Rutland Vacations & Trips from $1,005

Book a Hotel + Flight or Car together to unlock savings

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.
Dwell City Living

Dwell City Living

4 out of 5
Nottingham City Centre
Price was $1,052, price is now $1,005 per person
$1,005
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to East Midlands (EMA)
8.8/10 Excellent! (130 reviews)
Cant get fresh air and the aircon was not effective. No toaster to make breakfesy.

Reviewed on Oct 6, 2025

St Mary's Quarters

St Mary's Quarters

4 out of 5
Nottingham City Centre
Price was $1,171, price is now $1,075 per person
$1,075
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to East Midlands (EMA)
9.8/10 Exceptional! (13 reviews)
Only thing that would make it better is a hot tub on the terrace

Reviewed on Jul 13, 2025

Lace Market Hotel

Lace Market Hotel

4 out of 5
Nottingham City Centre
Price was $1,133, price is now $1,045 per person
$1,045
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to East Midlands (EMA)
8.8/10 Excellent! (1,004 reviews)
Excellent location for shopping, restaurants and the Motorpoint Arena. Decor little tired and musty smell but very clean and room was quiet.

Reviewed on Oct 2, 2025

Nottingham Belfry Hotel & Spa

Nottingham Belfry Hotel & Spa

4 out of 5
Price was $1,111, price is now $1,052 per person
$1,052
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to East Midlands (EMA)
8.4/10 Very Good! (1,006 reviews)
This was absolutely a highlight of my trip. Quiet, relaxing, and the food was fantastic.

Reviewed on Oct 1, 2025

The Barn Hotel & Spa

The Barn Hotel & Spa

3 out of 5
Price was $1,091, price is now $1,036 per person
$1,036
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to East Midlands (EMA)
7.6/10 Good! (499 reviews)
The hotel is lovely, and staff very friendly. The bathroom in my room was lovely and new but the main bedroom was dates, pealing paint and damp water marks.

Reviewed on Sep 13, 2025

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
$117 nightly
The price is $140 total per night from Oct 23 to Oct 24
$140 total
Oct 23 - Oct 24
Total with taxes and fees
8/10 Very Good! (972 reviews)
"A1 stay"

Reviewed on Sep 26, 2025

Rutland Hall Hotel & Spa
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue Exton, Oakham, England
$136 nightly
The price is $163 total per night from Nov 6 to Nov 7
$163 total
Nov 6 - Nov 7
Total with taxes and fees
8.8/10 Excellent! (650 reviews)
Another great stay
"Another great stay at the Barnsdale, great setting, great room with benefit of access to the Spar. Bliss will be back"

Reviewed on Sep 21, 2025

The Barnsdale, Rutland
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road, Morcott, Oakham, England
$50 nightly
The price is $60 total per night from Oct 12 to Oct 13
$60 total
Oct 12 - Oct 13
Total with taxes and fees
7.8/10 Good! (754 reviews)
"Staff are freindly and welcoming. They were polite, room was clean and comfortable."

Reviewed on Oct 5, 2025

Redwings Lodge Uppingham
See all 1,672 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 $1,005, 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

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.