South Windsor Vacations from $306

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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.

The Latest South Windsor vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.8/10 Excellent! (1,014 reviews)
Everything was great, the rooms where clean, the staff was awesome

Reviewed on Jul 9, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
The view was stunning and the hotel was very clean. Would definitely stay again

Reviewed on Jun 18, 2025

Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (412 reviews)
It was close to shopping and restaurants.

Reviewed on May 2, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Save 100% on your flight
per person
Sep 11 - Sep 14
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Fantastic!! Loved staying at this luxurious hotel

Reviewed on Jul 8, 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.6/10 Excellent! (548 reviews)
Overall, a great experience. Staff were professional and addressed every question. This Residence Inn allows pets, which was key.

Reviewed on Jun 14, 2025

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Discover the most popular places to visit in South Windsor

Shoppes at Buckland Hills

4/5(32 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.

Shoppes at Buckland Hills

Promenade Shops at Evergreen Walk

4.5/5(6 reviews)

You can find the perfect gifts to bring home at Promenade Shops at Evergreen Walk during your stay in South Windsor. Experience the great live music and acclaimed theater scene in this family-friendly area.

Promenade Shops at Evergreen Walk

Nomads Adventure Quest

4.5/5(7 reviews)

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

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
$144 nightly
The price is $165 total per night from Aug 3 to Aug 4
$165 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (726 reviews)
"Excellent"

Reviewed on Jul 7, 2025

Cambria Hotel Manchester South Windsor
The Capitol Hotel
The Capitol Hotel
3 out of 5
440 Asylum St, Hartford, CT
$103 nightly
The price is $118 total per night from Jul 13 to Jul 14
$118 total
Jul 13 - Jul 14
Total includes taxes and fees
7.4/10 Good! (1,012 reviews)
Nice hotel
"Would have been nice if the hotel offered early check in as we had to kill 8 hours in the heat before they allowed us to check in. The gym was an embarrassment - treadmill didn't work, random unmatching weights, the elliptical was broken. Training is very important to us and the main reason we booked ..."

Reviewed on Jul 7, 2025

The Capitol Hotel
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
2 out of 5
185 Ella Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $77 total per night from Jul 13 to Jul 14
$77 total
Jul 13 - Jul 14
Total includes taxes and fees
6.6/10 (1,493 reviews)
"The staff fabulous....room great, quiet AC...halls need cleaning and TLC...nees treadmill on fitness room"

Reviewed on Jul 5, 2025

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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.

Find the Best South Windsor Vacation Packages

South Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
24,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Broad Brook Opera House, Nomads Adventure Quest and Lutz Childrens Museum

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Frequently asked questions

How much does a South Windsor vacation package cost?
You'll find cheap prices from $306 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 looking to book a cheap South Windsor vacation package, consider visiting in December, January and February. You're likely to find lower rates on airfares and hotels during these months --- ideal for a budget-friendly getaway.
How many days is enough for South Windsor?
With around 2 days, you'll have plenty of time to visit popular neighborhoods such as Central Manchester and Manchester Center during your South Windsor vacation. Be sure to also add Promenade Shops at Evergreen Walk and Wood Memorial Library & Museum to your sightseeing list. Up for some more adventures? Consider exploring outside of South Windsor on day trips and tours.
Is it worth booking a vacation package to South Windsor?
Boasting a host of highlights starting with its excellent history, South Windsor is a good vacation destination. Whether you'd like to explore sights 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 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.
Does Expedia offer Book Now, Pay Later South Windsor vacation packages?
Your South Windsor getaway should be an escape from your daily routine, not a source of money worries. So to give you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.