Oxford Vacations from $428

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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.

The Latest Oxford vacation packages

Price found within the past 48 hours. Click for updated prices.
Trainmasters Inn

Trainmasters Inn

3 out of 5
Price was $589, price is now $428 per person
$428
per person
Jan 13 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Worcester (ORH)
9.6/10 Exceptional! (381 reviews)
We loved our room. It was more like a suite. The decor was awesome.

Reviewed on Dec 1, 2025

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Oxford Hotel Deals

Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $92 total per night from Dec 26 to Dec 27
$92 total
Dec 26 - Dec 27
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
Very quiet, and clean

Reviewed on Nov 20, 2025

Sonesta Select Boston Milford
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Dec 21 to Dec 22
$109 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,012 reviews)
Parking lot was busy but there were available spaces

Reviewed on Nov 28, 2025

DoubleTree by Hilton Hotel Boston - Westborough
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Dec 3 to Dec 4
$120 total
Dec 3 - Dec 4
Total with taxes and fees
9/10 Wonderful! (1,354 reviews)
The stay was great minus a member of housekeeping opening our door before checkout

Reviewed on Nov 29, 2025

Wellsworth Hotel
See all 407 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.

Find the Best Oxford Vacation Packages

Oxford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
6,100
Top Sights
Worcester Art Museum, The Hanover Theatre for the Performing Arts and Breezy Picnic Grounds & Waterslides

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Frequently asked questions

How much does an Oxford vacation package cost?
You'll find cheap prices from $428 on Expedia for your Oxford getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Oxford costs.
What are the cheapest months to go to Oxford?
You can typically find reduced prices and greater availability in November, December and January. Explore our cheap Oxford vacation packages and you could score some great off-season deals.
How many days is enough for Oxford?
With a well-organized itinerary, you can easily visit the most popular Oxford attractions in a few days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Oxford vacation for longer.
How to find the best Oxford package deals?
Use Expedia's filter tool to find some terrific Oxford package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Oxford package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book an Oxford vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Oxford vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Oxford?
If you've got your Oxford vacation dates finalized, book as soon as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Oxford vacation packages?
Your Oxford break should be a relaxing escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.