South Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.876.903 ₫ per night from 1 Sept to 2 Sept
3.876.903 ₫
4.458.439 ₫ total
1 Sept - 2 Sept
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 24 Jul 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 1.995.858 ₫ per night from 24 Aug to 25 Aug
1.995.858 ₫
2.295.237 ₫ total
24 Aug - 25 Aug
includes taxes & fees
7.4/10 Good! (1,003 reviews)
"Each stuff member was very friendly"

Reviewed on 30 Jul 2025

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is 3.643.607 ₫ per night from 25 Aug to 26 Aug
3.643.607 ₫
4.728.444 ₫ total
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,390 reviews)
"The staff was great. It was very convenient having everything in one place."

Reviewed on 30 Jul 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.

Popular places to visit

Promenade Shops at Evergreen Walk

You can enjoy retail therapy at Promenade Shops at Evergreen Walk during your visit to South Windsor. Experience the great live music and acclaimed theatre scene in this family-friendly area.

Promenade Shops at Evergreen Walk

Nomads Adventure Quest

You can enjoy the entertainment at Nomads Adventure Quest during your trip to South Windsor. Experience the area's great live music or attend a sporting event.

Nomads Adventure Quest

Wood Memorial Library & Museum

You can browse the exhibits at Wood Memorial Library & Museum, a museum with a story of its own, during your travels to South Windsor. Experience the area's entertainment choices or attend a sporting event.

Wood Memorial Library & Museum

Frequently asked questions

How much does a South Windsor holiday 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 holiday to South Windsor costs.
What are the cheapest months to go to South Windsor?
If you're hoping to snag a cheap South Windsor holiday package, consider travelling in February, July and December. You'll usually find better prices on accommodation and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for South Windsor?
To fully enjoy a South Windsor holiday, 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 neighbourhoods like Central Manchester and Manchester Centre. If you've got some time to spare, include a day trip in your South Windsor holiday itinerary.
Is it worth booking a holiday 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 holiday guarantees an unforgettable adventure. With so much to do and see, find out for yourself why South Windsor is such a good holiday 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 holiday package as early as possible.
Is it cheaper to book a South Windsor holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and accommodation separately. Better still, you can personalise 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 holiday package to South Windsor?
If you're considering an impromptu South Windsor holiday, 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 favourite 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 accommodation 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 holiday. 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 holiday package.