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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.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $726, price is now $595 per person
$595
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Good proximity to airport

Reviewed on Sep 5, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,952, price is now $1,390 per person
$1,390
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.

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Price was $820, price is now $645 per person
$645
per person
Nov 25 - Nov 28
found 1 day 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 Rosedale Farms & Vineyards are located nearby.
Quaint Inn in a scienic location.

Reviewed on Aug 31, 2026

Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
Price was $930, price is now $739 per person
$739
per person
Oct 27 - Nov 2
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

Inn at Middletown

Inn at Middletown

3.5 out of 5
Price was $1,076, price is now $862 per person
$862
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.

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,137, price is now $919 per person
$919
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.
Clean, quiet, great restaurant and pub. Food was over the top delicious!

Reviewed on Sep 3, 2026

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was $984, price is now $814 per person
$814
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Glastonbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $729, price is now $603 per person
$603
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hawks Landing Country Club and Barnes Museum are located nearby.

Middletown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Simsbury Center
Price was $820, price is now $645 per person
$645
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,932, price is now $1,571 per person
$1,571
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hartford (BDL)
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $778, price is now $667 per person
$667
per person
Oct 26 - Oct 30
found 16 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $952, price is now $829 per person
$829
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $930, price is now $739 per person
$739
per person
Oct 27 - Nov 2
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 $1,952, price is now $1,390 per person
$1,390
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $1,144, price is now $856 per person
$856
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was $1,076, price is now $862 per person
$862
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.

Frontier Airlines
Fri, Oct 2 - Sun, Oct 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 11 hours ago
$110
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Orlando Intl. to Bradley Intl., returning Sun, Oct 4, priced at $110 found 11 hours ago
Frontier Airlines
Wed, Oct 14 - Fri, Oct 23
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 2 hours ago
$161
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Luis Munoz Marin Intl. to Bradley Intl., returning Fri, Oct 23, priced at $161 found 2 hours ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $168 found 4 days ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$185 Roundtrip, found 21 hours ago
$185
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $185 found 21 hours ago