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Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $399, price is now $296 per person
$296
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $2,188, price is now $1,724 per person
$1,724
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Richmond (RIC) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
Price was $864, price is now $689 per person
$689
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
Price was $663, price is now $543 per person
$543
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a snack bar/deli are also on offer.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,723, price is now $1,426 per person
$1,426
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Richmond (RIC) to New Haven (HVN)
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.

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
$152 nightly
The price is $175 total per night
$175 total
Apr 19 - Apr 20
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
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$108 nightly
The price is $124 total per night
$124 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$189 nightly
The price is $214 total per night
$214 total
Apr 12 - Apr 13
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
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
$113 nightly
The price is $130 total per night
$130 total
Apr 12 - Apr 13
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
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $110 total per night
$110 total
Apr 8 - Apr 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
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $129 total per night
$129 total
Apr 30 - May 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a lobby fireplace, and express check-in are also on offer.
Pool
Breakfast included
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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.

Popular places to visit

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 acclaimed theater scene and great live music in this family-friendly area.

Promenade Shops at Evergreen Walk

Nomads Adventure Quest

5/5(8 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

Frequently asked questions

How much are vacation packages to South Windsor?
With vacation packages available from as low as $296, 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

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Connecticut River
Golf Course River

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