Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Inn on Storrs
Price was $361, price is now $313 per person
$313
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly motel in Willimantic. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Brook Mall and Windham Recreation Park are located nearby.
Graduate by Hilton Storrs
Price was $877, price is now $709 per person
$709
per person
Nov 23 - Nov 28
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Stay at this hotel in Storrs. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harry A. Gampel Pavilion and Ballard Institute and Museum of Puppetry are located nearby.
Inn at Middletown
Price was $1,032, price is now $845 per person
$845
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Mansfield House and Harbor Park are located nearby.
Great place to stay ,rooms facilities and surrounding are wonderful. The only downcheck was parking, around the corner and a block and behind the movie theater
Reviewed on Sep 10, 2026
Solano Inn
Price was $834, price is now $695 per person
$695
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
The Cromwell Inn
Price was $477, price is now $406 per person
$406
per person
Nov 13 - Nov 16
found 18 hours 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.
Old and terrible in need of upgrades. They had a washer and dryer but it was ripped apart and laundry detergent everywhere. The room had an odor and was just not nice. So old! Would not stay again.
Reviewed on Sep 11, 2026
Americas Best Value Inn Torrington CT
Price was $654, price is now $558 per person
$558
per person
Nov 23 - Nov 28
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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
Days Inn by Wyndham Torrington
Price was $653, price is now $559 per person
$559
per person
Nov 23 - Nov 28
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hotchkiss-Fyler House Museum and Warner Theater are located nearby.
The Capitol Hotel
Price was $494, price is now $431 per person
$431
per person
Nov 13 - Nov 16
found 18 hours 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.
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 4 days ago
$161
Roundtrip
found 4 days ago
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 18 hours ago
$170
Roundtrip
found 18 hours ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$181 Roundtrip, found 9 hours ago
$181
Roundtrip
found 9 hours ago
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