South Windsor Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your South Windsor Vacation

Lock in a South Windsor vacation package that includes everything you need and no unnecessary extras. Great for shopping, families and festivals, think about basing yourself in the neighborhood of Downtown Hartford. Make your trip to South Windsor even more fun by including some sightseeing. Shoppes at Buckland Hills, Promenade Shops at Evergreen Walk and Broad Brook Opera House are among the most popular attractions you'll want to explore. Whoever you're taking time off with and whatever the size of your budget, your dream South Windsor vacation is just clicks away with Expedia.

Top South Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Southington, CT - Hartford

Motel 6 Southington, CT - Hartford

2 out of 5
per person
Sep 3 - Sep 5
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to New Haven (HVN)
6.2/10 (1,004 reviews)
The room i was in had an adjacent door to another room. They people in other room were loud and noisy at 1:30am. There should be a way to sound proof door when both rooms are occupied

Reviewed on Jul. 15, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Sep 3 - Sep 5
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to New Haven (HVN)
8.8/10 Excellent! (1,009 reviews)
NICE STAFF, GREEN HOTEL, GREAT BAR AND RESTAURANT.

Reviewed on Aug. 1, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Sep 3 - Sep 5
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to New Haven (HVN)
8.8/10 Excellent! (1,047 reviews)
I see lot of bugs in the room

Reviewed on Aug. 2, 2025

Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
per person
Sep 3 - Sep 5
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to New Haven (HVN)
8.8/10 Excellent! (419 reviews)
Everything was good

Reviewed on Jul. 25, 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
per person
Sep 3 - Sep 5
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to New Haven (HVN)
8.6/10 Excellent! (555 reviews)
Had a great stay and the employees were top notch

Reviewed on Aug. 1, 2025

Ready to book your vacation to South Windsor?

 

Choose your dates

South Windsor Hotel Deals

Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
1000 Long Leaf Lane, South Windsor, CT
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Sep 1 to Sep 2
CA $192
CA $221 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (744 reviews)
"This hotel was amazing except for how easily noise carried between rooms and from hallway."

Reviewed on Jul. 24, 2025

Cambria Hotel Manchester South Windsor
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Aug 24 to Aug 25
CA $105
CA $121 total
Aug 24 - Aug 25
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"I like the area as being across from the Capitol. Great hotel to stay at especially if your attending any activity across the way. Staff was also very nice and helpful."

Reviewed on Aug. 3, 2025

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is CA $192 per night from Aug 25 to Aug 26
CA $192
CA $249 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,393 reviews)
"Everything was amazing, the only thing that the hotel rooms lacked was a mini fridge but other than that an amazing place to book a room!"

Reviewed on Aug. 3, 2025

MGM Springfield
See all 622 properties in South Windsor
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a South Windsor vacation package cost?
Offering great value package deals from CA $826 on Expedia, you'll be thrilled with how little a vacation to South Windsor costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to South Windsor?
You can usually find lower prices and greater availability in February, July and December. Check out our cheap South Windsor vacation packages and you could get some excellent off-season deals.
How many days is enough for South Windsor?
We'd recommend booking a South Windsor vacation for around 2 days. This will give you time to visit top attractions including Broad Brook Opera House and Nomads Adventure Quest, and explore neighbourhoods like Central Manchester and Manchester Centre. You could even squeeze in a day trip outside of South Windsor.
Is it worth booking a vacation package to South Windsor?
Boasting a host of highlights starting with its amazing history, South Windsor is a good vacation destination. Whether you'd like to discover attractions such as Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk or venture off the beaten track, you'll have loads to keep you busy during your South Windsor vacation.
How to find the best South Windsor package deals?
Use Expedia's filters to find some great South Windsor package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for South Windsor package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a South Windsor vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels individually. Better still, you can personalize your South Windsor trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to South Windsor?
If you have your South Windsor travel dates locked in, book as early as you can to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to South Windsor?

  1. Choose your dates: The things you want to do in South Windsor and your preferred season will help you decide when to get away.
  2. Plan your budget wisely: Besides the price of your accommodations, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could arise during your trip to South Windsor.
  3. Decide how long to go for: Now that you're up to speed on South Windsor, you can work out the ideal length of your break. Pull 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 order, you can combine your car rental, hotels, flights and more into a tailored South Windsor vacation package.

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