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Ascutney Vacation Packages

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Ascutney Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Price was $752, price is now $685 per person
$685
per person
May 22 - May 25
found 8 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.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,448, price is now $1,143 per person
$1,143
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Springfield (VSF)
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,173, price is now $1,023 per person
$1,023
per person
Jun 12 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $3,111, price is now $2,730 per person
$2,730
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Springfield (VSF)
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.
The Vesper

The Vesper

3 out of 5
Price was $1,558, price is now $1,379 per person
$1,379
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) 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.
Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Price was $846, price is now $757 per person
$757
per person
May 22 - May 25
found 8 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.
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
Price was $1,383, price is now $1,243 per person
$1,243
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Springfield (VSF)
Stay at this inn in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Price was $1,067, price is now $966 per person
$966
per person
Jun 12 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Ascutney Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $846, price is now $757 per person
$757
per person
May 22 - May 25
found 8 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 $962, price is now $793 per person
$793
per person
May 22 - May 25
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,173, price is now $1,023 per person
$1,023
per person
Jun 12 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $1,067, price is now $966 per person
$966
per person
Jun 12 - Jun 15
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)

Ascutney Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,448, price is now $1,143 per person
$1,143
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Springfield (VSF)
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $3,111, price is now $2,730 per person
$2,730
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Springfield (VSF)
The Vesper

The Vesper

3 out of 5
Price was $1,558, price is now $1,379 per person
$1,379
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Springfield (VSF)
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
West Woodstock
Price was $1,383, price is now $1,243 per person
$1,243
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Roanoke (ROA) to Springfield (VSF)

Top Flight Deals

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

JetBlue Airways
Sat, Apr 25 - Sun, May 3
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$155 Roundtrip, found 10 hours ago
$155
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sat, Apr 25 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, May 3, priced at $155 found 10 hours ago
JetBlue Airways
Sat, Apr 25 - Thu, Apr 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$177 Roundtrip, found 7 hours ago
$177
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sat, Apr 25 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Apr 30, priced at $177 found 7 hours ago
Cape Air
Sat, Apr 25 - Thu, Apr 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$178 Roundtrip, found 7 hours ago
$178
Roundtrip
found 7 hours ago
Select Cape Air flight, departing Sat, Apr 25 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Apr 30, priced at $178 found 7 hours ago
Cape Air
Sat, May 30 - Thu, Jun 11
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 4 hours ago
$180
Roundtrip
found 4 hours ago
Select Cape Air flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Jun 11, priced at $180 found 4 hours ago