Search Deals onMiddletown Vacation Packages
Middletown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Sleep Inn & Suites Niantic North
Price was $880, price is now $706 per person
$706
per person
Nov 11 - Nov 19
found 3 hours 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.

Landing in Downtown Hartford Near Dunkin' Park
Price was $1,188, price is now $896 per person
$896
per person
Nov 21 - Nov 29
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

Avon Old Farms Hotel
Save 100% on your flight
Price was $1,623, price is now $1,253 per person
$1,253
per person
Nov 21 - Nov 29
found 1 day 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

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 3 hours 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.
Really shocked by the positive score! My stay was quite unpleasant. I believe in leaving accurate feedback consistently, whether positive or negative and unfortunately this experience falls in the latter camp. Bathroom was not clean, entire facility needs a good cleaning and remodel big time. Air unit in the room was obnoxiously noisy, no housekeeping during my stay. Staff wasn’t particularly friendly and much of the other guest clientele seemed a bit sketch. Would highly recommend looking elsewhere if you’re in the area!
Reviewed on Sep 9, 2026

Holiday Inn Express Vernon - Manchester by IHG
Price was $952, price is now $746 per person
$746
per person
Nov 21 - Nov 29
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.

Two Trees Inn
Price was $1,103, price is now $875 per person
$875
per person
Nov 11 - Nov 19
found 3 hours 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.
Clean room and friendly staff. Bonus was they had a continental breakfast. It was very popular with the guest the busiest one I’ve been to. But ran smoothly and efficiently.
Reviewed on Sep 9, 2026

Grantmoore Motor Lodge
Save 100% on your flight
Price was $13,409, price is now $10,698 per person
$10,698
per person
Nov 10 - Nov 18
found 3 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Stay at this motel in Newington. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Iwo Jima Survivors Memorial Park and New Britain Stadium are located nearby.
No es lo q ofrecen no lo recomiendo
Reviewed on Jun 14, 2026

Graduate by Hilton Storrs
Price was $1,652, price is now $1,323 per person
$1,323
per person
Nov 5 - Nov 9
found 16 hours ago
Roundtrip 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.
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.

Thu, Dec 3 - 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 2 days ago
$161
Roundtrip
found 2 days ago

Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 3 hours ago
$170
Roundtrip
found 3 hours ago

Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
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