Search Deals on
West Simsbury Vacation Packages

Build your package with 2 more options

West Simsbury Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Save 100% on your flight
Price was $555, price is now $367 per person
$367
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,244, price is now $1,413 per person
$1,413
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Glenwood Park and Beardsley Zoo are located nearby.
The Blake Hotel

The Blake Hotel

4 out of 5
Price was $937, price is now $695 per person
$695
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Clarion Inn

Clarion Inn

3 out of 5
Price was $595, price is now $445 per person
$445
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quinnipiac River State Park and Wharton Brook State Park are located nearby.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Save 100% on your flight
Price was $850, price is now $636 per person
$636
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
Price was $1,037, price is now $779 per person
$779
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
Price was $830, price is now $627 per person
$627
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was $615, price is now $484 per person
$484
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.

West Simsbury Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $531, price is now $411 per person
$411
per person
Jan 31 - Feb 4
found 23 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,244, price is now $1,413 per person
$1,413
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $625, price is now $490 per person
$490
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Clarion Inn

Clarion Inn

3 out of 5
Price was $567, price is now $457 per person
$457
per person
Jan 31 - Feb 4
found 23 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)

West Simsbury Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Save 100% on your flight
Price was $555, price is now $367 per person
$367
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Springhill Suites by Marriott Mystic Waterford

Springhill Suites by Marriott Mystic Waterford

3 out of 5
Save 100% on your flight
Price was $670, price is now $483 per person
$483
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
The Blake Hotel

The Blake Hotel

4 out of 5
Downtown New Haven
Price was $937, price is now $695 per person
$695
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Clarion Inn

Clarion Inn

3 out of 5
Price was $595, price is now $445 per person
$445
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Top Flight Deals

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

Frontier Airlines
Thu, Jan 29 - Sun, Feb 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Orlando Intl. to Bradley Intl., returning Sun, Feb 8, priced at $68 found 5 days ago
Frontier Airlines
Fri, Dec 12 - Sun, Dec 14
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$118 Roundtrip, found 5 days ago
$118
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, Dec 14, priced at $118 found 5 days ago
Frontier Airlines
Thu, Dec 4 - Mon, Dec 8
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$121 Roundtrip, found 6 days ago
$121
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Charlotte-Douglas Intl. to Bradley Intl., returning Mon, Dec 8, priced at $121 found 6 days ago
Frontier Airlines
Thu, Feb 5 - Sun, Feb 8
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 4 days ago
$134
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Feb 5 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sun, Feb 8, priced at $134 found 4 days ago