Rutland Vacations & Trips from $771

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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.
OYO Ivy Hotel

OYO Ivy Hotel

2.5 out of 5
Price was $860, price is now $771 per person
$771
per person
Feb 12 - Feb 18
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to East Midlands (EMA)
13.6/10 Exceptional! (89 reviews)
Room was okay could have been cleaner, furniture had seen better days but the bed was comfy. The room was cold with radiators on full there was no heat coming out. Staff were friendly checked us in we went to room but it was still occupied we went back to the reception and the rectified this and moved us to a new room within 10minutes.

Reviewed on Nov 17, 2025

Skegness The Royal Hotel

Skegness The Royal Hotel

3.5 out of 5
Price was $984, price is now $871 per person
$871
per person
Feb 12 - Feb 18
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to East Midlands (EMA)
14/10 Exceptional! (55 reviews)
We really enjoyed our stay, our room was clean and even had a little extra heater provided which was a nice touch. Everywhere was clean, the breakfast was delicious and cooked lovely. The bar was very nice too with board games and a nice selection of drinks. Staff very pleasant and friendly. Would recommend and would stay again. Thank you!

Reviewed on Oct 27, 2025

Supreme Inn Boston

Supreme Inn Boston

3 out of 5
Price was $925, price is now $826 per person
$826
per person
Feb 12 - Feb 18
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to East Midlands (EMA)
13.2/10 Exceptional! (70 reviews)
Parking good. Free. Room was clean. Very basic, but that's reflected on price.

Reviewed on Nov 10, 2025

For Student Only Reynard House in Leicester

For Student Only Reynard House in Leicester

3 out of 5
Leicester City Centre
Price was $969, price is now $870 per person
$870
per person
Feb 12 - Feb 18
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to East Midlands (EMA)
20/10 Exceptional! (1 review)
Tennyson

Tennyson

4 out of 5
Price was $898, price is now $816 per person
$816
per person
Feb 12 - Feb 18
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to East Midlands (EMA)
17.2/10 Exceptional! (503 reviews)
The whole hotel was spotless ill be staying again

Reviewed on Oct 29, 2025

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Find the Best Rutland Vacation Packages

Rutland Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
East Midlands Airport (EMA)

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
$127 nightly
The price is $152 total per night from Nov 23 to Nov 24
$152 total
Nov 23 - Nov 24
Total with taxes and fees
8/10 Very Good! (991 reviews)
Apartment really good, although the life only went to the floor below. Terrible check in and out service.

Reviewed on Nov 14, 2025

Rutland Hall Hotel & Spa
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
Fully refundableReserve now, pay when you stay
$48 nightly
The price is $58 total per night from Nov 23 to Nov 24
$58 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (764 reviews)
Excellent room staff very friendly

Reviewed on Nov 13, 2025

Redwings Lodge Uppingham
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue Exton Oakham England
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $138 total per night from Nov 23 to Nov 24
$138 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (656 reviews)
Staff were great. Food was excellent.

Reviewed on Nov 13, 2025

The Barnsdale, Rutland
See all 1,686 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Rutland vacation package cost?
Starting from just $771, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.