Search Deals on
Wallingford Vacation Packages

Build your package with 2 more options

Wallingford Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $659, price is now $590 per person
$590
per person
Jun 15 - Jun 18
found 2 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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,811, price is now $1,508 per person
$1,508
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $793, price is now $669 per person
$669
per person
Jun 15 - Jun 18
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Quechee Gorge Bridge and Wilderness Trails are located nearby.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $917, price is now $782 per person
$782
per person
Jun 19 - Jun 22
found 3 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this luxury guesthouse in Bolton Landing. Enjoy free WiFi, a full-service spa, and room service. Popular attractions Lake George and Adirondack Extreme Adventure Course are located nearby.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $689, price is now $597 per person
$597
per person
Jun 15 - Jun 18
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $694, price is now $621 per person
$621
per person
Jun 15 - Jun 18
found 2 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.
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Price was $2,509, price is now $2,267 per person
$2,267
per person
Jun 19 - Jun 22
found 3 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf castle in Bolton Landing. Enjoy free WiFi, free parking, and furnished balconies or patios. Popular attractions Veterans Memorial Park Beach and Adirondack Extreme Adventure Course are located nearby.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $683, price is now $624 per person
$624
per person
Jun 15 - Jun 18
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Killington Resort and Golden Express Quad are located nearby.

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 $689, price is now $597 per person
$597
per person
Jun 15 - Jun 18
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $793, price is now $669 per person
$669
per person
Jun 15 - Jun 18
found 19 hours 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 $809, price is now $687 per person
$687
per person
Jun 15 - Jun 18
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $917, price is now $782 per person
$782
per person
Jun 19 - Jun 22
found 3 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)

Wallingford Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $979, price is now $858 per person
$858
per person
Jul 1 - Jul 6
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 $1,811, price is now $1,508 per person
$1,508
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Price was $6,464, price is now $5,980 per person
$5,980
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,046, price is now $968 per person
$968
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)

Top Flight Deals

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

Cape Air
Sun, May 31 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$189 Roundtrip, found 2 hours ago
$189
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Sun, May 31 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, May 31, priced at $189 found 2 hours ago
Cape Air
Tue, May 12 - Tue, Jun 2
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select Cape Air flight, departing Tue, May 12 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, Jun 2, priced at $189 found 2 days ago
Cape Air
Sat, May 23 - Thu, May 28
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select Cape Air flight, departing Sat, May 23 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, May 28, priced at $190 found 2 days ago
JetBlue Airways
Sun, May 31 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$194 Roundtrip, found 2 hours ago
$194
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sun, May 31 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, May 31, priced at $194 found 2 hours ago