South Windsor Vacation Packages

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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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,002 reviews)
I had made reservation after midnight while tired on the road, needing a place to sleep, the night manager fixed my reservation so I could get a room immediately. Super helpful and much appreciated.

Reviewed on Jul. 23, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
per person
Aug 25 - Aug 29
found 11 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (298 reviews)
The staff here is amazing along with the rooms and the property. This is a very nice and quiet place to stay with the family and they always seem to have some type of entertainment for the guests. Close to town and other points of interest. Only thing missing is a pool, but other than that this is a very nice place to stay.

Reviewed on Jul. 12, 2025

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.4/10 Very Good! (1,015 reviews)
I love the hotel and the service. Top Notch.

Reviewed on Jul. 24, 2025

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
per person
Aug 25 - Aug 29
found 11 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.2/10 Wonderful! (2,445 reviews)
Great place to stay. Rooms were big and clean. Breakfast was good. Outdoor area was nice to hang out. We were happy and would highly recommend.

Reviewed on Jul. 25, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Rooms were large and spacious but quite dark. The Choo Choo lounge and the outside bar were very pleasant. The onsite dining restaurant was disappointing, food was below expectations and did not live up to their rating. Staff were all very pleasant. Parking was a difficult but it is high season.

Reviewed on Jul. 21, 2025

Ready to book your vacation to South Windsor?

 

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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 $208 per night from Aug 3 to Aug 4
CA $208
CA $239 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (740 reviews)
"Everything was lovely"

Reviewed on Jul. 10, 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 $104 per night from Aug 24 to Aug 25
CA $104
CA $119 total
Aug 24 - Aug 25
includes taxes & fees
7.4/10 Good! (1,030 reviews)
"This is a great hotel if you want to be in the downtown area across from the Capitol and beautiful Bushnell Park. Many historic locations nearby"

Reviewed on Jul. 23, 2025

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is CA $190 per night from Aug 25 to Aug 26
CA $190
CA $246 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,395 reviews)
"Minor hickup getting my room, but outside of that the rooms were clean. The staff were nice and quick to help. Very nice shower/bathroom set up."

Reviewed on Jul. 23, 2025

MGM Springfield
See all 638 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
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Frequently asked questions

How much does a South Windsor vacation package cost?
Offering great value package deals from CA $582 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.