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.
Stylish 1BR Flat Next to Hockley

Stylish 1BR Flat Next to Hockley

3 out of 5
Nottingham City Centre
Price was CA $2,196, price is now CA $2,053 per person
CA $2,053
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to East Midlands (EMA)
6.8/10 (3 reviews)
The flat was a good size the reason for the poor review was there was no hot water. It was late 11pm but I had just travelled from London so was late to the property.

Reviewed on May 18, 2026

Student Only Talbot Street

Student Only Talbot Street

2 out of 5
Nottingham City Centre
Price was CA $2,203, price is now CA $2,087 per person
CA $2,087
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to East Midlands (EMA)
No reviews

Spacious & Luxury 2BR Flat in Calverton

Spacious & Luxury 2BR Flat in Calverton

2 out of 5
Price was CA $2,199, price is now CA $2,095 per person
CA $2,095
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to East Midlands (EMA)
No reviews

Comfy 2BR Flat on Hucknall Road

Comfy 2BR Flat on Hucknall Road

2 out of 5
Basford
Price was CA $2,193, price is now CA $2,095 per person
CA $2,095
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to East Midlands (EMA)
No reviews

Ringwood

Ringwood

2 out of 5
Price was CA $2,287, price is now CA $2,188 per person
CA $2,188
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to East Midlands (EMA)
No reviews

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
The price is CA $192 per night from Nov 10 to Nov 11
CA $192
CA $230 total
Nov 10 - Nov 11
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"Had a really lovely time staying here. Lots to do nearby being so close to Rutland water. The food and setting was fabulous! We also enjoyed the pool."

Reviewed on Nov 2, 2026

Rutland Hall Hotel & Spa
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
The price is CA $92 per night from Nov 8 to Nov 9
CA $92
CA $110 total
Nov 8 - Nov 9
includes taxes & fees
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 $173 per night from Nov 24 to Nov 25
CA $173
CA $208 total
Nov 24 - Nov 25
includes taxes & fees
9/10 Wonderful! (750 reviews)
"Helpful staff, basic clean room."

Reviewed on Nov 4, 2026

The Barnsdale, Rutland
See all 2,100 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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Rutland vacation package cost?
Starting from just CA $2,053, 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 sunset over a calm lake with a historic building on the shore.

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 top-notch restaurants or lively bars 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.