Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Motel 6 Windsor Locks, CT - Hartford
Price was $673, price is now $546 per person
$546
per person
Nov 20 - Nov 28
found 1 hour 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.
Landing in Downtown Hartford Near Dunkin' Park
Save 100% on your flight
Price was $1,127, price is now $839 per person
$839
per person
Nov 20 - Nov 28
found 1 hour 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
Holiday Inn Express Vernon - Manchester by IHG
Price was $874, price is now $681 per person
$681
per person
Nov 20 - Nov 28
found 1 hour 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.
Avon Old Farms Hotel
Save 100% on your flight
Price was $1,496, price is now $1,168 per person
$1,168
per person
Nov 20 - Nov 28
found 1 hour ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this family-friendly hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Farmington River and Sperry Park are located nearby.
Clean, quiet, great restaurant and pub. Food was over the top delicious!
Reviewed on Sep 3, 2026
Candlewood Suites Windsor Locks Bradley Arpt by IHG
Price was $734, price is now $589 per person
$589
per person
Nov 20 - Nov 28
found 1 hour 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 proximity to airport
Reviewed on Sep 5, 2026
Simsbury 1820 House
Price was $1,382, price is now $1,115 per person
$1,115
per person
Nov 20 - Nov 28
found 1 hour 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.
Quaint Inn in a scienic location.
Reviewed on Aug 31, 2026
The Capitol Hotel
Price was $786, price is now $636 per person
$636
per person
Nov 20 - Nov 28
found 1 hour 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.
Moderately priced room in downtown Hartford. The room was clean and comfortable. There was no hotel courtesy parking. Lot in rear was $18.00 per night. The hotel also required a $100.00 deposit upon check in. Hopefully not charged to my cc as the room was left as we found it upon check out.
Reviewed on Sep 4, 2026
Delamar West Hartford
Price was $1,932, price is now $1,571 per person
$1,571
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 The Meadows Music Theatre are located nearby.
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.
Fri, Oct 2 - Sun, Oct 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 17 hours ago
$110
Roundtrip
found 17 hours ago
Wed, Oct 14 - Fri, Oct 23
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 8 hours ago
$161
Roundtrip
found 8 hours ago
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
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