Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Vernon
Price was $653, price is now $556 per person
$556
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this family-friendly apartment in Vernon. Enjoy free parking, a fitness center, and a fireplace in the lobby. Popular attractions Arts Center East and Shoppes at Buckland Hills are located nearby.
Our stay was very good. Way better than staying at a hotel. Would definitely do it again.
Reviewed on Aug 9, 2026
Delamar West Hartford
Save 100% on your flight
Price was $1,753, price is now $1,254 per person
$1,254
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Second time staying at the Delmar and it was fantastic.
Reviewed on Aug 26, 2026
Belden House & Mews
Save 100% on your flight
Price was $1,892, price is now $1,526 per person
$1,526
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this luxury hotel in Litchfield. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Litchfield Town Green and Big Cathedral Trail are located nearby.
Landing Apartments West Windsor
Price was $732, price is now $610 per person
$610
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this golf apartment in Windsor. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Northwest Park and Wintonbury Hills Golf Course are located nearby.
Two Trees Inn
Price was $669, price is now $565 per person
$565
per person
Oct 10 - Oct 12
found 11 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Living room was poorly arranged and small. Bathroom towel rods falling off their racks because they were too short for their frames. Used towel from previous guest was hanging behind the bathroom door and masking tape still on the baseboard behind that same door. Hotel was no longer affiliated with casino so shuttle service was haphazardly scheduled and unreliable.
Reviewed on Aug 28, 2026
Trumbull Apartments
Price was $706, price is now $601 per person
$601
per person
Nov 6 - Nov 9
found 12 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Stay at this apartment in Hartford. Enjoy laundry facilities, Netflix, and climate control. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.
Avon Old Farms Hotel
Price was $944, price is now $814 per person
$814
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Good
Reviewed on Aug 24, 2026
Landing in Downtown Hartford Near Dunkin' Park
Price was $898, price is now $780 per person
$780
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
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.
Mon, Nov 2 - Mon, Nov 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Wed, Sep 30 - Wed, Oct 7
TPA
Tampa Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 15 hours ago
$179
Roundtrip
found 15 hours ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Mon, Oct 5 - Mon, Oct 12
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$213 Roundtrip, found 13 hours ago
$213
Roundtrip
found 13 hours ago
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