South Shaftsbury Trip

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Top hotels in South Shaftsbury

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
The price is ₹16,408 per night from 12 Jul to 13 Jul
₹16,408
₹18,328 total
12 Jul - 13 Jul
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Fun and comfortable place to stay. Bed was great. Staff was great. Restaurant was amazing. HVAC and pool are hopefully next in line for renovation. Wonderful Reno."

Reviewed on 6 Jul 2026

Hotel Downstreet, an Ascend Collection Hotel
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
The price is ₹14,606 per night from 13 Jul to 14 Jul
₹14,606
₹17,481 total
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (288 reviews)
"ac had to be turned back on every few hours. fridge broke three times and maintenance needed to bring new ones. pool and hot tub was closed even tho i specifically bought this booking because expedia said it was available. fire pit was nice and they had a great fourth of july celebration"

Reviewed on 5 Jul 2026

Grand Summit Resort, A Vail Resorts Property
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
The price is ₹22,229 per night from 21 Jul to 22 Jul
₹22,229
₹28,439 total
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (854 reviews)
"The hotel was beautiful very tranquil. Lots to see and do. The staff were friendly and attentive to the guests. The food in the restaurant was amazing. The staff there were also friendly. It was so peaceful in the mountains and the hotel grounds were beautiful."

Reviewed on 29 Jun 2026

Kimpton Taconic Hotel by IHG
See all 1,511 properties in South Shaftsbury
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.

Stay near popular South Shaftsbury attractions

Robert Frost Stone House Museum

9.0/10 (12 reviews)
You can spend time studying the exhibits at Robert Frost Stone House Museum in South Shaftsbury. Discover the mountain views and cafes in this relaxing area.
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Frequently asked questions

How much does a South Shaftsbury holiday package cost?
You'll find cheap prices on Expedia for your South Shaftsbury escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your holiday to South Shaftsbury costs.
What are the cheapest months to go to South Shaftsbury?
You can generally find lower prices and better availability in January, February and March. Explore our cheap South Shaftsbury holiday packages and you could score some great off-season discounts.
How many days is enough for South Shaftsbury?
The ideal duration of your South Shaftsbury holiday depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to go to all the major attractions and explore some hidden treasures along the way.
How to find the best South Shaftsbury package deals?
Use Expedia's filter tool to help you find some great South Shaftsbury package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for South Shaftsbury package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a South Shaftsbury holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still have the freedom to create a customised South Shaftsbury holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to South Shaftsbury?
If you're considering a spontaneous South Shaftsbury getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to South Shaftsbury?

  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the activities on offer will also help you decide when to escape to South Shaftsbury.
  2. Budget wisely: In addition to the price of your stay, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to South Shaftsbury.
  3. Decide your trip length: Think about how much time you'd like to spend discovering South Shaftsbury. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your airfare and accommodation: After you've nailed down your dates and duration, book the ideal South Shaftsbury holiday package for you.

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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.