Ascutney Vacations from $1,005

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Your Ascutney Vacation

Unforgettable adventures await when you lock in a vacation package to Ascutney. Whether you're a foodie, art buff or just a traveler who loves to discover new places, there's something for everyone in this awesome city. Mount Ascutney, Mt Ascutney State Park and American Precision Museum are just some of the many attractions you'll want to see during your trip to Ascutney. Expedia is here to help you escape your routine. Tailor your vacation to Ascutney to suit your style of travel, whatever that may look like.

The Latest Ascutney vacation packages

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Price was $1,226, price is now $1,005 per person
$1,005
per person
Dec 27 - Jan 1
found 24 hours ago
Roundtrip flight included
San Juan (SJU) to Springfield (VSF)
19.2/10 Exceptional! (84 reviews)
The room was gorgeous, spotless, and amazing. The owner is incredibly kind and makes a great breakfast. The fireplace in the room are fully functional and add to the charm, as you light it yourself.

Reviewed on Nov 3, 2025

Mountaineer Inn

Mountaineer Inn

2 out of 5
Price was $1,628, price is now $1,337 per person
$1,337
per person
Dec 27 - Jan 1
found 24 hours ago
Roundtrip flight included
San Juan (SJU) to Springfield (VSF)
17.2/10 Exceptional! (539 reviews)
Clean room and bathroom, decent mattress. Property being reimagined so no dining available, coffee station and communal microwave located downstairs and not mentioned by on site staff upon arrival, found while checking out the grounds. No fridge or vending machines. Room heater did not seem to work. Not ideal for my stay.

Reviewed on Oct 28, 2025

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,338, price is now $1,101 per person
$1,101
per person
Dec 27 - Jan 1
found 24 hours ago
Roundtrip flight included
San Juan (SJU) to Springfield (VSF)
9.2/10 Wonderful! (100 reviews)
Could not be better in any way

Reviewed on Oct 28, 2025

Chalet 239

Chalet 239

2 out of 5
Price was $1,429, price is now $1,198 per person
$1,198
per person
Dec 27 - Jan 1
found 24 hours ago
Roundtrip flight included
San Juan (SJU) to Springfield (VSF)
18.8/10 Exceptional! (86 reviews)
Absolutely the best value on the mountain! Loved the self service, breakfast and beautiful detail details

Reviewed on Oct 31, 2025

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Discover the most popular places to visit in Ascutney

American Precision Museum

You can spend time exploring the galleries in American Precision Museum in Windsor. Wander the riverfront in this quaint area.

American Precision Museum

Brownsville Trail

You can take time to visit Brownsville Trail during your travels to Windsor. Discover the mountain views in this family-friendly area, or seek out the ski slopes.

Brownsville Trail

Paradise Park

Explore the great outdoors at Paradise Park, a lovely green space in Windsor. Wander the riverfront in this quaint area.

Paradise Park

Ascutney Hotel Deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$369 nightly
The price is $406 total per night from Nov 30 to Dec 1
$406 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (548 reviews)
I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn

Reviewed on Nov 4, 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
$154 nightly
The price is $169 total per night from Nov 18 to Nov 19
$169 total
Nov 18 - Nov 19
Total with taxes and fees
8.6/10 Excellent! (878 reviews)
Large, clean room with nice view. Unique.

Reviewed on Nov 9, 2025

The Shire Woodstock
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $145 total per night from Nov 17 to Nov 18
$145 total
Nov 17 - Nov 18
Total with taxes and fees
9.2/10 Wonderful! (1,015 reviews)
The Inn was totally redone in 2019. Looks great. Spotless interior. Friendly staff, delicious cookies. All at a very reasonable price. What else do you need?

Reviewed on Nov 12, 2025

Align Inn Vermont
See all 1,451 properties in Ascutney
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.

Find the Best Ascutney Vacation Packages

Ascutney Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
540
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Harpoon Brewery, American Precision Museum and Old Constitution House

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Frequently asked questions

How much does an Ascutney vacation package cost?
Offering great value package deals from $1,005 on Expedia, you'll be pleasantly surprised at how much a vacation to Ascutney costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Ascutney?
October, November and December are great times to look for cheap Ascutney vacation packages. Opting to travel in less busy periods means you can typically find lower prices on flights and hotels.
How many days is enough for Ascutney?
Typically, a handful of days is enough to go to the major sights during your Ascutney vacation. However, if you prefer to have time to chill out or take day tours, think about extending your itinerary.
How to find the best Ascutney package deals?
Begin your search for an Ascutney package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Ascutney package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Ascutney adventure underway.
Is it cheaper to book an Ascutney vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Ascutney vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Ascutney?
Secure fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Ascutney break.
Does Expedia offer Book Now, Pay Later Ascutney vacation packages?
Secure your perfect escape to Ascutney with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.