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East Windsor Vacation Packages

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A vintage train station with a red train, a caboose, and a small shelter.

East Windsor
Connecticut
United States of America
North America
Hotwire.com

East Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Sleep Inn & Suites Niantic North

2.5 out of 5

Price was $388, price is now $342 per person

$342

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Hartford (BDL)

Book a stay at this business-friendly hotel in Niantic. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Flanders Plaza Shopping Center and White Gate Farm are located nearby.

Delamar West Hartford

4 out of 5

Save 100% on your flight

Price was $1,345, price is now $962 per person

$962

per person

Dec 24 - Dec 27

found 11 hours ago

Roundtrip flight included

San Juan (SJU) to Hartford (BDL)

Book a stay at this spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Blue Back Square are located nearby.

The staff was amazing. Super helpful and kind. The room was one of the most beautiful and elegant places we’ve stayed at and the hotel amenities, and restaurant was just something I’ll never forget. Thank you for this experience!

Reviewed on Oct 5, 2026

Simsbury 1820 House

4 out of 5

Price was $827, price is now $637 per person

$637

per person

Dec 24 - Dec 27

found 11 hours ago

Roundtrip flight included

San Juan (SJU) to Hartford (BDL)

Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Performing Arts Center at Simsbury Meadows and Rosedale Farms & Vineyards are located nearby.

Lovely comfortable place!!

Reviewed on Oct 6, 2026

Solano Inn

2.5 out of 5

Price was $493, price is now $406 per person

$406

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Hartford (BDL)

Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Arrigoni Winery and Chris Cote's Toptracer Golf Range and Performance Center are located nearby.

Two Trees Inn

2.5 out of 5

Price was $583, price is now $489 per person

$489

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Hartford (BDL)

Book a stay at this business-friendly hotel in Mashantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and Great Wolf Lodge Water Park are located nearby.

We totally enjoyed our stay, but wish there was food during the day, before the evening. It was a long way to go to find any kind of lunch from there! But the place is wonderful.

Reviewed on Oct 8, 2026

Holiday Inn Cheshire - Southington by IHG

3 out of 5

Price was $405, price is now $354 per person

$354

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Hartford (BDL)

Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.

Hotel staff was so accommodating and the whole place was very clean and well kept. Will def return again.

Reviewed on Oct 8, 2026

Great Wolf Lodge Mashantucket

2 out of 5

Price was $822, price is now $721 per person

$721

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Hartford (BDL)

Book a stay at this family-friendly hotel in Mashantucket. Enjoy free WiFi, 4 indoor pools, and 3 restaurants. Popular attractions Foxwoods Resort Casino and Rainmaker Casino are located nearby.

Had a great time with my family here. Everything was clean and organized!

Reviewed on Oct 4, 2026

The Litchfield Inn

4 out of 5

Price was $907, price is now $801 per person

$801

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Hartford (BDL)

Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions White Memorial Conservation Center and Topsmead State Forest are located nearby.

The staff was fantastic. Friendly and Informative. Property was very clean. It was nice having the gym and the breakfast

Reviewed on Oct 3, 2026

East Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.

Solano Inn

2.5 out of 5

Price was $493, price is now $406 per person

$406

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Hartford (BDL)