South Windsor Vacations from $807
Book a Hotel + Flight or Car together to unlock savings
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.
Landing Apartments New Haven Near Dixwell
Newhallville
$961
per person
Nov 26 - Dec 1
just found
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Hyatus Luxury Residences City Crossing
The Hill
$1,133
per person
Dec 22 - Dec 28
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
Fast and effective check-in, great amenities in the building. Kitchen well furnished.
Overall great experience.
Reviewed on Oct 11, 2026
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View all tripsStay near popular South Windsor attractions
Shoppes at Buckland Hills
8.6/10 (72 reviews)
The Shoppes at Buckland Hills offers 100+ retailers across two levels in Manchester, Connecticut. Browse department stores and specialty shops, then enjoy various dining options from quick bites to full-service restaurants.
Promenade Shops at Evergreen Walk
9.4/10 (28 reviews)
Styled after a New England village, this open-air shopping destination offers 65+ retailers and diverse dining options. Relax by cascading fountains or cozy fire pits while enjoying the pedestrian-friendly atmosphere.
Wood Memorial Library & Museum
9.6/10 (5 reviews)
This historic library houses remarkable Native American artifacts and antique furniture in an intimate setting. Visit during the annual Gingerbread House Festival when over 10,000 people explore the festive displays.
South Windsor Hotel Deals
Cambria Hotel Manchester South Windsor
1000 Long Leaf Lane South Windsor CT
Fully refundable
$144 nightly
$165 total
Nov 19 - Nov 20
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Amazing place to stay"
Reviewed on Oct 19, 2026
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$90 nightly
$104 total
Nov 19 - Nov 20
Total with taxes and fees
7.2/10 Good! (1,595 reviews)
"PAY FOR PARKING even though it says parking included. Rooms were dirty with some water damage to ceilings and some dark stains. There were gnats or fruit flies in the rooms. You could hear the flushing from other rooms and the railroad is right next to the hotel so you can hear it pretty clearly. ..."
Reviewed on Oct 19, 2026
Inn on Storrs
123 Storrs Road Willimantic CT
Fully refundableReserve now, pay when you stay
$144 nightly
$166 total
Nov 19 - Nov 20
Total with taxes and fees
8/10 Very Good! (1,008 reviews)
"The door keys do not always work. Required help from the staff. Need a luggage cart. Some rooms are very far from the parking lot and closest doors. Very good accessibility with indoor ramp as well front door ramp. Glad there was an indoor pool."
Reviewed on Oct 19, 2026
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 $807 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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- Nomads Adventure Quest
- Connecticut Valley School of Woodworking
- Windsor Vacations
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- Visit Connecticut
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- Visit Hartford
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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.