South Shaftsbury Holidays

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Top hotels in South Shaftsbury

The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is S$320 per night from 11 Aug to 12 Aug
S$320
11 Aug - 12 Aug
includes taxes & fees
9.6/10 Exceptional! (468 reviews)
"Hrwat"

Reviewed on 11 Jul, 2025

The Williams Inn
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is S$230 per night from 17 Aug to 18 Aug
S$230
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Very convenient hotel close to all attractions. It also has a wonderful view of the mountains"

Reviewed on 14 Jul, 2025

Hotel Downstreet, Ascend Hotel Collection
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is S$297 per night from 21 Jul to 22 Jul
S$297
21 Jul - 22 Jul
includes taxes & fees
9.2/10 Wonderful! (777 reviews)
"Our favorite place to stay in the area"

Reviewed on 20 Jun, 2025

Kimpton Taconic Hotel by IHG
See all 1,398 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.

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.