Middletown Springs Vacations from $416

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Your Middletown Springs Vacation

Our vacation packages to Middletown Springs give you the power to customize your own adventure. Tailor your journey to your interests and style and make every moment count in this wonderful city. Looking for some sightseeing tips for your trip to Middletown Springs? Lake Saint Catherine and Lake Saint Catherine State Park are two of the main attractions here. Don't delay exploring this city any longer. Your perfect Middletown Springs vacation is a few quick clicks away with Expedia.

The Latest Middletown Springs vacation packages

Price found within the past 48 hours. Click for updated prices.
Four Columns Inn

Four Columns Inn

4 out of 5
Price was $538, price is now $416 per person
$416
per person
Dec 25 - Dec 28
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
19.2/10 Exceptional! (9 reviews)
Great staff, fabulous rooms - spacious and loved the fireplace! Such a lovely spot - sitting on the porches and walking by the river was lovely. I can’t wait to go back!

Reviewed on Nov 12, 2025

Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $4,596, price is now $3,649 per person
$3,649
per person
Dec 25 - Dec 28
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
No reviews
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,325, price is now $1,063 per person
$1,063
per person
Dec 24 - Dec 28
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
17.6/10 Exceptional! (880 reviews)
Large, clean room with nice view. Unique.

Reviewed on Nov 9, 2025

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $2,162, price is now $1,760 per person
$1,760
per person
Jan 15 - Jan 18
found 1 hour ago
Roundtrip flight included
Miami (MIA) to Rutland (RUT)
No reviews
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $948, price is now $787 per person
$787
per person
Jan 5 - Jan 9
found 22 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
18.4/10 Exceptional! (937 reviews)
Will get bfast in the morning

Reviewed on Nov 15, 2025

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Middletown Springs 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
$147 nightly
The price is $161 total per night from Nov 20 to Nov 21
$161 total
Nov 20 - Nov 21
Total with taxes and fees
7.2/10 Good! (1,004 reviews)
Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!

Reviewed on Nov 5, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Dec 10 to Dec 11
$128 total
Dec 10 - Dec 11
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
Clean, great steak house by the hotel

Reviewed on Nov 3, 2025

Comfort Inn Rutland - Killington
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
$156 nightly
The price is $172 total per night from Nov 16 to Nov 17
$172 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (937 reviews)
Room was very clean, linens seemed new, shower was excellent with lots of hot water, bathroom redone. The beds were a little soft but I have a bad back so it might not be a problem for you. The location is as close to the mountain without actually being a mountain property. Older place, so don't ...

Reviewed on Nov 10, 2025

The Mountain Inn at Killington
See all 2,272 properties in Middletown Springs
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 Middletown Springs Vacation Packages

Middletown Springs Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Top Sights
Paramount Theater, Lake Saint Catherine State Park and Green Mountain Rock Climbing Center

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Frequently asked questions

How much does a Middletown Springs vacation package cost?
Offering great value package deals from $416 on Expedia, you'll be pleasantly surprised at how much a vacation to Middletown Springs costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Middletown Springs?
You're likely to find lower prices and greater availability in April, May and October. Browse our cheap Middletown Springs vacation packages and you could score some excellent off-season deals.
How many days is enough for Middletown Springs?
Generally, a handful of days is enough to tick off the main sights during your Middletown Springs vacation. But if you want to have more time to unwind or go on day trips, think about extending your trip.
How to find the best Middletown Springs package deals?
Bagging a cheap Middletown Springs package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Middletown Springs package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Middletown Springs vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Middletown Springs vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Middletown Springs?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Middletown Springs trip.
Does Expedia offer Book Now, Pay Later Middletown Springs vacation packages?
Secure your dream getaway to Middletown Springs with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up cheap 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.