Chittenden Holidays from £1,127

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Your Chittenden Holiday

The exciting city of Chittenden is calling your name. Delve into everything from its highlights to its hidden gems with a Chittenden holiday package that's custom made for you. Make your trip to Chittenden even more fun and exciting by going sightseeing. Appalachian Trail Adventures, Green Mountain National Golf Course and New England Maple Museum are some of the big attractions worth exploring. A few clicks is all it takes to create your perfect Chittenden holiday on Expedia.

Top Chittenden Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was £1,229, price is now £1,127 per person
£1,127
per person
16 Jan - 23 Jan
found 1 day ago
Return direct flight included
London (LON) to Rutland (RUT)
9.4/10 Exceptional! (608 reviews)

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was £3,523, price is now £2,866 per person
£2,866
per person
16 Jan - 23 Jan
found 1 day ago
Return flight included
London (LON) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on 28 Jan 2026

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was £3,251, price is now £2,677 per person
£2,677
per person
16 Jan - 23 Jan
found 1 day ago
Return flight included
London (LON) to Rutland (RUT)
No reviews

Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was £1,364, price is now £1,155 per person
£1,155
per person
5 Dec - 8 Dec
found 11 hours ago
Return flight included
Manchester (MAN) to Rutland (RUT)
9.2/10 Wonderful! (79 reviews)
Beautiful setting on Lake George. I chose The Chateau because I was going to a conference at Sagamore Resort. The Chateau is less expensive and a short 5 minute drive away. The room is lovely and the bed is very comfortable. The gas 'fireplace' was very cozy. I used the iron and ironing board. I appreciated the complimentary sparkling water. I wish the privacy blinds on the French doors were on the inside of the room because the balcony is shared with another room. (Another guest could potentially open the blinds and peer into this room.) The summer season was over in October during my stay. The staffing shortages meant I could not reach anybody by phone or website chat before my stay even though I left voicemail and my personal email. Everything worked out ok and I was able to 'check in' myself.

Reviewed on 14 Oct 2026

Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Price was £2,110, price is now £1,928 per person
£1,928
per person
16 Jan - 23 Jan
found 1 day ago
Return flight included
London (LON) to Rutland (RUT)
10/10 Exceptional! (48 reviews)
Just love this place. Stayed twice. Julie and Mike are such lovely hosts. So down to earth and make you so welcome. Lots of wee special touches and a lovely varied breakfast. Lots of fantastic travel advice too.

Reviewed on 20 Oct 2026

Chittenden Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
1,250
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Pico Mountain at Killington Ski Resort, Killington Peak and Paramount Theatre

Top hotels in Chittenden

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
195 Mountain Top Road Chittenden VT
Fully refundableReserve now, pay when you stay
The price is £246 per night from 9 Nov to 10 Nov
£246
9 Nov - 10 Nov
includes taxes & fees
The Mountain Top Inn & Resort
Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn

Chittenden VT
10/10 Exceptional! (58 reviews)
"Our daughter was getting married at the Mountain Top Resort and we rented this home in addition to the accommodations provided by the resort. It was just what we needed to house our family in comfort and size. The house is beautiful, comfortable and has everything we needed for our stay. Thank you, ..."

Reviewed on 12 Oct 2026

Get rates
Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundable
The price is £102 per night from 2 Dec to 3 Dec
£102
2 Dec - 3 Dec
includes taxes & fees
Comfort Inn Rutland - Killington
See all 1,993 properties in Chittenden
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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Stay near popular Chittenden attractions

Lefferts Pond

Tucked within Vermont's Green Mountain National Forest, Lefferts Pond offers 55 acres of motorboat-free tranquility. Kayak while watching for moose, otters, and warblers in this peaceful wilderness retreat.
See properties

Frequently asked questions

Why should I book my Chittenden holiday with Expedia?
Expedia has your back for all aspects of your next Chittenden trip. You'll always get the best deal possible, but when you bundle your airfares, accommodation and/or car hire into a holiday package, you'll get even more savings. Looking to really make the most of your stay? Add some awesome tours and activities to your package. We offer flexible cancellation policies on almost all bookings, so you won't need to stress if you have to change your plans. Head over to our Customer Service Portal link to learn more.
When is the best time of year to holiday in Chittenden?
November, December and January are the busiest months in Chittenden, while April, May and June are generally a lot quieter. With average daytime temperatures of -7ºC, January is the coolest month in Chittenden. The warmest time of year is July, when you can experience average temperatures of 19ºC throughout the day. Whatever the weather, you'll discover loads to keep you occupied here.
What is the top hotel for my holiday in Chittenden?
Create unforgettable memories in Chittenden by choosing Mountain Sports Inn as your home-away-from-home and gateway to fun and adventure.
How do I get a cheap holiday to Chittenden?
Our Chittenden holidays offer plenty of savings for the savvy explorer. For the best deal, simply bundle your flights, hotels and extras (including activities). But low prices are just the beginning of your next epic adventure. When you book with Expedia, and you'll have over 400 airlines and 321,000 hotel options worldwide to choose from. Whatever your style or budget, there's a holiday here just for you. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Chittenden holiday?
Offering top attractions such as Pico Mountain at Killington Ski Resort and Paramount Theatre, a holiday in Chittenden is packed with fun things to see and do. Pico Peak and Rutland Regional Medical Centre are two other sights worth checking out.
What is the best area to stay in when on holiday in Chittenden?
If you're interested in visiting Lefferts Pond, save yourself the hassle of commuting and stay nearby. It's one of the best attractions in Chittenden.
Do I need a visa for my Chittenden holiday?
Visa requirements for Chittenden vary based on your nationality and reason for your visit. Check official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures or any supporting documentation you might need. Research your visa requirements in advance to ensure a smooth travel experience. Finally, make sure your passport has at least six months validity from the date of your return.
What should I wear on my Chittenden holiday?
Although everyone's style varies, it can help to have a few guidelines for what type of clothes to bring on your holiday in Chittenden. Think about browsing social media before you head off for inspiration on local fashion trends. Daytime temperatures in January, Chittenden's coolest month, average around -7ºC. July marks this destination's warmest month when the average daily temperature reaches 19ºC. Our top piece of advice? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Chittenden holiday include?
Expedia has all you need to plan your Chittenden getaway, but how you structure your package is up to you. Choose from a combination of flights, hire cars and hotels. Looking for some tours or experiences to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a holiday package to meet your needs. Discover a wide range of property types and pick one that matches your travel needs. The most popular holiday rentals here are private holiday homes and cabins. With Expedia, you can easily design your Chittenden escape any way you like.
Does Expedia offer Book Now, Pay Later Chittenden holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: If paying across multiple transactions works for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • No-deposit holidays: Clicking the "book now" button is easier with this option. With no deposit required for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Chittenden Expedia holiday?
Yes, of course. We offer more than 400 partner airlines around the world, so select the carrier that's a good fit for your travel preferences.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.