
Stockbridge Vacations from $404
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Your Stockbridge Vacation
Art, food, entertainment and more … It's all waiting for you with a Stockbridge vacation package. And with the ability to easily customize your city getaway, you know it'll be one that's hard to forget. Any trip to Stockbridge has to include a little sightseeing. White River Golf Club is a popular place to begin exploring. Your perfect Stockbridge vacation is clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored just for you.
The Latest Stockbridge vacation packages
Price found within the past 48 hours. Click for updated prices.

The Putney Inn
Price was $508, price is now $404 per person
$404
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
8.4/10 Very Good! (1,005 reviews)
My stay here was perfect for what I was looking for, just a one night stay in the area. The property is dated but the accommodations are clean and the surrounding area is extremely quiet and secluded, but the parking lot is well lit and safe. I would stay here again if I needed a short term accommodation.
Reviewed on Aug 22, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $1,358, price is now $1,005 per person
$1,005
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lebanon (LEB)
9/10 Wonderful! (732 reviews)
Great place to stay and see the beautiful mt ascutney
Reviewed on Aug 24, 2025

North Star Lodge and Resort
Price was $1,622, price is now $1,274 per person
$1,274
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
8.6/10 Excellent! (1,006 reviews)
We stayed at the resort for a week. It was very nice. Pool was very clean, as well as the property. Staff were just fabulous, always willing to help. I look forward to staying there again
Reviewed on Aug 25, 2025

Days Inn by Wyndham Rutland/Killington Area
Price was $555, price is now $444 per person
$444
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
6.4/10 (1,005 reviews)
Clean and comfortable. Good value for what you get. Would stay again.
Reviewed on Aug 18, 2025

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White River Inn and Suites
91 Ballardvale Drive, White River Junction, VT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $117 total per night from Sep 14 to Sep 15
$117 total
Sep 14 - Sep 15
Total with taxes and fees
7/10 Good! (1,000 reviews)
"The staff was the best part of this stay. They were friendly and welcoming. The room was very spacious and comfortable for the price."
Reviewed on Aug 13, 2025

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
$439 nightly
The price is $483 total per night from Sep 1 to Sep 2
$483 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (532 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."
Reviewed on Jul 30, 2025

The Mountain Inn at Killington
47 Old Mill Rd, Killington, VT
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $144 total per night from Aug 27 to Aug 28
$144 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (874 reviews)
We’ll be back.
"Beautiful area, outside of facility looks dated, but that’s not realistic to change. Inside has had a nice update. The staff is very friendly and helpful. We had an inconsiderate and noisy person upstairs over us, just a matter of who is there. We would surely stay here again."
Reviewed on Aug 23, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.