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Middletown Vacation Packages

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Middletown Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Cromwell Inn

The Cromwell Inn

2.5 out of 5
Price was $676, price is now $543 per person
$543
per person
Nov 6 - Nov 12
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Checkered Flag Raceway are located nearby.
The tvs were from 1980 and the size of a shoebox. The cable was Probly the first cable that was ever inverted. Went to take a shower in the morning only to find out there was no soap or shampoo. The breakfast in the morning don’t expect an extravagant meal think the kids at high school get better food than what they were serving. I guess for the price you get what you pay for but don’t advertise free breakfast. Over all it’s in a safe place. Good luck and safe travels!!

Reviewed on Aug 31, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,963, price is now $1,423 per person
$1,423
per person
Nov 6 - Nov 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.

Inn at Middletown

Inn at Middletown

3.5 out of 5
Price was $1,088, price is now $847 per person
$847
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Price was $1,526, price is now $1,190 per person
$1,190
per person
Nov 11 - Nov 19
found 5 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.
It would be an a very useful extra convenience to have bath robes but otherwise, an excellent place with great access to campus.

Reviewed on Sep 2, 2026

Grantmoore Motor Lodge

Grantmoore Motor Lodge

2 out of 5
Save 100% on your flight
Price was $13,972, price is now $10,945 per person
$10,945
per person
Nov 11 - Nov 19
found 5 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 New Britain Stadium and Dinosaur State Park are located nearby.
No es lo q ofrecen no lo recomiendo

Reviewed on Jun 14, 2026

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Price was $816, price is now $641 per person
$641
per person
Nov 25 - Nov 28
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) 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 Stratton Brook State Park are located nearby.
Quaint Inn in a scienic location.

Reviewed on Aug 31, 2026

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,097, price is now $879 per person
$879
per person
Oct 11 - Oct 16
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.

Sunny Peace Homestay

Sunny Peace Homestay

3 out of 5
Price was $1,276, price is now $1,024 per person
$1,024
per person
Nov 11 - Nov 19
found 5 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Stay at this B&B in Harwinton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Harwinton Conservation and Recreation Area and Connecticut Valley Winery are located nearby.
👍

Reviewed on Sep 1, 2026

Middletown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Inn on Storrs

Inn on Storrs

3.5 out of 5
Price was $640, price is now $530 per person
$530
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,904, price is now $1,488 per person
$1,488
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Simsbury Center
Price was $816, price is now $641 per person
$641
per person
Nov 25 - Nov 28
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Price was $975, price is now $808 per person
$808
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)

Middletown Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
Downtown Hartford
Price was $862, price is now $684 per person
$684
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,963, price is now $1,423 per person
$1,423
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was $1,088, price is now $847 per person
$847
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,097, price is now $879 per person
$879
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Oct 9 - Mon, Oct 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 6 hours ago
$141
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Oct 9 from Orlando Intl. to Bradley Intl., returning Mon, Oct 12, priced at $141 found 6 hours ago
Breeze Airways
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $148 found 2 days ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$184 Roundtrip, just found
$184
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $184 just found
Frontier Airlines
Fri, Oct 9 - Fri, Oct 16
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Oct 9 from Luis Munoz Marin Intl. to Bradley Intl., returning Fri, Oct 16, priced at $186 found 1 day ago