South Windsor Trips (flight + hotel)

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Top hotels in South Windsor

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 P8,602 per night from Sep 1 to Sep 2
P8,602
P9,893 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (743 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 P4,429 per night from Aug 24 to Aug 25
P4,429
P5,093 total
Aug 24 - Aug 25
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Each stuff member was very friendly"

Reviewed on Jul 30, 2025

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is P8,085 per night from Aug 25 to Aug 26
P8,085
P10,492 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,388 reviews)
"beautiful property. very clean but has some odd odors throughout the building. there was no valet service working at the time we arrived( it was a Tuesday so maybe that’s why) not a very busy time but would have been appreciated since i had to walk far with my bags. also i had my daughter with me ..."

Reviewed on Jul 30, 2025

MGM Springfield
See all 624 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.

Frequently asked questions

How much does a South Windsor vacation package cost?
You'll find cheap prices on Expedia for your South Windsor escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to South Windsor costs.
What are the cheapest months to go to South Windsor?
If you're hoping to snag a cheap South Windsor vacation package, consider traveling in February, July and December. You'll usually find better prices on accommodations and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for South Windsor?
To fully enjoy a South Windsor vacation, we suggest staying for 2 days. Split your time between visiting Shoppes at Buckland Hills, Promenade Shops at Evergreen Walk and other must-see attractions, on top of exploring neighborhoods like Central Manchester and Manchester Center. If you've got some time to spare, include a day trip in your South Windsor vacation itinerary.
Is it worth booking a vacation package to South Windsor?
From cool attractions such as Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk to its excellent history, a South Windsor vacation guarantees an unforgettable adventure. With so much to do and see, find out for yourself why South Windsor is such a good vacation destination.
How to find the best South Windsor package deals?
Use Expedia's filters to find some great South Windsor package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for South Windsor package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a South Windsor vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations separately. Better still, you can personalize your South Windsor trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to South Windsor?
If you're considering an impromptu South Windsor vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to South Windsor?

  1. Choose when to get away: Check your schedule and pack your bags. Your favorite time of year and the type of activities available will also help you decide when to visit South Windsor.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to airfares and activities. Your accommodations will probably be the largest expense during your trip to South Windsor.
  3. Decide how long to go away for: Now that you're more familiar with South Windsor, you can figure out the perfect length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental 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.