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Wallingford Vacation Packages

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Wallingford Flight + Hotel Packages

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

Greenbrier Inn

2 out of 5
Price was $933, price is now $778 per person
$778
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Killington Resort and Gifford Woods State Park are located nearby.
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.

Reviewed on Aug 3, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,393, price is now $1,153 per person
$1,153
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
We completely. Enjoyed every second of this property We are now looking for. Homes. Near by! We. Would have rented this areas. /Condo. Of. At at. Possible. For. A. Few. Years etc; if there was an option, as well. As. Air. Conditioning on the lower level. A bit humid. But wonderful, beautiful home/condo, would. Go. Back any time. Currently looking for a home. On the area... It. Was. Beautiful. We are heading back on October. Hopefully that is an option while we look for a. New home. In the area. .but maybe the one adjacent that has full air conditioning. God bless

Reviewed on Aug 3, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,388, price is now $1,151 per person
$1,151
per person
Sep 28 - Oct 4
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Great view and clean.

Reviewed on Aug 9, 2026

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,397, price is now $1,167 per person
$1,167
per person
Sep 28 - Oct 4
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Killington School for Tennis are located nearby.

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,285, price is now $1,102 per person
$1,102
per person
Sep 28 - Oct 4
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
The toilet didn’t flush properly, we had to do it many times before it worked.

Reviewed on Aug 10, 2026

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,386, price is now $1,243 per person
$1,243
per person
Sep 28 - Oct 4
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Killington School for Tennis are located nearby.

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $1,305, price is now $1,177 per person
$1,177
per person
Sep 13 - Sep 19
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Quechee Gorge Village are located nearby.

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center

2 out of 5
Price was $1,262, price is now $1,139 per person
$1,139
per person
Sep 28 - Oct 4
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Stay at this hotel in Silver Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Lake George and Jabe Pond are located nearby.
A beautiful property and location

Reviewed on Aug 8, 2026

Wallingford Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $508, price is now $478 per person
$478
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Rutland (RUT)
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $933, price is now $778 per person
$778
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $774, price is now $774 per person
$774
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $604, price is now $551 per person
$551
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Rutland (RUT)

Wallingford Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,285, price is now $1,102 per person
$1,102
per person
Sep 28 - Oct 4
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,393, price is now $1,153 per person
$1,153
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,388, price is now $1,151 per person
$1,151
per person
Sep 28 - Oct 4
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,397, price is now $1,167 per person
$1,167
per person
Sep 28 - Oct 4
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)