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Simsbury Vacation Packages

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Simsbury Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $669, price is now $549 per person
$549
per person
Nov 13 - Nov 15
just found
Roundtrip flight included
San Juan (SJU) 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.

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,169, price is now $871 per person
$871
per person
Nov 25 - Nov 30
found 8 hours 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.

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Price was $1,100, price is now $853 per person
$853
per person
Nov 25 - Nov 29
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.

Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $1,149, price is now $910 per person
$910
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk 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

Simsbury Inn

Simsbury Inn

3.5 out of 5
Price was $1,311, price is now $1,136 per person
$1,136
per person
Nov 25 - Nov 30
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Weatogue. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosedale Farms & Vineyards and Stratton Brook State Park are located nearby.
Very nice hotel for a few days stay near where I grew up. The walking trail and flower bridge were great finds.

Reviewed on Sep 17, 2026

The Goodwin Hotel

The Goodwin Hotel

3.5 out of 5
Price was $1,190, price is now $1,049 per person
$1,049
per person
Nov 25 - Nov 30
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Stay at this hotel in Hartford. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.
Always a nice place to stay close to Trinity College to watch football games.

Reviewed on Sep 21, 2026

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
Price was $1,149, price is now $1,015 per person
$1,015
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 Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hill-Stead Museum and Batterson Park Pond are located nearby.

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $668, price is now $598 per person
$598
per person
Nov 25 - Nov 29
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.
Great place for the Big E

Reviewed on Sep 21, 2026

Simsbury Vacation Packages 3-4 Night Stays

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 $668, price is now $598 per person
$598
per person
Nov 25 - Nov 29
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 $1,100, price is now $853 per person
$853
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,031, price is now $880 per person
$880
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
Price was $877, price is now $778 per person
$778
per person
Oct 22 - Oct 26
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)

Simsbury Vacation Packages 5-7 Night Stays

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

The Cromwell Inn

2.5 out of 5
Price was $708, price is now $605 per person
$605
per person
Oct 27 - Nov 2
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 $1,169, price is now $871 per person
$871
per person
Nov 25 - Nov 30
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $1,149, price is now $910 per person
$910
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
Downtown Hartford
Price was $944, price is now $772 per person
$772
per person
Oct 27 - Nov 2
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
Thu, Nov 12 - Mon, Nov 16
MCO
Orlando Intl.
BDL
Bradley Intl.
$155 Roundtrip, found 4 hours ago
$155
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Orlando Intl. to Bradley Intl., returning Mon, Nov 16, priced at $155 found 4 hours ago
American Airlines
Wed, Oct 21 - Wed, Oct 28
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 21 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Oct 28, priced at $180 found 2 days ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$183 Roundtrip, found 5 hours ago
$183
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $183 found 5 hours ago
Breeze Airways
Fri, Jan 29 - Mon, Feb 1
TPA
Tampa Intl.
BDL
Bradley Intl.
$200 Roundtrip, found 12 hours ago
$200
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, Jan 29 from Tampa Intl. to Bradley Intl., returning Mon, Feb 1, priced at $200 found 12 hours ago