Deals on vacations and trips to South Windsor

Save when you book South Windsor package deals

Choose two or more items and save on your trip:

South Windsor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $847, price is now $660 per person
$660
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,704, price is now $1,041 per person
$1,041
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $1,032, price is now $795 per person
$795
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $1,131, price is now $872 per person
$872
per person
Dec 17 - Dec 23
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This apartment includes free WiFi in public areas and a virtual front desk.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $943, price is now $731 per person
$731
per person
Dec 17 - Dec 23
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

Top South Windsor hotels deals

Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
1000 Long Leaf Lane South Windsor CT
Free Cancellation
$135 nightly
The price is $155 total per night
$155 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
149 Ella Grasso Turnpike Windsor Locks CT
Free Cancellation
$93 nightly
The price is $107 total per night
$107 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Families will appreciate the bowling alley and barbecue grills. Business travelers can take advantage of the 24-hour business center.
Free airport shuttle
Pet friendly
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road Willimantic CT
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $195 total per night
$195 total
Oct 11 - Oct 12
Total with taxes and fees
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
11 Hazard Ave Enfield CT
Free Cancellation
Reserve now, pay when you stay
$53 nightly
The price is $61 total per night
$61 total
Oct 21 - Oct 22
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli and laundry facilities are also provided.
Pet friendly
Parking included
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$169 nightly
The price is $192 total per night
$192 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in South Windsor
View all properties
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.

Stay near popular South Windsor attractions

Shoppes at Buckland Hills

8.6/10 (72 reviews)
You can do some window-shopping at Shoppes at Buckland Hills during your stay in South Windsor. Experience the great live music or attend a sporting event in this family-friendly area.
See properties

Frequently asked questions

How much are vacation packages to South Windsor?
With vacation packages available from as low as $660, there's no need to max out the credit card for your getaway to South Windsor. Travelocity is here to help. Bundle flights, hotels and experiences into a convenient package and land fantastic discounts. The more you book, the greater the savings.
How long should my South Windsor vacation be?
There's no hard and fast rule for how long your vacation in South Windsor should be, but most travelers choose to stay around 2 nights. Got some leeway with your travel dates? Extend your trip by a few extra nights. Then you'll have sufficient time to check out the area's off-the-beaten-path gems as well.
Where can I get the best vacation package deals for South Windsor?
With around 400 partner airlines and 1,000,000 properties all over the world, it's hard to beat Travelocity. Look through our impressive range and score an incredible South Windsor package deal. Isn't it great when planning a trip is that easy?
Why should I book my South Windsor vacation package via Travelocity?
With our Price Match Guarantee, we'll match any cheaper price you find. Add to that our 24/7 support and exceptional service and your perfect vacation is well within reach.
Can I save money on my South Windsor car rental if I combine it with a hotel or flight?
With a South Windsor vacation package, you can combine your hotel, car and flight bookings and save a ton. If you'd love to see the best of this exciting area, why not start with Times Square? This famous attraction is 110 mi from South Windsor. With your own rental car, you'll be there in no time.
Which airport is best for South Windsor?
Many travelers choose to fly into Bradley Intl. Airport (BDL), 8 mi northwest of downtown South Windsor. Others prefer T.F. Green Airport (PVD) (60 mi away from central South Windsor) or Tweed - New Haven Regional Airport (HVN) (45 mi away from central South Windsor).
What is there to do in South Windsor?
You'll feel a particular magic in the air as you wander the streets of South Windsor. Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are just two landmarks that make this city so popular, so add them to your itinerary.
Where should I stay when visiting South Windsor?
Many travelers opt to hit the hay at the Cambria Hotel Manchester South Windsor. It's a terrific base for your South Windsor getaway.

Photos of local treasures

Browse South Windsor vacation photos for more inspiration

A city skyline at dusk with illuminated buildings and a prominent tower.
A river winding through a valley with fields and scattered buildings.
A golf course with a lake, residential area, and industrial buildings.

Explore More Ways to Travel with Travelocity