Cuttingsville Vacations from $637

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The Latest Cuttingsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
Price was $718, price is now $637 per person
$637
per person
Sep 12 - Sep 16
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.6/10 Excellent! (278 reviews)
Property and staff were great!

Reviewed on Jun 27, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $990, price is now $783 per person
$783
per person
Sep 12 - Sep 16
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
10/10 Exceptional! (199 reviews)
This was a hidden gem. It was so clean and quiet. Definitely a place for peace and quiet. Rooms were super clean and the attention to detail was amazing. Will definitely be back.

Reviewed on Jun 22, 2026

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $928, price is now $790 per person
$790
per person
Aug 10 - Aug 15
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Lebanon (LEB)
9.4/10 Exceptional! (473 reviews)
Very nice, new and clean property and rooms. Kitchenette was a great feature. Beds were comfortable. Would definitely stay here again.

Reviewed on Jun 15, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $1,040, price is now $891 per person
$891
per person
Aug 17 - Aug 21
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
8.6/10 Excellent! (907 reviews)
No air conditioning in room. Funky historic place with a lot of charm. It’s part of the same non-profit as the theater next door so a pretty unconventional hospitality experience.

Reviewed on Jun 26, 2026

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $781, price is now $707 per person
$707
per person
Sep 12 - Sep 16
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.6/10 Excellent! (858 reviews)
Property beautiful. Rooms very large. Staff very friendly. The only thing that was odd to me was none of our closets had rods to hang clothes on. We were going to a formal wedding, my husband had a suit and I had a long dress to hang up, but the closets had no rods, and we had 3 closets in our room. Had to hang the suit from a door handle and the long dress from the shower rod!

Reviewed on Jun 28, 2026

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Stay near popular Cuttingsville attractions

Shrewsbury Free Library

After visiting Shrewsbury Free Library, make a plan to see the other sights and activities in Cuttingsville.
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Cuttingsville Hotel Deals

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $143 total per night from Jul 6 to Jul 7
$143 total
Jul 6 - Jul 7
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
"We loved the large beautiful hot tub outside and the firepit. We spent a lot of time there. Staff was amazing food was good."

Reviewed on Jun 23, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $161 total per night from Jun 30 to Jul 1
$161 total
Jun 30 - Jul 1
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"Beautiful "on-mountain" property. Rooms were clean. Plenty of food at breakfast with tons of complimentary water bottles to stay hydrated. JP made our group's stay memorable with his warm hospitality."

Reviewed on Jun 28, 2026

The Mountain Inn at Killington
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$226 nightly
The price is $249 total per night from Jul 1 to Jul 2
$249 total
Jul 1 - Jul 2
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"This is a beautiful hotel with friendly hlpful employees. My only complaint was that the breakfast food was not hot. They need new food warmers. Otherwise a great place."

Reviewed on Jun 28, 2026

On The River Inn
See all 2,339 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.

Find the Best Cuttingsville Vacation Packages

Cuttingsville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)

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Frequently asked questions

How much does a Cuttingsville vacation package cost?
You'll find cheap prices from $637 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 vacation to Cuttingsville costs.
What are the cheapest months to go to Cuttingsville?
If you'd like to snag a cheap Cuttingsville vacation package, consider visiting in April, May and October. You're likely to find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Cuttingsville?
The ideal duration of your Cuttingsville vacation depends on what you'd like to do. Generally, a few days to a week will give you time to tick off all the major attractions and explore some hidden treasures 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 vacation as a package?
An Expedia vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Cuttingsville vacation packages?
Jet off on your perfect escape to Cuttingsville with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.