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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 $740, price is now $680 per person
$680
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.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $746, price is now $687 per person
$687
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.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $788, price is now $737 per person
$737
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 $963, price is now $904 per person
$904
per person
Nov 8 - Nov 12
found 1 day 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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $775, price is now $733 per person
$733
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.
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $899, price is now $850 per person
$850
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) 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 Fire Tower 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.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $793, price is now $755 per person
$755
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) 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.
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 $838, price is now $804 per person
$804
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this 3-star 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.
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 $2,530, price is now $2,470 per person
$2,470
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.
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 $2,039, price is now $1,994 per person
$1,994
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.
Cortina Mountain Chalet - Outdoor Hot Tub - Close To Pico And Killington Mountains 3 Bedroom Home

Cortina Mountain Chalet - Outdoor Hot Tub - Close To Pico And Killington Mountains 3 Bedroom Home

2 out of 5
Price was $1,948, price is now $1,908 per person
$1,908
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this vacation home in Rutland. Enjoy free WiFi. Popular attractions Killington Resort and Golden Express Quad are located nearby.

3-4 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 $740, price is now $680 per person
$680
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 $746, price is now $687 per person
$687
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 $788, price is now $737 per person
$737
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $963, price is now $904 per person
$904
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) 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 $758, price is now $698 per person
$698
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $904, price is now $813 per person
$813
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Rutland (RUT)
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $763, price is now $704 per person
$704
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 $806, price is now $754 per person
$754
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
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
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
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place, Rutland, VT
Book a stay at this ski hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Best Western Inn & Suites Rutland-Killington
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Stay at this 3-star spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Middlebury Inn
See all 2,574 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.