Ascutney Vacations from $370

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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.
Mountaineer Inn

Mountaineer Inn

2 out of 5
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Springfield (VSF)
8.8/10 Excellent! (495 reviews)
It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful

Reviewed on Aug 9, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Springfield (VSF)
8.8/10 Excellent! (796 reviews)
I liked the outdoor seating and the location along with the view. The comfort of the beds doesn’t match the price you have to pay and our room had ants in it.

Reviewed on Aug 17, 2025

Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Save 100% on your flight
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
9.6/10 Exceptional! (54 reviews)
This is such a charming, historic New England bed and breakfast. The quintessential Vermont experience right in the heart of the quaint village of West Dover. The Innkeeper knows all the people & places around. Homemade breakfast options are delicious, I had the local blueerry waffles. The Blueberry Festival parade passed right in front of the inn. I drank the Inn's coffee in the morning outside on their lawn, on one of the oversized stone seats around the firepit. There are books on the shelves and games in the living room. The Inn is in a perfect location, walking distance - with sidewalks - to multiple restaurants. And just 10 minutes to the town of Wilmington and the GORGEOUS water at Harriman Reservoir or Lake Raponda. There's 2 golf courses a few minutes away. And 2 ski mountains too! This place is super quiet, but close to whatever you might need. The Inn is filled with cozy furnishings, antiques, fireplaces, etc. Lovely lovely, so New England, so Vermont.

Reviewed on Aug 8, 2025

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
West Woodstock
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Springfield (VSF)
9.4/10 Exceptional! (30 reviews)
We enjoyed our stay. The inn is in an old historic building but the interior is clean and filled with nice touches. We stayed one night, and were in the smallest room. The bed was fine. The room was quiet! The breakfast was thoughtfully presented. Good coffee. Great bread. We enjoyed the outside patio and lawn that leads down to the Ottauquechee River. We also enjoyed the artwork in the gallery. The best part of the inn is the owner and staff. They are attentive and eager to please.

Reviewed on Aug 7, 2025

Stay At Jimmy's

Stay At Jimmy's

3 out of 5
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Springfield (VSF)
10/10 Exceptional! (38 reviews)
Short walk to downtown Woodstock. Breakfast was included and provided in our room.

Reviewed on Aug 9, 2025

Don't see what you're looking for?
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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

Path of Life Garden

Explore the great outdoors at Path of Life Garden, a lovely green space in Windsor. Wander the riverfront in this quaint area.

Path of Life Garden

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

Ascutney Hotel Deals

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
$119 nightly
The price is $131 total per night from Sep 7 to Sep 8
$131 total
Sep 7 - Sep 8
Total includes taxes and fees
7/10 Good! (1,002 reviews)
"The staff was the best part of this stay. They were friendly and welcoming. The room was very spacious and comfortable for the price."

Reviewed on Aug 13, 2025

White River Inn and Suites
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road, West Lebanon, NH
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $187 total per night from Aug 24 to Aug 25
$187 total
Aug 24 - Aug 25
Total includes taxes and fees
8/10 Very Good! (1,004 reviews)
"The pool looks great. Kids were having fun."

Reviewed on Aug 16, 2025

Fireside Inn & Suites West Lebanon
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$449 nightly
The price is $494 total per night from Sep 1 to Sep 2
$494 total
Sep 1 - Sep 2
Total includes taxes and 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 Jul 30, 2025

Woodstock Inn & Resort
See all 1,465 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.

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Frequently asked questions

How much does an Ascutney vacation package cost?
Offering great value package deals from $370 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.