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Book Exclusive Stockbridge Vacation Packages
Stockbridge flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
![Mount Snow Grand Summit Resort](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/a49f4804_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Mount Snow Grand Summit Resort
per person
Aug. 3 - Aug. 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
![Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
per person
Aug. 3 - Aug. 7
found 1 day ago
Roundtrip flight included
New York (NYC) 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 clean rooms in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
Top Stockbridge hotels deals
![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/4cdbd794_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd, Killington, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $196 per night
CA $196
per night
Jul. 7 - Jul. 8
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 clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Hot tub
Pet-friendly
![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/db170db7_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
White River Inn and Suites
91 Ballardvale Drive, White River Junction, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $199 per night
CA $199
per night
Jul. 1 - Jul. 2
Book a stay at this business-friendly hotel in White River Junction. Enjoy free WiFi, free parking, and a 24-hour front desk. 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.
Pet-friendly
Pool
![Comfort Inn Trolley Square](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/0099f8e9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Comfort Inn Trolley Square
19 Allen St, Rutland, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $194 per night
CA $194
per night
Jul. 7 - Jul. 8
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 pool in our reviews. Popular attractions Vermont State Fairgrounds and Paramount Theater are located nearby.
Hot tub
Pool
![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/c3d357f2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Days Inn by Wyndham Rutland/Killington Area
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 $152 per night
CA $152
per night
Jul. 1 - Jul. 2
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.
Pet-friendly
Breakfast included
![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is CA $601 per night
CA $601
per night
Jul. 28 - Jul. 29
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Woodstock Town Hall Theatre and Red Wagon Toy Company are located nearby.
Hot tub
Pet-friendly
![Super 8 by Wyndham White River Junction](https://images.trvl-media.com/lodging/1000000/900000/897900/897894/f52fc995_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Super 8 by Wyndham White River Junction
442 North Hartland Rd, I-91 Exit 11 Rt 5 S 1/4 Mile, White River Junction, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $142 per night
CA $142
per night
Jul. 6 - Jul. 7
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.
Pet-friendly
Breakfast included
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.Photos of local treasures
Browse Stockbridge vacation photos for more inspiration