South Windsor Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

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 S$213 per night from 22 Jun to 23 Jun
S$213
22 Jun - 23 Jun
includes taxes & fees
9.2/10 Wonderful! (697 reviews)
"Very clean property and room! Close to shopping/ dining and not too far away from the airport. Only downside was the coffee. Not a fan of the kuerig coffee and that was the only option offered in the room and in the lobby."

Reviewed on 31 May, 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 S$152 per night from 1 Jul to 2 Jul
S$152
1 Jul - 2 Jul
includes taxes & fees
7.4/10 Good! (1,013 reviews)
"Thanks to Staff name Hasani. He helped us out and directed perfectly with all questions and concerns."

Reviewed on 8 Jun, 2025

The Capitol Hotel
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is S$276 per night from 12 Jun to 13 Jun
S$276
12 Jun - 13 Jun
includes taxes & fees
8.8/10 Excellent! (1,376 reviews)
"This was a nice set up, easy access to the event I was doing"

Reviewed on 8 Jun, 2025

MGM Springfield
See all 625 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 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.

Popular places to visit

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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.