Headington Holidays

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Our guide on where to stay in Headington

Find the best Headington areas and neighborhoods for the activities you enjoy most. Learn more about Headington
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Oxford City Centre

8 out of top 10 points of interest in this area
4.5/5(16 area reviews)

Museums, historical sites and theatres are some highlights of Oxford City Centre. Make a stop by Covered Market or New Theatre Oxford while you're exploring.

Find hotels in Oxford City Centre

Our pick of the best Headington Hotel Deals

Mount Pleasant Hotel

Mount Pleasant Hotel

3 out of 5
76 London Rd, Oxford, England
Fully refundableReserve now, pay when you stay
The price is NZ$141 per night from 16 Nov to 17 Nov
NZ$141
16 Nov - 17 Nov
includes taxes & fees
7.8/10 Good! (175 reviews)
Clean room

Reviewed on 4 Nov 2025

Mount Pleasant Hotel
Oxford Guest House

Oxford Guest House

4 out of 5
228 London Road, Headington, Oxford, England
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 4 Dec to 5 Dec
NZ$153
4 Dec - 5 Dec
includes taxes & fees
8.8/10 Excellent! (170 reviews)
Comfy beds, clean rooms, good breakfast selection, lovely bathroom.

Reviewed on 7 Nov 2025

Oxford Guest House
Red Mullions Guest House

Red Mullions Guest House

4 out of 5
23 London Road, Headington, Oxford, England
Fully refundableReserve now, pay when you stay
The price is NZ$220 per night from 22 Nov to 23 Nov
NZ$220
22 Nov - 23 Nov
includes taxes & fees
9.2/10 Wonderful! (296 reviews)
Clean large room, nice breakfast, covenient location, parking.

Reviewed on 28 Oct 2025

Red Mullions Guest House
See all 1,905 properties in Headington
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 holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Headington costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Headington?
You're likely to find reduced prices and better availability in December, January and February. Take a look at our cheap Headington holiday packages and you could land some great off-season deals.
How many days is enough for Headington?
Generally, a handful of days is enough to see the top attractions during your Headington holiday. However, if you want to have some time to chill out or take day trips, think about extending your itinerary.
How to find the best Headington package deals?
Landing a cheap Headington package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Headington package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Headington holiday as a package?
You can enjoy significant savings on your next Headington escape by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Headington?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Headington adventure.
How to plan a trip to Headington?

  1. Choose your dates: The things you want to do in Headington and your preferred season can help you decide when to go.
  2. Budget wisely: Besides the cost of your stay, you should consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Headington.
  3. Decide how long to go for: Now that you're more familiar with Headington, you can figure out the perfect length of your break. Put together a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Headington holiday package.

Discover the most popular places to visit in Headington

Headington Shark

Headington Shark

Learn about the local history of Oxford with a stop at Headington Shark. While you're in the area, stroll along the riverfront.

Headington Shark

John Radcliffe Hospital

If John Radcliffe Hospital is what brings you to town, hopefully you'll have a chance to explore more of Oxford.

John Radcliffe Hospital

Activities

Slumbers

Oxford Sightseeing River Cruise Along The University Regatta Course

NZ$33
per adult
Oxford Sightseeing River Cruise Along The University Regatta Course
Shakespeare’s Stratford, Warwick Castle, Cotswolds & Oxford

Trip to Shakespeare’s Stratford, Warwick Castle, Cotswolds & Oxford

NZ$175
per adult
86% of travellers recommend
Trip to Shakespeare’s Stratford, Warwick Castle, Cotswolds & Oxford
Morse, Lewis and Endeavour Walking Tour of Oxford

Morse, Lewis and Endeavour Walking Tour of Oxford

NZ$55
per adult
100% of travellers recommend
Morse, Lewis and Endeavour Walking Tour of Oxford
See all activities in Oxford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.