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Otter Valley Winery Vacation Packages

Otter Valley Winery Flight + Hotel Packages

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 $742, price is now $683 per person
$683
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) 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 Vermont Inn

The Vermont Inn

3 out of 5
Price was $904, price is now $856 per person
$856
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
Stay at this 3-star 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.
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $762, price is now $728 per person
$728
per person
Nov 8 - Nov 12
found 5 hours ago
Roundtrip flight included
Portland (PDX) 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.
The Pico Escape: 3br/2ba Ski On/ski Off At Pico Mountain. Close To Killington. 3 Bedroom Condo

The Pico Escape: 3br/2ba Ski On/ski Off At Pico Mountain. Close To Killington. 3 Bedroom Condo

2 out of 5
Price was $2,173, price is now $2,119 per person
$2,119
per person
Nov 8 - Nov 12
found 6 hours ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi. Popular attractions Killington Resort and Golden Express Quad are located nearby.
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

3 out of 5
Price was $2,535, price is now $2,474 per person
$2,474
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
Stay at this 3-star golf vacation home in Killington. Enjoy free WiFi, a garden, and a pool table. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
The Waffelhaus In Killington 4 Bedroom Home

The Waffelhaus In Killington 4 Bedroom Home

2 out of 5
Price was $2,902, price is now $2,833 per person
$2,833
per person
Nov 8 - Nov 12
found 5 hours ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this vacation home in Killington. Enjoy free WiFi. Popular attractions Killington Resort and Fire Tower are located nearby.
Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home

Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home

3 out of 5
Price was $2,127, price is now $2,079 per person
$2,079
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
Stay at this 3-star golf vacation home in Rutland. Enjoy free WiFi, free parking, and a garden. Popular attractions McLaughlin Falls and Green Mountain Rock Climbing Center are located nearby.
Winding Way Chalet 3 Bedroom Home

Winding Way Chalet 3 Bedroom Home

3 out of 5
Price was $1,903, price is now $1,863 per person
$1,863
per person
Nov 8 - Nov 12
found 5 hours ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this 3-star golf vacation home in Killington. Enjoy free WiFi, a pool table, and cable/satellite TV service. Popular attractions Killington Resort and Green Mountain National Golf Course are located nearby.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $753, price is now $694 per person
$694
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) 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 Fire Tower are located nearby.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $782, price is now $728 per person
$728
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this 3.5-star 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.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $796, price is now $744 per person
$744
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $970, price is now $911 per person
$911
per person
Nov 8 - Nov 12
found 10 hours ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.

3-4 Night Vacations in Otter Valley Winery

Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $568, price is now $480 per person
$480
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $607, price is now $514 per person
$514
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $630, price is now $535 per person
$535
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $737, price is now $632 per person
$632
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)

5-7 Night Vacations in Otter Valley Winery

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 $742, price is now $683 per person
$683
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $753, price is now $694 per person
$694
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $782, price is now $728 per person
$728
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $796, price is now $744 per person
$744
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)

Otter Valley Winery Last Minute Hotel Deals

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street, Brandon, VT
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located ...
Emrose Luxury Cabins
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street, Brandon, VT
Stay at this 3-star hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Brandon Inn
The Lilac Inn

The Lilac Inn

3.5 out of 5
53 Park St, Brandon, VT
Stay at this 3.5-star B&B in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Lilac Inn
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
195 Mountain Top Road, Chittenden, VT
Stay at this 3.5-star beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford ...
The Mountain Top Inn & Resort
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Rutland - Killington
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
2551 Vermont 30N, Bomoseen, VT
Stay at this 3.5-star beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff ...
Lake Bomoseen Lodge
The Vermont Inn

The Vermont Inn

3 out of 5
78 Cream Hill Road, Rutland, VT
Stay at this 3-star family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Killington Resort and Golden Express ...
The Vermont Inn
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
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 ...
Days Inn by Wyndham Rutland/Killington Area
See all 2,569 properties in Otter Valley Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.