
Book Exclusive Stockbridge Vacation Packages
Stockbridge flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

Cortina Inn
per person
Jul 15 - Jul 16
found 1 day ago
Roundtrip flight included
Zanzibar (ZNZ) to Rutland (RUT)
Stay at this 3-star business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping Plaza and Diamond Run Mall are located nearby.

Lake Bomoseen Lodge
per person
Jul 15 - Jul 16
found 1 day ago
Roundtrip flight included
Zanzibar (ZNZ) 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.

Days Inn by Wyndham Rutland/Killington Area
per person
Jul 15 - Jul 16
found 1 day ago
Roundtrip flight included
Zanzibar (ZNZ) 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.

My Place Hotel-Randolph VT
per person
Jul 15 - Jul 16
found 1 day ago
Roundtrip flight included
Zanzibar (ZNZ) to Lebanon (LEB)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.

Comfort Inn Rutland - Killington
per person
Jul 15 - Jul 16
found 1 day ago
Roundtrip flight included
Zanzibar (ZNZ) 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 breakfast and the helpful staff in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
Top Stockbridge hotels deals

Comfort Inn Rutland - Killington
19 Allen St, Rutland, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $159 per night
CA $159
CA $175 total
includes taxes & fees
Jun 5 - Jun 6
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

Align Inn Vermont
5817 Woodstock Rd, Quechee, VT
The price is CA $164 per night
CA $164
CA $181 total
includes taxes & fees
Jun 17 - Jun 18
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.

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is CA $589 per night
CA $589
CA $709 total
includes taxes & fees
Jun 8 - Jun 9
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.
Pool
Hot tub

Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd, Killington, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $183 total
includes taxes & fees
Jun 5 - Jun 6
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.
Hot tub
Pet-friendly

The Shire Woodstock
46 Pleasant St., Woodstock, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $155 per night
CA $155
CA $181 total
includes taxes & fees
Jun 4 - Jun 5
Stay at this 3-star 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
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 $115 per night
CA $115
CA $127 total
includes taxes & fees
Jun 29 - Jun 30
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.
Breakfast included
Pet-friendly
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.
Belcher Library
After visiting Belcher Library, make a plan to see the other sights and activities in Stockbridge.
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
Photos of local treasures
Browse Stockbridge vacation photos for more inspiration