Oxford Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Oxford Vacation

Take the guesswork out of travel planning by booking a Oxford vacation package. A great neighborhood to stay in this fascinating city is Webster Square, which is great for cycling and plenty more. You'll want to do a little exploring during your trip to Oxford. Carve out some time for popular attractions like Indian Ranch, Auburn Mall and Lake Chaubunagungamaug. A couple of quick clicks is all it takes to build a customized Oxford vacation on Expedia.

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Oxford Hotel Deals

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
CA $111
CA $124 total
Aug 30 - Aug 31
includes taxes & fees
Publick House Historic Inn and Country Motor Lodge
Sonesta Select Boston Milford

Sonesta Select Boston Milford

10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
CA $130
CA $145 total
Aug 31 - Sep 1
includes taxes & fees
Sonesta Select Boston Milford
Wellsworth Hotel

Wellsworth Hotel

14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
CA $150
CA $168 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (1,665 reviews)
"Tammy at the front desk was wonderful. Convenient location. My granddaughter called it Bougie, I guess that means fancy in 11 year old language."

Reviewed on Aug 27, 2026

Wellsworth Hotel
See all 425 properties in Oxford
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 an Oxford vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to Oxford costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Oxford?
You can usually find reduced prices and greater availability in January, February and November. Browse our cheap Oxford vacation packages and you could score some great off-season discounts.
How many days is enough for Oxford?
The ideal duration of your Oxford vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to check out all the major sights and explore some hidden treasures along the way.
How to find the best Oxford package deals?
Begin your search for an Oxford package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Oxford package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oxford getaway off to a flying start.
Is it cheaper to book an Oxford vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still get the freedom to create a customized Oxford vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Oxford?
If you're considering an impromptu Oxford vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Oxford?
  1. Choose when to go: Check your schedule and get your bags packed. Your preferred season and the available activities will also help you decide when to vacation in Oxford.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Oxford.
  3. Work out your trip length: Think about how long you'd like to spend exploring Oxford. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal Oxford vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.