Book Exclusive Stockbridge Vacation Packages

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Stockbridge flight + hotel packages

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

Lake Bomoseen Lodge

3.5 out of 5
per person
Feb. 27 - Mar. 2
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel

3 out of 5
per person
Feb. 27 - Mar. 2
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lebanon (LEB)
Stay at this 3-star 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.
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
per person
Feb. 23 - Mar. 2
found 19 hours ago
Roundtrip flight included
Halifax (YHZ) to Rutland (RUT)
Stay at this 3.5-star luxury hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
per person
Feb. 23 - Mar. 2
found 19 hours ago
Roundtrip flight included
Halifax (YHZ) to Rutland (RUT)
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
per person
Feb. 27 - Mar. 2
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.

Top Stockbridge hotels deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
The price is CA $179 per night
CA $179
CA $197 total
includes taxes & fees
26 Jan - 27 Jan
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 Paramount Theater are located nearby.
Pool
Hot tub
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 $323 per night
CA $323
CA $355 total
includes taxes & fees
12 Feb - 13 Feb
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 Pico Mountain at Killington Ski Resort are located nearby.
Hot tub
Pet-friendly
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 $154 per night
CA $154
CA $170 total
includes taxes & fees
4 Feb - 5 Feb
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.
Pool
Breakfast included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $471 per night
CA $471
CA $581 total
includes taxes & fees
9 Feb - 10 Feb
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 Woodstock Town Hall Theatre and Red Wagon Toy Company are located nearby.
Pool
Hot tub
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
Free cancellation
Reserve now, pay when you stay
The price is CA $181 per night
CA $181
CA $199 total
includes taxes & fees
26 Jan - 27 Jan
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 Diamond Run Mall and Vermont State Fairgrounds are located nearby.
Pool
Breakfast included
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
The price is CA $229 per night
CA $229
CA $252 total
includes taxes & fees
23 Jan - 24 Jan
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 Pico Mountain at Killington Ski Resort are located nearby.
Pool
Parking included
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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.

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 $741, 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

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