Ascutney Vacations from $674

Book a Hotel + Flight or Car together to unlock savings

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.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $877, price is now $674 per person
$674
per person
Jan 15 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
Clean good service and location

Reviewed on Nov 22, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Save 100% on your flight
Price was $2,067, price is now $1,569 per person
$1,569
per person
Jan 15 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Room was very clean and comfortable. Loved having the fireplace. Indoor parking garage was a plus with easy access to our room. We enjoyed dinner and breakfast at the restaurant. The outdoor space was fabulous with many activities.

Reviewed on Nov 14, 2025

Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Clock Tower Base Area
Save 100% on your flight
Price was $3,663, price is now $2,822 per person
$2,822
per person
Jan 15 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
7.8/10 Good! (28 reviews)
Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June.

Reviewed on Jun 26, 2025

Treehouse Home in Ludlow

Treehouse Home in Ludlow

2 out of 5
Save 100% on your flight
Price was $6,828, price is now $5,384 per person
$5,384
per person
Jan 15 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
No reviews
Mountain Lodge at Okemo

Mountain Lodge at Okemo

3 out of 5
Clock Tower Base Area
Save 100% on your flight
Price was $1,843, price is now $1,458 per person
$1,458
per person
Jan 15 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8/10 Very Good! (219 reviews)
We really enjoyed our stay at the Mountain Lodge at Okemo, it was clean and our room was newly renovated and very cute. Would definitely recommend!!

Reviewed on Oct 6, 2025

Don't see what you're looking for?
See all available trips from Singapore to Ascutney
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

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

4/5(4 reviews)

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 Dec 1 to Dec 2
$406 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (552 reviews)
Top notch service. Great property and beautiful room. Went for anniversary and it did not disappoint. Romantic hotel and town

Reviewed on Nov 26, 2025

Woodstock Inn & Resort
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive White River Junction VT
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $93 total per night from Dec 7 to Dec 8
$93 total
Dec 7 - Dec 8
Total with taxes and fees
6.8/10 (1,002 reviews)
Overall the stay was good. Room as expected, clean. The hotel overall was good. Again as you would expect. Its the ‘discount hotel’ of the three hotels on the block. But overall it was good and like I said, did the trick. Staff was very nice. The only knock is that in the hallway all over the hotel ...

Reviewed on Nov 16, 2025

White River Inn and Suites
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 Dec 1 to Dec 2
$145 total
Dec 1 - Dec 2
Total with taxes and fees
9.4/10 Exceptional! (1,029 reviews)
Staff was great, room was clean. Didn’t like the bathroom door situation. It’s a sliding door with frosted glass. No lock or doorknob; not a lot of privacy. I asked about other rooms and if they have conventional doors in them and was told many do.

Reviewed on Nov 23, 2025

Align Inn Vermont
See all 1,457 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Ascutney vacation package cost?
Offering great value package deals from $674 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.