Headington Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Where to stay in Headington

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

Top hotels in Headington

Red Mullions Guest House

Red Mullions Guest House

4 out of 5
23 London Road Oxford England
Fully refundableReserve now, pay when you stay
The price is S$136 per night from 20 Feb to 21 Feb
S$136
20 Feb - 21 Feb
includes taxes & fees
9.2/10 Wonderful! (308 reviews)
Nice and clean room. Mattress could do with a change, you can feel springs through.

Reviewed on 31 Jan, 2026

Red Mullions Guest House
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 S$113 per night from 22 Feb to 23 Feb
S$113
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (181 reviews)
All fine.

Reviewed on 8 Jan, 2026

Oxford Guest House
Cotswolds Hotel & Spa

Cotswolds Hotel & Spa

3.5 out of 5
Southcombe Chipping Norton England
The price is S$89 per night from 12 Feb to 13 Feb
S$89
12 Feb - 13 Feb
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
Staff were very friendly, they offer 25% off treatments at this time of year. Had the gym to myself. The rooms were very clean. We really enjoyed our stay. Thank you!

Reviewed on 4 Feb, 2026

Cotswolds Hotel & Spa
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.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.