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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.
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Price was $863, price is now $761 per person
$761
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Save 100% on your flight
Price was $2,406, price is now $1,888 per person
$1,888
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $1,062, price is now $853 per person
$853
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,123, price is now $937 per person
$937
per person
Dec 26 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Stay at this 3-star 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.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $1,008, price is now $847 per person
$847
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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

Jackson Gore Village

3 out of 5
Price was $2,257, price is now $1,963 per person
$1,963
per person
Dec 26 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.
The Vesper

The Vesper

3 out of 5
Price was $1,024, price is now $900 per person
$900
per person
Dec 26 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Stay at this 3-star 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.
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 out of 5
Price was $1,160, price is now $1,039 per person
$1,039
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby.

Ascutney Vacation Packages 3-4 Night Stays

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

The Vesper

3 out of 5
Price was $1,024, price is now $900 per person
$900
per person
Dec 26 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,123, price is now $937 per person
$937
per person
Dec 26 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $2,257, price is now $1,963 per person
$1,963
per person
Dec 26 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Stay At Jimmy's

Stay At Jimmy's

3 out of 5
Price was $1,159, price is now $1,078 per person
$1,078
per person
Dec 26 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)

Ascutney Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $932, price is now $816 per person
$816
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Save 100% on your flight
Price was $2,406, price is now $1,888 per person
$1,888
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $1,062, price is now $853 per person
$853
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $1,008, price is now $847 per person
$847
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)

Top Flight Deals

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

JetBlue Airways
Sun, Dec 7 - Wed, Dec 10
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$289 Roundtrip, found 20 hours ago
$289
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Sun, Dec 7 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Wed, Dec 10, priced at $289 found 20 hours ago
JetBlue Airways
Sun, Dec 7 - Wed, Dec 10
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$294 Roundtrip, found 20 hours ago
$294
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Sun, Dec 7 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Wed, Dec 10, priced at $294 found 20 hours ago
American Airlines
Thu, Dec 4 - Mon, Dec 8
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$309 Roundtrip, found 6 days ago
$309
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Dec 4 from LaGuardia to Rutland Southern Vermont Regional, returning Mon, Dec 8, priced at $309 found 6 days ago
United
Sun, Dec 7 - Mon, Dec 8
EWR
Newark Liberty Intl. Airport
RUT
Rutland Southern Vermont Regional
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select United flight, departing Sun, Dec 7 from Newark Liberty Intl. Airport to Rutland Southern Vermont Regional, returning Mon, Dec 8, priced at $344 found 1 day ago