Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Torrington CT
Price was $325, price is now $264 per person
$264
per person
Oct 16 - Oct 19
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this business-friendly hotel in Torrington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sunnybrook State Park and Hotchkiss-Fyler House Museum are located nearby.
More than anything, everything was clean. Everything was in working order, and the host was pleasant and seen tidying up around the property. There were many accommodations right around me. I had the best fish and chips ever at the big Y across the street.
Reviewed on Sep 9, 2026
The Cromwell Inn
Price was $390, price is now $303 per person
$303
per person
Dec 3 - Dec 7
found 23 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Price was $1,462, price is now $1,141 per person
$1,141
per person
Nov 11 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Landing in Downtown Hartford Near Dunkin' Park
Price was $534, price is now $421 per person
$421
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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
Delamar West Hartford
Save 100% on your flight
Price was $1,178, price is now $930 per person
$930
per person
Oct 16 - Oct 19
found 8 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Two Trees Inn
Price was $1,103, price is now $875 per person
$875
per person
Nov 11 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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 Grand Theater at Foxwoods Resort Casino are located nearby.
Rugs on third floor needs to be replaced. Very smelly. Rooms are excellent.
Reviewed on Sep 11, 2026
Sleep Inn & Suites Niantic North
Price was $880, price is now $706 per person
$706
per person
Nov 11 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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.
Avon Old Farms Hotel
Price was $620, price is now $506 per person
$506
per person
Nov 18 - Nov 21
found 11 hours ago
Roundtrip flight included
Orlando (MCO) 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.
The gentlemen at the desk didn’t really care to be bothered with answering questions about the hotel but other than that it was a flawless and enjoyable stay. The room was beautiful, bed comfortable, toiletries were pleasant to use and the breakfast was good. 10/10 recommend
Reviewed on Sep 10, 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.
Fri, Dec 4 - Sat, Dec 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Wed, Oct 14 - Fri, Oct 23
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 17 hours ago
$170
Roundtrip
found 17 hours ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 3 days ago
$179
Roundtrip
found 3 days ago
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