Book Exclusive Stockbridge Vacation Packages

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Stockbridge flight + hotel packages

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

Hanover Inn Dartmouth

4 out of 5
Price was CA $1,167, price is now CA $989 per person
CA $989
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Lebanon (LEB)
Book a stay at this luxury hotel in Hanover. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Hopkins Center for the Arts and Left Bank Books are located nearby.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was CA $1,903, price is now CA $1,381 per person
CA $1,381
per person
Jan 24 - Jan 31
found 8 hours ago
Roundtrip flight included
Toronto (YTO) 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.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was CA $1,679, price is now CA $1,284 per person
CA $1,284
per person
Jan 24 - Jan 31
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Lebanon (LEB)
Stay at this resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was CA $1,757, price is now CA $1,425 per person
CA $1,425
per person
Jan 24 - Jan 31
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
Stay at this 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.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was CA $3,323, price is now CA $2,814 per person
CA $2,814
per person
Jan 24 - Jan 31
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.

Top Stockbridge hotels deals

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
The price is CA $205 per night
CA $205
CA $226 total
Nov 24 - Nov 25
includes taxes & fees
Book a stay at this 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 Pico Mountain at Killington Ski Resort are located nearby.
Hot tub
Pet-friendly
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $179 total
Dec 10 - Dec 11
includes taxes & fees
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 in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
Pool
Hot tub
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is CA $460 per night
CA $460
CA $568 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $183 total
Nov 20 - Nov 21
includes taxes & fees
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 Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Free cancellation
Reserve now, pay when you stay
Get rates
Stay at this 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.
Pet-friendly
Parking included
Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

2 out of 5
442 North Hartland Rd White River Junction VT
Free cancellation
Reserve now, pay when you stay
The price is CA $110 per night
CA $110
CA $121 total
Dec 20 - Dec 21
includes taxes & fees
Book a stay at this business-friendly motel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Upper Valley Aquatic Center and Briggs Opera House are located nearby.
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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.

Popular places to visit

Les Newell Wildlife Management Area

You can take time to visit Les Newell Wildlife Management Area during your travels to Stockbridge.

Les Newell Wildlife Management Area

Belcher Library

After visiting Belcher Library, make a plan to see the other sights and activities in Gaysville.

Belcher Library

Stockbridge Vacations

Collect new memories, have epic adventures and follow the path less traveled — it's all possible in Stockbridge. But first, let us fill you in on a few basics about your next vacation destination!

If you journey 17 miles (27 kilometers) northeast of Rutland, or 25 miles (40 kilometers) west of Lebanon, you'll find yourself in Stockbridge.

Places to visit in Stockbridge

Getting out on the green is a great way to enjoy the fresh air and have a blast. Challenge yourself with a round at White River Golf Club. Need some more ideas? Whether you decide to speed across it, horse around in it or explore beneath it, few things are as joyful as a day spent around water. Add some wonderful aquatic excitement to your vacation at Vermont River Tubing.

Where do you fly into for Stockbridge?

Put on your headphones and watch a couple of in-flight movies. Before you know it, you'll touch down at Rutland Southern Vermont Regional Airport (RUT). It's about 20 miles (32 kilometers) from downtown Stockbridge.

Frequently asked questions

How much are vacation packages to Stockbridge?
With vacation packages available for only CA $989, you won't need to drain your bank balance to visit Stockbridge. Travelocity is here to help. Bundle your hotels, flights and experiences into a package and receive some excellent discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Stockbridge?
For an amazing Stockbridge package deal, you can't go past Travelocity. Select from 400 partner airlines and 1,000,000 properties worldwide to create the ideal escape — it's really that easy.
Why should I book my Stockbridge vacation bundle with Travelocity?
Because you'll never wander alone if you book through us, and we offer round-the-clock support and superb service to boot. Add to that our Price Match Guarantee and tons of experiences and destinations to choose from. We're here to make your vacation as unforgettable as possible.
Will I save money on my Stockbridge car rental if I combine it with my hotel or flight?
Sure can — combine your car, flight and hotel into a Stockbridge vacation package and you can save tons. With so much to see and do in the Stockbridge area, having your own set of wheels will come in handy. Once you've settled into the driver's seat, turn up the tunes and make your way to The Egg, a top sight approximately 153 kilometers from Stockbridge.
Which airport is best for Stockbridge?
Burlington Intl. Airport (BTV) is one of the best airports for Stockbridge. You'll find it 80 kilometers northwest of the bustling downtown area. Other options open to you are Lebanon Municipal Airport (LEB) (40 kilometers away from central Stockbridge) and Rutland Southern Vermont Regional Airport (RUT) (32 kilometers away from central Stockbridge).
Where should I stay when visiting Stockbridge?
The Ski, snow mobile, hiking, fun on slopes & trails! is popular with many travelers. Book now before it's too late.

Photos of local treasures

Browse Stockbridge vacation photos for more inspiration