Oxford Vacations from $736

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Your Oxford Vacation

With every last detail planned before you take off, our Oxford vacation packages mean you can focus more on having fun. Whether you're going to be based in the neighborhood of Cheshire Historic District, which is great for history, or somewhere else in town, this lively city offers a wealth of discoveries. Eager to get out and explore? Southford Falls State Park, Hop Brook Lake and Kettletown State Park are just three of the top-rated places to visit during a trip to Oxford. Browse Expedia's wide range of travel options and start planning your perfect vacation to Oxford now.

The Latest Oxford vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG
Beechmont - Perfect for Family Retreat!
Madison Beach Hotel
Hyatt Place Uncasville - Casino Area
Saybrook Point Resort & Marina
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Oxford Hotel Deals

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $160 total per night from Oct 26 to Oct 27
$160 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
"The hotel could use a facelift. Outdated carpeting and decor. The air conditioner/heating unit was noisy and could use some maintenance. The staff, including the front desk and bar/restaurant were friendly, helpful and accommodating . The hotel location was really nice and convenient. Overall, I ..."

Reviewed on Sep 29, 2025

Trumbull Marriott Shelton
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $192 total per night from Oct 19 to Oct 20
$192 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (1,016 reviews)
"Charged for WiFi. Hotel crowded with uncourteous group members in packs - made elevators slow."

Reviewed on Sep 29, 2025

Omni New Haven Hotel at Yale
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Oct 26 to Oct 27
$137 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (1,804 reviews)
"Let me start off by saying that I first came during Christmas and New Years of 2024 and it was solely because of my experience with interacting with Diahema or Dlahema. The lady at the front desk was super sweet, friendly and very inviting. Being introduced to the hotel from her made me want to come ..."

Reviewed on Oct 1, 2025

New Haven Hotel
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.

Oxford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
11,300
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Southford Falls State Park, Mattatuck Beach and West Rock Ridge State Park

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Frequently asked questions

How much does an Oxford vacation package cost?
You'll find cheap prices from $736 on Expedia for your Oxford getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oxford costs.
What are the cheapest months to go to Oxford?
If you're looking to snag a cheap Oxford vacation package, consider traveling in December, January and February. You'll generally find better prices on hotels and flights during these months — perfect for a budget-friendly break.
How many days is enough for Oxford?
Generally, a handful of days is enough to see the major attractions during your Oxford vacation. But if you'd like to have more time to chill out or go on day trips, consider extending your itinerary.
How to find the best Oxford package deals?
Start your search for an Oxford package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor 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 tweak 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?
You can enjoy significant savings on your Oxford getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oxford?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Oxford escape.
Does Expedia offer Book Now, Pay Later Oxford vacation packages?
Your Oxford trip should be a relaxing escape from your daily routine, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.