Rutland Vacations & Trips from $1,257

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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.
Tennyson

Tennyson

4 out of 5
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to East Midlands (EMA)
8.8/10 Excellent! (468 reviews)
The beds were very comfortable and there was plenty of space in the room It is situated on quite a busy road but I had earplugs so not a problem. The breakfast is left in your room for you to take to the shared kitchen and prepare, I hadn't seen that before but there was more than enough food. Overall very satisfactory.

Reviewed on Jun 6, 2025

Mornington Crescent House

Mornington Crescent House

3.5 out of 5
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to East Midlands (EMA)
No reviews
Denstone House

Denstone House

3 out of 5
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to East Midlands (EMA)
No reviews
St Mary's Quarters

St Mary's Quarters

4 out of 5
Nottingham City Centre
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to East Midlands (EMA)
9.6/10 Exceptional! (9 reviews)
Only thing that would make it better is a hot tub on the terrace

Reviewed on Jul 13, 2025

Drapers Bridge

Drapers Bridge

3 out of 5
Nottingham City Centre
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to East Midlands (EMA)
No reviews

Find the Best Rutland Vacation Packages

Rutland Hotel Deals

Rutland Hall Hotel

Rutland Hall Hotel

4 out of 5
North Oakham, Oakham, England
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $138 total per night from Aug 17 to Aug 18
$138 total
Aug 17 - Aug 18
Total includes taxes and fees
8.2/10 Very Good! (948 reviews)
Relaxing weekend break
"Very enjoyable. Fantadtic Grservice, every person we had contact with was polite friendly and welcoming."

Reviewed on Jul 31, 2025

Rutland Hall Hotel
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue Exton, Oakham, England
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $131 total per night from Aug 31 to Sep 1
$131 total
Aug 31 - Sep 1
Total includes taxes and fees
8.8/10 Excellent! (642 reviews)
"Good location Friendly helpful staff Fabulous food Nice calm atmosphere"

Reviewed on Jul 22, 2025

The Barnsdale, Rutland
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road, Morcott, Oakham, England
7.8/10 Good! (731 reviews)
"Looks like it was once a Travelodge so good basic facilities which have been kept clean and it includes a continental style breakfast."

Reviewed on Jul 26, 2025

Get rates
Redwings Lodge Uppingham
See all 1,645 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 $1,257, 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.