reviewed on Nov 30, 2025

Howard Johnson by Wyndham Hartford South – Rocky Hill

Howard Johnson by Wyndham Hartford South – Rocky Hill

2 out of 5
Price was $586, price is now $463 per person
$463
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hartford (BDL)
8.2/10 Very Good! (1,005 reviews)
The staff was pleasant, the room clean and convenient area for my visit. It was nice to have both a fridge and microwave as i was able to have leftovers and not waste food. The room needs some paint touch ups for sure

Reviewed on Dec 1, 2025

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
Price was $584, price is now $469 per person
$469
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hartford (BDL)
7.4/10 Good! (1,001 reviews)
Clean comfortable room,great parking and local shopping

Reviewed on Dec 4, 2025

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Montgomery Hotel Deals

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
$83 nightly
The price is $95 total per night from Dec 22 to Dec 23
$95 total
Dec 22 - Dec 23
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
The room was immaculate. Very cozy and comfortable. The mattress was ok but I’m picky about what I sleep on. It could’ve been a little more structured, it seemed kind of old and uneven.

Reviewed on Dec 2, 2025

Candlewood Suites Windsor Locks Bradley Arpt by IHG
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$155 nightly
The price is $176 total per night from Dec 28 to Dec 29
$176 total
Dec 28 - Dec 29
Total with taxes and fees
8.8/10 Excellent! (1,454 reviews)
Hotel was nice and clean. People were friendly. Lunch at sports bar was a disaster. Wrong food brought out multiple times and checks had to be corrected more than once.

Reviewed on Dec 1, 2025

MGM Springfield
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike Windsor Locks CT
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $73 total per night from Dec 22 to Dec 23
$73 total
Dec 22 - Dec 23
Total with taxes and fees
6.6/10 (1,640 reviews)
I flew into Bradley Airport in Hartford CT at 1 am and was picked up by the Shuttle service and brought to the motel.

Reviewed on Dec 2, 2025

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
See all 495 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 $296 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.