Oxford Vacations from $626

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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

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $740, price is now $626 per person
$626
per person
Nov 25 - Nov 29
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.8/10 Excellent! (1,092 reviews)
This hotel was convenient for us because it is located close to family. The room was clean, and the front desk staff were very helpful. During our stay, on a Friday night, tnere was a lot of loud noise from a nearby room. We called the front desk, and they handled the matter. The free breakfast was good.

Reviewed on Oct 2, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,033, price is now $752 per person
$752
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9.4/10 Exceptional! (316 reviews)
the staff was exceptional and our dinner was very good

Reviewed on Sep 17, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $843, price is now $699 per person
$699
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (1,005 reviews)
Convenient to airport. Stayed overnight for a flight. Hotel is as expected. Staff at check in was a bit difficult to understand with hearing issues. One slight issue with our room key not working but otherwise would stay again in the future for airport closeness.

Reviewed on Sep 22, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Price was $1,095, price is now $928 per person
$928
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9.4/10 Exceptional! (1,005 reviews)
My husband used the spa and said it was excellent. The housekeeping staff was generally good - -forgot some tasks a couple of times. Front of the house staff excellent. Special shoutout to Jack!! Very surprised that there was no inroom safe. Bathroom needs a remodel -needs taller counters…as well as a walk-in shower. Parking can be challenging at times but manageable.

Reviewed on Sep 26, 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $825, price is now $710 per person
$710
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.6/10 Excellent! (570 reviews)
It was a perfect place to stay for a wedding weekend. Great family and dog friendly accommodations.

Reviewed on Sep 30, 2025

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Discover the most popular places to visit in Oxford

State park with a pretty waterfall and a covered bridge.

Southford Falls State Park

You can take time to visit Southford Falls State Park during your travels to Oxford. Take in the entertainment venues and waterfalls in this family-friendly area.

Southford Falls State Park

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 $626 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.

Explore a world of travel with Expedia

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.