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Springfield Vacation Packages

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Springfield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts

4 out of 5
Price was $848, price is now $768 per person
$768
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $997, price is now $827 per person
$827
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center are located nearby.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Price was $1,055, price is now $893 per person
$893
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.
The Vesper

The Vesper

3 out of 5
Price was $1,014, price is now $888 per person
$888
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.
Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Price was $1,314, price is now $1,159 per person
$1,159
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this vacation home in Ludlow. Enjoy free parking, laundry facilities, and cable TV channels. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,130, price is now $998 per person
$998
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Stay at this B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bonnie's Bundles Dolls and DaVallia Art & Accents are located nearby.
Windham Hill Inn

Windham Hill Inn

4 out of 5
Price was $1,138, price is now $1,018 per person
$1,018
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Stay at this B&B in West Townshend. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hot Glass Works and Ball Mountain State Park are located nearby.
Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Price was $976, price is now $876 per person
$876
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

Springfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $869, price is now $769 per person
$769
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $976, price is now $823 per person
$823
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
The Vesper

The Vesper

3 out of 5
Price was $1,014, price is now $888 per person
$888
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Clock Tower Base Area
Price was $1,314, price is now $1,159 per person
$1,159
per person
Jul 18 - Jul 22
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)

Springfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $997, price is now $827 per person
$827
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $1,055, price is now $893 per person
$893
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,130, price is now $998 per person
$998
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Windham Hill Inn

Windham Hill Inn

4 out of 5
Price was $1,138, price is now $1,018 per person
$1,018
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)

Top Flight Deals

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

United
Sat, Sep 26 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$509 Roundtrip, found 6 hours ago
$509
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Sep 26 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $509 found 6 hours ago
JetBlue Airways
Tue, Sep 22 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$512 Roundtrip, found 6 hours ago
$512
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Sep 22 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $512 found 6 hours ago
United
Mon, Sep 21 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$514 Roundtrip, found 6 hours ago
$514
Roundtrip
found 6 hours ago
Select United flight, departing Mon, Sep 21 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $514 found 6 hours ago
American Airlines
Thu, Sep 24 - Mon, Sep 28
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$917 Roundtrip, found 6 hours ago
$917
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Sep 24 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Mon, Sep 28, priced at $917 found 6 hours ago