Headington Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Headington Vacation
Say bye-bye to planning worries and hello to a Headington vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Jericho, which is great for dining, bars and pubs and distilleries and craft breweries. If sightseeing is on the cards during your trip to Headington, stop by top attractions like Christ Church College, Oxford University Museum of Natural History and Ashmolean Museum. Don't delay visiting this destination any longer. Your perfect Headington vacation is a few clicks away with Expedia.
Top Holiday Package Deals in Headington
Price found within the past 48 hours. Click for updated prices.
Leicester House Hotel
London City Centre
CA $2,812
per person
Nov 18 - Nov 24
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to London (LHR)
8.8/10 Excellent! (82 reviews)
Very comfortable and clean in an incredible location! Staff was very helpful.
Reviewed on Oct 15, 2026
Where to stay in Headington
Find the best Headington areas and neighborhoods for the activities you enjoy most. Learn more about Headington
Oxford City Centre
8 out of top 10 points of interest in this area
Museums, historic sites, and theaters are just a few things travelers enjoy about Oxford City Centre. Check out Covered Market or New Theatre Oxford while you're exploring the area.
East Oxford
If you're spending some time in East Oxford, Iffley Road Track and River Thames are top sights worth seeing.
North Oxford
When in North Oxford, you can plan a visit to Oxford University Museum of Natural History and Ashmolean Museum, some noteworthy sights in the nearby area.
South Oxford
While visiting South Oxford, you might make a stop by sights like Thames Path and River Thames.
Jericho
Though Jericho might not have many top sights, you can venture to the surrounding area to see attractions like Oxford Playhouse and Ashmolean Museum.
Headington Hotel Deals
Red Mullions Guest House
23 London Road Oxford England
Fully refundableReserve now, pay when you stay
CA $139
CA $167 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (354 reviews)
"Clean and friendly"
Reviewed on Oct 15, 2026
Mount Pleasant Hotel
76 London Rd Oxford England
Fully refundableReserve now, pay when you stay
CA $83
CA $99 total
Oct 25 - Oct 26
includes taxes & fees
Conifers Guest House
116 The Slade Oxford England
Fully refundableReserve now, pay when you stay
CA $136
CA $163 total
Nov 6 - Nov 7
includes taxes & fees
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.
Frequently asked questions
How much does a Headington vacation package cost?
Offering great value package deals from CA $1,258 on Expedia, you'll be pleasantly surprised at how much a vacation to Headington costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Headington?
December, January and February are the best times to search for cheap Headington vacation packages. Opting to travel in less busy months means you can generally find lower prices on accommodations and flights.
How many days is enough for Headington?
With around 2 days, you'll have plenty of time to experience popular neighbourhoods like Oxford City Centre and Sandford-on-Thames during your Headington vacation. Be sure to also add Ashmolean Museum and Kassam Stadium to your sightseeing list. In the mood for more adventures? Consider venturing outside of Headington on day trips and tours.
How to find the best Headington package deals?
Start your search for a Headington package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Headington package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Headington escape underway.
Is it cheaper to book a Headington vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can tailor your Headington escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Headington?
If you're considering an impromptu Headington trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Headington?
- Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Headington.
- Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Headington.
- Decide your trip length: Think about how long you want to spend exploring Headington. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Headington vacation package that brings all your bookings together.
Stay near popular Headington attractions
Headington Shark
Learn about the local history of Oxford when you spend time at Headington Shark. While you're in the area, stroll along the riverfront.
Oxford Brookes University
8.8/10 (205 reviews)
Explore the campus of Oxford Brookes University, during your travels in Oxford. While you're in the area, stroll along the riverfront.
South Park
South Park is just one of the places to see in Oxford, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the riverfront.
C.S. Lewis's Grave
Enjoy a stop at C.S. Lewis's Grave, a landmark worth seeing in Oxford. Experience the area's live music and theater scene.
Things to do
Oxford: University and City Walking Tour with College entry
CA $52
per adult
88% of travellers recommend
Morse, Lewis and Endeavour Walking Tour of Oxford
CA $49
per adult
96% of travellers recommend
Oxford: Evening Sightseeing River Cruise with a Cocktail
CA $49
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.