A winding road surrounded by autumn foliage.

Rutland Holidays from £983

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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.
  • 26 Dec - 29 Dec

    My Place Hotel-Randolph VT + Flight

    Randolph Center
    3 nights
    2.0 star property
    9.4/10 - Exceptional (639 reviews)
    Return • London (LHR) - Rutland (RUT)
    LHR - ALB • 1 stop ALB - LHR • 1 stop
    £1,027
    £983
    per traveller
    found 1 day ago
    My Place Hotel-Randolph VT
  • 26 Dec - 29 Dec

    Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight

    Brownsville
    3 nights
    3.0 star property
    9.0/10 - Wonderful (898 reviews)
    Return • London (LHR) - Rutland (RUT)
    LHR - ALB • 1 stop ALB - LHR • 1 stop
    £1,298
    £1,137
    per traveller
    found 1 day ago
    Holiday Inn Club Vacations Mount Ascutney Resort by IHG
  • 26 Dec - 29 Dec

    Lake Bomoseen Lodge + Flight

    Bomoseen
    3 nights
    3.5 star property
    9.4/10 - Exceptional (1,001 reviews)
    Return • London (LHR) - Rutland (RUT)
    LHR - ALB • 1 stop ALB - LHR • 1 stop
    £1,055
    £1,021
    per traveller
    found 1 day ago
    Lake Bomoseen Lodge
  • 26 Dec - 29 Dec

    Emrose Luxury Cabins + Flight

    Brandon
    3 nights
    2.0 star property
    8.8/10 - Excellent (206 reviews)
    "We were not given the right type of room. Different from search to reservation to actual room. Promotes fireplaces in the photos, but not in all rooms. The room looked clean, but it did not look well maintained. Certainly not “romantic” as the room name or photos promoted. The photos in Expedia were MUCH nicer than the real room. They were not helpful to get a refund. Very poor service. Not thrilled with Expedia in using our cancelation insurance either. Up to use to fight with the insurance..."
    Reviewed November 5, 2026
    Return • London (LHR) - Rutland (RUT)
    LHR - ALB • 1 stop ALB - LHR • 1 stop
    £1,128
    £1,103
    per traveller
    found 1 day ago
    Emrose Luxury Cabins

Discover the most popular places to visit in Rutland

Rutland Hotel Deals

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.

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.