South Windsor Vacations from $764
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
$764
per person
Nov 13 - Nov 15
found 1 day ago
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
Head of Pond House
$897
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
10/10 Exceptional! (13 reviews)
Amazing hidden B&B gem in Watermill NY! Fantastic property. Beautiful home and property! Will definitely be back!
Reviewed on Aug 23, 2026
New Haven Hotel
Downtown New Haven
$791
per person
Oct 22 - Oct 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (2,292 reviews)
It was our second stay here. Good size room, very comfortable and clean, in a good location and with helpful staff.
Reviewed on Sep 4, 2026
Hyatus Luxury Residences City Crossing
The Hill
$1,074
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on Aug 10, 2026
Don't see what you're looking for?
See all available trips from Columbus to South Windsor
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
$161 nightly
$185 total
Sep 13 - Sep 14
Total with taxes and fees
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$101 nightly
$116 total
Sep 10 - Sep 11
Total with taxes and fees
MGM Springfield
One MGM Way Springfield MA
$179 nightly
$203 total
Sep 14 - Sep 15
Total with taxes and fees
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 |
More vacations you might like
Frequently asked questions
How much does a South Windsor vacation package cost?
You'll find cheap prices from $764 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.
Explore a world of travel with Expedia
- Flights from San Diego (SAN) to Hartford (BDL)
- Flights from Jacksonville (JAX) to Hartford (BDL)
- Flights from Columbus (CMH) to Hartford (BDL)
- Flights from Las Vegas (LAS) to Hartford (BDL)
- Flights from Los Angeles (LAX) to Hartford (BDL)
- Flights from Richmond (RIC) to Hartford (BDL)
- Flights from Dallas (DFW) to Hartford (BDL)
- Flights from Atlanta (ATL) to Hartford (BDL)
- Flights from Baltimore (BWI) to Hartford (BDL)
- Flights from Myrtle Beach (MYR) to Hartford (BDL)
- Flights from San Juan (SJU) to Hartford (BDL)
- Flights from Greenville (GSP) to Hartford (BDL)
- Flights from Boston (BOS) to Hartford (BDL)
- Flights from Chicago (ORD) to Hartford (BDL)
- Flights from Austin (AUS) to Hartford (BDL)
- Flights from West Palm Beach (PBI) to Hartford (BDL)
- Flights from San Francisco (SFO) to Hartford (BDL)
- Flights from Orlando (MCO) to Hartford (BDL)
- Flights from Charlotte (CLT) to Hartford (BDL)
- Flights from Fort Lauderdale (FLL) to Hartford (BDL)
- Flights from Salt Lake City (SLC) to Hartford (BDL)
- Flights from Hartford
- Flights from Pittsburgh (PIT) to Hartford (BDL)
- Flights from New York (JFK) to Hartford (BDL)
- Flights from Houston (IAH) to Hartford (BDL)
- Flights from Raleigh (RDU) to Hartford (BDL)
- Flights from Miami (MIA) to Hartford (BDL)
- Flights from Bradley Intl.
- Flights from Cleveland (CLE) to Hartford (BDL)
- Flights from Washington (DCA) to Hartford (BDL)
- Flights from Philadelphia (PHL) to Hartford (BDL)
- Flights from Cincinnati (CVG) to Hartford (BDL)
- Flights from Charleston (CHS) to Hartford (BDL)
- Flights from Fort Myers (RSW) to Hartford (BDL)
- Flights to Bradley Intl.
- Flights from Nashville (BNA) to Hartford (BDL)
- Flights from Indianapolis (IND) to Hartford (BDL)
- Flights from Detroit (DTW) to Hartford (BDL)
- Flights to Connecticut
- Flights from Denver (DEN) to Hartford (BDL)
- Flights from Montego Bay (MBJ) to Hartford (BDL)
- Flights to Hartford
- Flights from Tampa (TPA) to Hartford (BDL)
- Flights from Portland (PDX) to Hartford (BDL)
- Flights from Seattle (SEA) to Hartford (BDL)
- Flights from Hartford - Brainard
- Flights from Phoenix (PHX) to Hartford (BDL)
- Flights from Buffalo (BUF) to Hartford (BDL)
- Flights from Minneapolis (MSP) to Hartford (BDL)
- Flights from St. Louis (STL) to Hartford (BDL)
- Nomads Adventure Quest
- Connecticut Valley School of Woodworking
- Windsor Vacations
- Connecticut Trolley Museum
- Cabela's
- Vernon Vacations
- Riverside Park
- Wickham Park
- Mortensen Riverfront Plaza
- Windsor Locks Vacations
- Rentschler Field
- Foxwoods Resort Casino
- Broad Brook Opera House
- Visit Connecticut
- Cheney Homestead Museum
- Bushnell Center for the Performing Arts
- Pratt and Whitney Headquarters
- Wadsworth Atheneum Museum of Art
- Lutz Children's Museum
- Mark Twain House & Museum
- Promenade Shops at Evergreen Walk
- Elizabeth Park
- Visit Hartford
- Wintonbury Hills Playground
- Bushnell Park
- Scantic Academy-East Windsor Historical Society Museum
- Hartford Vacations
- Blue Hills Vacations
- East Hartford Vacations
- Connecticut Science Center
- Manchester Vacations
- Hugenot House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.