Rutland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Zelio Coelho

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Rutland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
voco Leicester by IHG

voco Leicester by IHG

4 out of 5
Price was CA $1,396, price is now CA $1,388 per person
CA $1,388
per person
Sep 17 - Sep 23
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to East Midlands (EMA)
9.2/10 Wonderful! (936 reviews)
Room had been prebooked and paid for, hotel had been called and car parking booked in advance. On arriving at the hotel the car park barrier was being repaired with gaffer tape and we were instructed to park on double yellows. On attempting to check in we were told the hotel was fully booked and they didn't have the room that had been booked. They next found us a room at a lower grade and offered free car parking as compensation. They then told us the room hadn't been paid for and I had to show them the receipt of payment which I had. Finally went put to put cases in the room and left to explore Leicester. On returning we got to the car park to find no car parking spaces free. When attempting to take a shower the water in kept turning off. At breakfast we were informed we had 30mins before the dinning area closed, so we picked up food and tried to get coffee. Both coffee machines were broken and took over 30mins to get working again. Yes by this time breakfast was cold and the food counters were closed. Not long after we were kicked out of the dining area.

Reviewed on Jul 5, 2026

Rutland Hotel Deals

Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
Fully refundableReserve now, pay when you stay
The price is CA $75 per night from Jul 12 to Jul 13
CA $75
CA $90 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (805 reviews)
"The property overall was disgustingly dirty !! It needs to be completely gutted and renovated. Nail/toe nail clippings on the sofa bed. All the material on the sofa cushions was tourn and ripped. The pull out mattress also had rips in it. Carpet was thick with animal hair , bed had long clumps of ..."

Reviewed on Jul 5, 2026

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
The price is CA $214 per night from Aug 4 to Aug 5
CA $214
CA $257 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (712 reviews)
"We had a very nice room for three nights. Bed was comfortable. A bit of noise from a wedding as we faced the car park. We ate twice in the restaurant and the food was delicious. We used the pool one day but there was confusion as to whether there was a charge for this. Would stay again."

Reviewed on Jul 4, 2026

The Barnsdale, Rutland
Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
North Oakham Oakham England
The price is CA $241 per night from Jul 23 to Jul 24
CA $241
CA $289 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Overall the property and grounds are lovely, although I was there for a wedding so didn't have much time to explore and enjoy them properly. I also didn't use the spa so can't comment on that. The weekend was hot (but not heatwave) and the rooms were incredibly hot. There is no AC in the bedrooms ..."

Reviewed on Jul 3, 2026

Rutland Hall Hotel & Spa
See all 1,922 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
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Frequently asked questions

How much does a Rutland vacation package cost?
Starting from just CA $1,388, a package is your passport to cheap travel. Put together your Rutland escape by picking from our great range of hotels, airfares and rental cars.
How do I get a cheap travel package to Rutland?
You'll save tons of cash if you combine your flights, hotels and car rentals into a Rutland vacation package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 hotels throughout the world, so you'll always have plenty of variety to choose from. Want to save even more? Add some popular activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
What are the top hotels in Rutland?
When it comes to properties in Oakham, Rutland Hall Hotel and The Wisteria Hotel are two fantastic options. If you're visiting Stamford, Delta Hotels by Marriott Peterborough and Crown Hotel Stamford will make you feel right at home.
How far in advance should I book my Rutland vacation?
It's difficult to pick the perfect time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you're booking last minute, don't fret. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Rutland travel package include?
Hotels, flights and rental cars, or any combination of them — it's your pick! Whether you're headed to Rutland with the entire family or traveling by yourself, there's a bundle to match every style and budget. Once you've made your booking, why not add on some tours or activities?
What should I know before booking a Rutland travel package?
You can save a tidy sum by bundling your flights, hotels and rental cars. Once you've made your booking, you can add on things like activities or tours. Your next awesome vacation is only a few clicks away.
Can I choose my airline with a Rutland Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you certainly can. Just pick your preferred carrier and craft your ideal Rutland getaway.
If I'm not able to travel, can I cancel my Rutland vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel and rebook your Rutland vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, airline or hotel may charge a fee. Want more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Stay near popular Rutland attractions

A historic building on an island in a body of water, with a seagull flying overhead.
Photo by Tony Hicks
Open Photo by Tony Hicks

Rutland Water Nature Reserve

9.2/10 (240 reviews)
Commune with nature and explore the great outdoors at Rutland Water Nature Reserve during your travels in Oakham. Check out the lively bars or top-notch restaurants in this relaxing area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.