Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Motel 6 Enfield, CT - Hartford
Price was $631, price is now $504 per person
$504
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Stay at this motel in Enfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags New England and Enfield Square are located nearby.
I was stuck in bathroom for about 45 min door wld not open
Reviewed on Sep 14, 2026
Landing in Downtown Hartford Near Dunkin' Park
Price was $1,119, price is now $830 per person
$830
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly apartment in Hartford. Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.
It says parking is included but I had to pay for parking every day. Front desk couldn’t fix it, the people she called didn’t fix it. Missed a work meeting because of the whole ordeal. Just the night is $24.
Reviewed on May 3, 2026
The Cromwell Inn
Price was $776, price is now $590 per person
$590
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Cromwell Commons Shopping Center and Putter's Paradise Mini Golf are located nearby.
Candlewood Suites Windsor Locks Bradley Arpt by IHG
Price was $748, price is now $573 per person
$573
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Good
Reviewed on Sep 13, 2026
Holiday Inn Express Vernon - Manchester by IHG
Price was $890, price is now $684 per person
$684
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Vernon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Cinemark Buckland Hills 18 are located nearby.
The room was clean but the carpets made the room smell dirty.
Reviewed on Sep 12, 2026
Holiday Inn Express Southington by IHG
Price was $750, price is now $595 per person
$595
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Very clean hotel.
Reviewed on Sep 14, 2026
The Capitol Hotel
Price was $796, price is now $640 per person
$640
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.
Motel 6 Windsor Locks, CT - Hartford
Price was $683, price is now $551 per person
$551
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Stay at this motel in Windsor Locks. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Great
Reviewed on Sep 14, 2026
Middletown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Middletown Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Dec 5 - Sat, Dec 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$84 Roundtrip, found 2 days ago
$84
Roundtrip
found 2 days ago
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 16 hours ago
$187
Roundtrip
found 16 hours ago
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
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