Headington Vacation Packages

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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.
The Villa Kensington

The Villa Kensington

3.5 out of 5
London City Centre
Price was CA $2,191, price is now CA $1,514 per person
CA $1,514
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8/10 Very good! (956 reviews)
quite acceptable for a one night stop over

Reviewed on Jul 2, 2026

Apartment in Folkestone Near Sandgate Beach

Apartment in Folkestone Near Sandgate Beach

5 out of 5
Price was CA $8,919, price is now CA $6,240 per person
CA $6,240
per person
Sep 28 - Oct 3
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
No reviews

The Savoy

The Savoy

5 out of 5
London City Centre
Price was CA $6,720, price is now CA $4,821 per person
CA $4,821
per person
Sep 30 - Oct 6
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (1,002 reviews)
The best In london. Amazing place and nothing is too much for them. I got my Paddington tickets through the Guest Relations desk - no one else could have done that!

Reviewed on Jul 6, 2026

Dao By Dorsett West London

Dao By Dorsett West London

4 out of 5
Hammersmith and Fulham
Price was CA $2,234, price is now CA $1,611 per person
CA $1,611
per person
Sep 20 - Sep 25
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to London (LHR)
8.4/10 Very good! (413 reviews)
Room was clean, the staff that spoke to had been polite and helpful. I was given a assessable room which wasn't what I booked but a beds a bed. I was on the first floor with my window facing the alley next to the 02 Academy, stayed 2 nights, 1st night was fine but the 2nd night the local homeless had made a camp in the alley and about 1:30am they it sounded like they was having a party followed by a fight. Not the hotels fault but something to keep eye out for.

Reviewed on Jul 2, 2026

Westminster Apartments by DMONTRIO

Westminster Apartments by DMONTRIO

2 out of 5
London City Centre
Price was CA $4,658, price is now CA $3,465 per person
CA $3,465
per person
Aug 8 - Aug 13
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
9.4/10 Exceptional! (13 reviews)
Nice place to stay in Westminster. Staff was friendly. Quiet neighborhood.

Reviewed on Jul 6, 2026

Where to stay in Headington

Find the best Headington areas and neighborhoods for the activities you enjoy most. Learn more about Headington
A stone bridge with ornate details and arched windows, leading to a building with a stone facade.

Oxford City Centre

8 out of top 10 points of interest in this area
4.5/5(11 area reviews)

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.

Find hotels in Oxford City Centre

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 CA $107 per night from Jul 19 to Jul 20
CA $107
CA $128 total
Jul 19 - Jul 20
includes taxes & fees
7.8/10 Good! (209 reviews)
"Lovely hotel, spacious room, comfortable bed, has a bath-tub. Great location along the high street. Has a Greggs, Four Seasons Chinese restaurant, Subway etc nearby. Very safe and secure area."

Reviewed on Jul 2, 2026

Mount Pleasant Hotel
Conifers Guest House

Conifers Guest House

4 out of 5
116 The Slade Oxford England
The price is CA $153 per night from Aug 4 to Aug 5
CA $153
CA $183 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very good! (227 reviews)
"It was clean and staff helpful"

Reviewed on Jun 20, 2026

Conifers Guest House
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 CA $181 per night from Jul 26 to Jul 27
CA $181
CA $217 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (332 reviews)
"Red Mullions Guest House genuinely feels like a home away from home. Reception was warm and inviting-room was clean and comfortable. Location is very convenient in Oxford (there is a bus stop across the street!) but quiet enough to be away from the heart of Oxford (which is a short bus ride away). ..."

Reviewed on Jun 25, 2026

Red Mullions Guest House
See all 2,076 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.
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Frequently asked questions

How much does a Headington vacation package cost?
Offering great value package deals from CA $1,514 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
See properties

Things to do

Oxford: City and University Tour, including college entry

Oxford: University and City Walking Tour with College entry

CA $52
per adult
88% of travellers recommend
Oxford: University and City Walking Tour with College entry
Blenheim Palace Admission Ticket

Blenheim Palace Admission Ticket

CA $51
per adult
96% of travellers recommend
Blenheim Palace Admission Ticket
Oxford: Evening Sightseeing River Cruise with a Cocktail

Oxford: Evening Sightseeing River Cruise with a Cocktail

CA $58
per adult
Oxford: Evening Sightseeing River Cruise with a Cocktail
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.