South Windsor Vacations from $302

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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.
Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden

3 out of 5
Save 100% on your flight
Price was $376, price is now $302 per person
$302
per person
Jan 10 - Jan 13
found 11 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
9/10 Wonderful! (881 reviews)
Very clean and nice room with a decently appointed kitchen. Great friendly staff. The gym wasn’t so good as there was a loud beeping noise in there both days I went but apart from that everything was great.

Reviewed on Nov 24, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,116, price is now $1,313 per person
$1,313
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
No reviews
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Save 100% on your flight
Price was $631, price is now $424 per person
$424
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to New Haven (HVN)
9/10 Wonderful! (1,874 reviews)
Nice hotel walking distance to everything you might need front desk staff was great as well

Reviewed on Dec 4, 2025

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Save 100% on your flight
Price was $597, price is now $404 per person
$404
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
The staff were very friendly. The room was clean. It’s pet friendly which is a plus for us.

Reviewed on Dec 1, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $753, price is now $526 per person
$526
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Nice throwback hotel. Room was spotless, much old school charm. Check in was a little bumpy, otherwise a good stay.

Reviewed on Nov 17, 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 acclaimed theater scene 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 acclaimed theater scene and great live music 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 acclaimed theater scene or attend a sporting event.

Nomads Adventure Quest

South Windsor Hotel Deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Dec 14 to Dec 15
$102 total
Dec 14 - Dec 15
Total with taxes and fees
7.4/10 Good! (1,092 reviews)
Ok

Reviewed on Nov 29, 2025

The Capitol Hotel
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
Fully refundable
$83 nightly
The price is $95 total per night from Dec 22 to Dec 23
$95 total
Dec 22 - Dec 23
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
The room was immaculate. Very cozy and comfortable. The mattress was ok but I’m picky about what I sleep on. It could’ve been a little more structured, it seemed kind of old and uneven.

Reviewed on Dec 2, 2025

Candlewood Suites Windsor Locks Bradley Arpt by IHG
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $109 total per night from Dec 20 to Dec 21
$109 total
Dec 20 - Dec 21
Total with taxes and fees
9/10 Wonderful! (1,073 reviews)
Please ensure you don’t put people in rooms that are damaged or paint coming off of ceiling. Also internet for direct tv was shaky at best, could not enjoy the tv as much

Reviewed on Dec 1, 2025

Hampton Inn & Suites Hartford/East Hartford
See all 685 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 $302 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.