Rutland Holidays from £1,113

Book a Hotel + Flight or Car together to unlock savings

Your Rutland Holiday

Pick a Rutland holiday package and focus on what counts — having fun. This means no more planning headaches, just lots more time to immerse yourself in the delights of this interesting city, such as its laid-back lifestyle and spectacular views. A trip to Rutland is a great opportunity to take in the sights. Be sure to stop by big-name attractions such as Paramount Theatre, Vermont State Fairgrounds and Rutland Country Club. Don't put off your visit to this destination any longer. Your ultimate Rutland holiday is only a few clicks away with Expedia.

Top Rutland Flight + Hotel Deals

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

Brandon Inn

3 out of 5
Price was £1,120, price is now £1,113 per person
£1,113
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Rutland (RUT)
8.8/10 Excellent! (647 reviews)
The food at the hotel was great. Very friendly staff. Pool was great. Very old. Floors were a bit creaky. The bathroom was okay. The bathtub was very old fashioned. Be careful when getting out. It is dangerous, I almost tripped. Warning the bathtub is very steep. The cold water knob was loose so they had to fix it in the bathtub. That was the only downside. Overall the hotel was a great stay. Very peaceful. Breakfast not the greatest. Go to Mae's place, right outside near the hotel. That place has eggs, bacon, waffle, french toast, pancakes. The good breakfast you want with fresh Vermont pure maple syrup. A few doors down there is a gourmet place where you can get great coffee. There chai latte is great. The pizza is amazing. The food in Vermont is not very salty compared to NYC. I enjoyed my stay for sure and I had stayed an extra day. Would definitely go back. Just wish the bathtub and shower were more modern. Overall the hotel is beautiful and well maintained.

Reviewed on 13 Jul 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was £1,308, price is now £1,251 per person
£1,251
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Rutland (RUT)
9.4/10 Exceptional! (947 reviews)
We stayed at the Maple Cottage and enjoyed the beautiful view of the lake. My family and pup had a great stay, and the staff was very helpful. We’d be happy to come back!

Reviewed on 7 Jul 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was £1,379, price is now £1,325 per person
£1,325
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Rutland (RUT)
9/10 Wonderful! (62 reviews)
Very quiet location secluded and peaceful. Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later. It's a unique place, space is good, lots of amenities to cook and eat. Two bathrooms. Two showers. Lots of hot water and strong water pressure. Most of the unit is updated and modern. However it's tired, worn and dirty. The sofa was covered in dog hair, not just a little bit. It was all over our socks, clothing and floating around. The bathroom shower needed cleaning, walls needed wiping, carpet on stairs all stained and dirty. It you are used to hotels this will disappoint you.

Reviewed on 10 May 2026

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was £1,212, price is now £1,173 per person
£1,173
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Rutland (RUT)
10/10 Exceptional! (1 review)
Great place, friendly owners. I will be coming back.

Reviewed on 11 Jul 2026

Rutland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
15,800
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Pico Mountain at Killington Ski Resort, Killington Peak and Paramount Theatre

Top hotels in Rutland

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundable
The price is £100 per night from 28 Jul to 29 Jul
£100
28 Jul - 29 Jul
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Staff was very friendly. The room was very clean and the breakfast was very nice overall always a very pleasant stay"

Reviewed on 9 Jul 2026

Comfort Inn Rutland - Killington
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd Rutland VT
Fully refundableReserve now, pay when you stay
The price is £110 per night from 28 Jul to 29 Jul
£110
28 Jul - 29 Jul
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Great place to stay Very clean and close to a lot of stores breakfast was good clean room staff was great parking was free and great"

Reviewed on 13 Jul 2026

Hampton Inn Rutland
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
Fully refundableReserve now, pay when you stay
The price is £107 per night from 19 Jul to 20 Jul
£107
19 Jul - 20 Jul
includes taxes & fees
6.8/10 (1,003 reviews)
"Room was very clean and the bed was very comfortable"

Reviewed on 12 Jul 2026

Days Inn by Wyndham Rutland/Killington Area
See all 2,730 properties in Rutland
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 Rutland attractions

Paramount Theater

8.6/10 (46 reviews)
This 1914 Victorian-style opera house features gold leaf details and a grand proscenium arch in an intimate setting. Experience live performances from concerts to theatre in this beautifully restored historic venue.
See properties

Frequently asked questions

Why should I book my Rutland holiday with Expedia?
Choose Expedia to arrange your next break easily and all in the same place. Our insider tip for landing an unbeatable deal on a Rutland retreat? Bundle your airfares, hotel and/or car hire into a package holiday. Then add a couple of fun tours and activities. Many bookings also have flexible cancellation policies, so there's no need to worry if you have to switch up your travel agenda. Round-the-clock help with changing and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Rutland?
If you enjoy the excitement that comes with peak season, visit Rutland in November, December and January. Travelling during the quieter months of April, May and June will help you avoid the crowds. To give you an idea of what type of weather to expect, the average temperature during the day in January, the coolest month in Rutland, is -6ºC. The warmest month here is July, when temperatures average 20ºC.
What is the top hotel for my holiday in Rutland?
Mountain Sports Inn is an ideal base for an exciting holiday in Rutland, offering all the amenities you'll need and more.
How do I get a cheap holiday to Rutland?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and hire cars — we've got them all. Pick the combination that suits your style and watch your savings grow. We know holidays are never a one-size-fits-all. That's why we offer over 400 air carriers and 321,000 hotel options from all over the world, which lets you customise your Rutland holiday your way. 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 Rutland holiday?
With must-visit attractions such as Pico Mountain at Killington Ski Resort and Killington Peak, a holiday in Rutland is full of exciting things to do and see. Paramount Theatre and Killington Adventure Centre are two other sights also worth exploring.
What is the best area to stay in when on holiday in Rutland?
A trip to Rutland isn't complete without seeing Paramount Theatre. Why not book a stay near this popular tourist attraction?
Do I need a visa for my Rutland holiday?
Look up the most up-to-date information on official government websites. Your nationality and whether you're visiting for business, study or leisure will determine if you'll need a visa for Rutland. Get familiar with the application process, including the required documentation, fees and turnaround times. Start your application well in advance to allow plenty of time for processing. Some visas may take weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Rutland holiday?
Though everyone's style varies, it can be helpful to have some guidelines for what kind of clothes to wear on your holiday in Rutland. We recommend looking up social media before you leave so you can blend in like a local. Have a look at the local weather forecast so you can pack your bags accordingly. The warmest time of year in Rutland is July, with average daytime temperatures of 20ºC. If you're visiting during the coolest month of January, the mercury hovers around -6ºC during the day.
What does an Expedia Rutland holiday include?
Hotels, flights and hire cars — we've got them all. With Expedia, you can create your Rutland package the way you want. All you have to do is determine exactly what you need. Once you've made your booking, why not add extras like tours and activities? The more you bundle, the more you save! Expedia features all sorts of properties, with the most sought after in Rutland including private holiday homes and apartments. With Expedia, you'll always enjoy the freedom and flexibility to customise your holiday any way you want.
Does Expedia offer Book Now, Pay Later Rutland holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in instalments. Simply pick the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all types of budgets, so you can lock in that well-deserved holiday sooner.
  • No-deposit holidays: If not paying ahead of time for your trip makes pressing that "book now" button easier, choose a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Rutland Expedia holiday?
Yes — that's the beauty of an Expedia holiday package. You're in charge! We have more than 400 airline partners around the world, so you have lots of choice when planning your Rutland getaway.

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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.