Ripton Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Jennifer Brokaw

Top hotels in Ripton

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.567.783 ₫ per night from 27 Jul to 28 Jul
3.567.783 ₫
3.924.561 ₫ total
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Beautiful inside and out, very clean with everything you need in one location. Live Jazz in the tavern and a concert on the town green across the street. Enjoyed sitting on the beautiful front porch enjoying our morning coffee."

Reviewed on 17 Jul 2026

Middlebury Inn
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
The price is 3.189.739 ₫ per night from 16 Aug to 17 Aug
3.189.739 ₫
3.476.816 ₫ total
16 Aug - 17 Aug
includes taxes & fees
My Place Hotel-Randolph VT
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.993.081 ₫ per night from 20 Jul to 21 Jul
3.993.081 ₫
4.392.390 ₫ total
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (581 reviews)
"Great convenient property. Clean and staff was pleasant."

Reviewed on 12 Jul 2026

Courtyard Middlebury
See all 913 properties in Ripton
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.

Stay near popular Ripton attractions

Skylight Pond Trailhead

You can take time to visit Skylight Pond Trailhead during your travels to Ripton. You can enjoy the restaurants while in the area.
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Frequently asked questions

How much does a Ripton holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Ripton costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Ripton?
To pick up cheap Ripton holiday packages, plan your trip outside of peak periods such as school holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Ripton?
Usually, a handful of days is enough for a Ripton holiday. With a detailed itinerary, you can see all the popular attractions such as Rikert Nordic Centre, as well as explore some hidden gems along the way.
Is it worth booking a holiday package to Ripton?
Ripton is a good holiday destination with attractions like Robert Frost Wayside Trail among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Ripton holiday promises a good time for everyone.
How to find the best Ripton package deals?
Finding a cheap Ripton package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Ripton package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Ripton holiday as a package?
You can enjoy significant savings on your Ripton getaway by booking a personalised holiday package. Check the "Package" heading, then enter your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Ripton?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Ripton getaway.
How to plan a trip to Ripton?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Ripton.
  2. Plan your budget wisely: In addition to the price of your hotel, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Ripton.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Ripton. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodation: Once you've settled on your trip dates and duration, lock in the ideal Ripton holiday package for you.

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