Rutland Vacations & Trips from $1,258

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Your Rutland Vacation

When the travel bug bites, book a vacation package to Rutland. Get ready to experience walking trails, camping, nature, and more in this vibrant destination. Can't decide what should come first? Oakham is one of the most well-known cities to explore during a trip to Rutland. Expedia is your one-stop shop for planning your Rutland vacation. From flights and accommodations, to rental cars and activities, we're here to help you create a travel experience like no other.

The Latest Rutland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holywell Guest House

Holywell Guest House

4 out of 5
Price was $1,342, price is now $1,258 per person
$1,258
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
10/10 Exceptional! (69 reviews)
Everything was great.

Reviewed on Aug 4, 2025

Bushrah House

Bushrah House

2 out of 5
Price was $2,103, price is now $1,838 per person
$1,838
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
No reviews
Glendale close - Huku Kwetu - 4 Bedroom

Glendale close - Huku Kwetu - 4 Bedroom

2 out of 5
Price was $1,734, price is now $1,588 per person
$1,588
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
No reviews
White Hart Hotel

White Hart Hotel

4 out of 5
Price was $1,361, price is now $1,269 per person
$1,269
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
9/10 Wonderful! (639 reviews)
Beautiful hotel with outstanding decor and fantastic location. The hot weather was an issue in the bedrooms - three rooms were stifling and as a listed building air conditioning was not allowed to be fitted apparently. Hot night and although a small desk fan provided- but had little effect. Food was lovely at breakfast but not all available- service a little slow. Would stay again in the cooler months.

Reviewed on Aug 18, 2025

Hart's Hotel

Hart's Hotel

4 out of 5
Nottingham City Centre
Price was $1,453, price is now $1,356 per person
$1,356
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
9.4/10 Exceptional! (470 reviews)
Staff very friendly Great location

Reviewed on Aug 11, 2025

Rutland Hotel Deals

Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
North Oakham, Oakham, England
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $141 total per night from Sep 7 to Sep 8
$141 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (958 reviews)
"Very beautiful location. My room was very comfortable and tastefully decorated and the view of the lake was amazing. Staff were very helpful, too."

Reviewed on Aug 17, 2025

Rutland Hall Hotel & Spa
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue Exton, Oakham, England
$137 nightly
The price is $164 total per night from Sep 10 to Sep 11
$164 total
Sep 10 - Sep 11
Total with taxes and fees
8.8/10 Excellent! (645 reviews)
"A lovely hotel with a friendly team of staff. Access to the spa was a great bonus. The food was really good and welcome drink a nice surprise. We ate in the restaurant both nights. The Courtyard was a lovely space to take your drink. Good location. I would recommend a stay at this hotel."

Reviewed on Aug 15, 2025

The Barnsdale, Rutland
voco Leicester by IHG

voco Leicester by IHG

4 out of 5
101 Welford Road, Leicester, England
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $85 total per night from Aug 24 to Aug 25
$85 total
Aug 24 - Aug 25
Total with taxes and fees
9/10 Wonderful! (601 reviews)
"Great"

Reviewed on Aug 22, 2025

voco Leicester by IHG
See all 1,646 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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Frequently asked questions

How much does a Rutland vacation package cost?
Starting from just $1,258, a package is your passport to low-priced travel. Create your own Rutland getaway by picking from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Rutland?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all covered. Select a combination that best fits you and see your savings grow. We know a travel package is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties globally, which lets you customize your Rutland adventure.
What are the top hotels in Rutland?
For properties in Oakham with comfy beds and friendly service, you can't beat Brook Whipper-In Hotel and Old White Hart. If you're visiting Stamford as well, you can look forward to a great night's sleep at Holiday Inn Peterborough West, an IHG Hotel or Delta Hotels by Marriott Peterborough.
How far in advance should I book my Rutland vacation?
Reserving your seat early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Rutland sometimes occur just a few weeks before departure.
What does an Expedia Rutland travel package include?
Hotels, flights and rental cars — we have them well covered. With Expedia, you can create your Rutland travel package the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a Rutland travel package?
A package can be easier on the wallet than separately booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save big. Whatever sort of vacation you're planning, there's sure to be a package that best suits your budget.
Can I choose my airline with a Rutland Expedia vacation package?
With a vacation package, you're in charge. Whether you'd like to fly to Rutland in first class or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines throughout the world.
Does Expedia offer Book Now, Pay Later Rutland vacation packages?
If your need to travel has arisen unexpectedly, Expedia can help take the financial strain off your shoulders. Working with online lender Affirm, we provide a Book Now, Pay Later option for all package bookings. It's easy to set up a payment plan for your vacation that works for you.
If I'm not able to travel, can I cancel my Rutland vacation package?
Yes, you can. We get that life happens, so we're happy to help if you need to make changes to your Rutland vacation package. It may be possible to amend or cancel your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.