Cuttingsville Holidays

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Top hotels in Cuttingsville

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is S$635 per night from 1 Sept to 2 Sept
S$635
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (531 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 30 Jul, 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (804 reviews)
"This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang ..."

Reviewed on 18 Aug, 2025

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The Shire Woodstock
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 24 Aug to 25 Aug
S$143
24 Aug - 25 Aug
includes taxes & fees
6.2/10 (1,005 reviews)
"Clean and comfortable. Good value for what you get. Would stay again."

Reviewed on 18 Aug, 2025

Days Inn by Wyndham Rutland/Killington Area
See all 2,310 properties in Cuttingsville
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 Cuttingsville holiday package cost?
You'll find cheap prices on Expedia for your Cuttingsville getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Cuttingsville costs.
What are the cheapest months to go to Cuttingsville?
If you're hoping to snag a cheap Cuttingsville holiday package, consider planning a trip in January, February and March. You'll usually find better rates on flights and accommodation during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Cuttingsville?
The ideal duration for your Cuttingsville holiday depends on what you'd like to do. Generally, a few days to a week will give you time to hit all the major attractions and explore some hidden gems along the way.
How to find the best Cuttingsville package deals?
Start your search for a Cuttingsville package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Cuttingsville package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cuttingsville escape off to a flying start.
Is it cheaper to book a Cuttingsville holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can tailor your Cuttingsville escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Cuttingsville?
If you're considering a spontaneous Cuttingsville adventure, browse 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 find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Cuttingsville?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Cuttingsville.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your accommodation will likely be the largest expense during your trip to Cuttingsville.
  3. Decide how long to go away for: Now that you know more about Cuttingsville, you can figure out the perfect length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, book the perfect Cuttingsville 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.