Oxford Vacations from $875

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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.
Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

Downtown New Haven
$875
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
2/10 (2 reviews)
Check in automated, but the key box was broken and it took me 30 on the phone with IT to get the keys. When I entered the apartment a water leak in the city had destroyed a chunk of the ceiling and there was a mess of drywall and dirty water on the floor. The firm tried to relocate me an hour away before promising to clean up and repair the problem while I was out, but maintenance never arrived. We had to book a hotel nearby. These people are incompetent

Reviewed on Sep 14, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
Save 100% on your flight
$1,041
per person
Nov 13 - Nov 15
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
No reviews
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

The Hill
$915
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.

Reviewed on Aug 10, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

Newhallville
$1,036
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

The Hill
$1,005
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9.6/10 Exceptional! (88 reviews)
Overall, we really enjoyed our stay. The property was just as advertised—spacious, clean, modern, and comfortable, with a nice view of New Haven and a great location convenient to shops and the Yale campus. The apartment was thoughtfully stocked with toiletries, kitchen essentials, linens, and plenty of towels, which was a nice touch. Check-in involved several steps with door codes, garage access, and parking passes, so it took a little more effort than we expected after a long day of travel, but everything worked out fine. The building itself was very quiet, although some road traffic could be heard from the apartment at times. Overall, this was a comfortable, well-equipped, and conveniently located place to stay, and we would happily recommend it to others visiting New Haven.

Reviewed on Oct 6, 2026

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Stay near popular Oxford attractions

Southford Falls State Park

10.0/10 (2 reviews)
Cascading over multiple tiers, Southford Falls creates a mesmerizing backdrop for the park's charming covered bridge. Hike well-maintained trails through dense forest or cast a line in the trout-stocked pond.
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Oxford Hotel Deals

New Haven Hotel

New Haven Hotel

229 George Street New Haven CT
$120 nightly
$138 total
Oct 27 - Oct 28
Total with taxes and fees
9.2/10 Wonderful! (2,367 reviews)
"Room is average but more spacious than we thought. AC fan is loud. TV remote is sticky, it might not be wiped and cleaned for a while. Location is good but parking is a problem. Public parking lot charges less if you check out early. Reception people are indifferent and reluctant to introduce details ..."

Reviewed on Oct 7, 2026

New Haven Hotel
Trumbull Marriott Shelton

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$152 nightly
$175 total
Oct 18 - Oct 19
Total with taxes and fees
Trumbull Marriott Shelton
The Circle Hotel Fairfield

The Circle Hotel Fairfield

417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
$151 nightly
$174 total
Nov 1 - Nov 2
Total with taxes and fees
The Circle Hotel Fairfield
See all 1,497 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

Things to do near Oxford

Oxford, Connecticut offers a charming escape for outdoor enthusiasts and couples seeking a romantic getaway. Explore scenic river walks and discover popular attractions, including local amusement and water parks. With its blend of education and entertainment, Oxford is perfect for a fun-filled vacation amidst beautiful natural surroundings.

Shopping

In Oxford, you can shop at Ansonia Mall Shopping Center and Amity Village Shopping Center, both 7 miles away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, check out Maplecroft Plaza Shopping Center, located 12 miles away, with a vibrant city atmosphere.

Recreation

Explore the serene trails at Kettletown State Park for a rejuvenating hike, enjoy a captivating show at the Palace Theatre for a dose of culture and entertainment, or unwind with a round of golf at Great River Golf Club amidst stunning outdoor scenery for a perfect blend of relaxation and recreation.

Adventure

Mount Southington Ski Area, located 14 miles from Oxford, offers thrilling skiing experiences for all skill levels. Blue Jay Orchards, also 14 miles away, provides a fun opportunity for apple picking and seasonal activities. The Adventure Park at Discovery Museum, 16 miles from Oxford, features exciting ziplining and ropes courses for adrenaline seekers.

Nightlife

Oxford offers a laid-back nightlife scene, perfect for unwinding after a day of exploration. Check out The Oxford Grille for a cozy dinner and drinks, or enjoy live music at local venues. For a fun evening, visit the nearby bars in neighboring towns for a livelier atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Oxford

Oxford, Connecticut, is perfect for outdoor and scenic romantic getaways. Visitors can explore a variety of attractions such as historic colleges and universities, national and state parks, and urban parks. These points of interest provide a rich cultural experience alongside family-friendly activities, making Oxford an ideal destination for travelers seeking both relaxation and adventure.

  • Yale University: A prestigious institution steeped in history and culture, Yale University offers stunning architecture and world-class museums. Visitors can stroll through the picturesque campus, explore the Yale University Art Gallery, and enjoy the vibrant atmosphere of New Haven, just 13 miles from Oxford.
  • Quassy Amusement Park: Perfect for families, Quassy Amusement Park features thrilling rides, water attractions, and games, all set in a beautiful outdoor landscape. Located 7 miles from Oxford, it’s an ideal spot for adventure and fun, with activities suitable for all ages.
  • Southford Falls State Park: Situated within Oxford, this national park boasts picturesque waterfalls, hiking trails, and serene picnic areas. It’s a great destination for outdoor enthusiasts seeking adventure and stunning natural scenery.

Best time to go to Oxford

The best time to visit Oxford is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.2°F (-2.1°C)Light RainMostly SunnyAverageSlightly Low
February29.8°F (-1.2°C)Light RainMostly CloudyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnyAverageAverage
May58.3°F (14.6°C)Light RainMostly SunnySlightly HighSlightly High
June66.6°F (19.2°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
September64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
October54.1°F (12.3°C)Light RainMostly SunnySlightly LowSlightly High
November42.4°F (5.8°C)Light RainMostly SunnySlightly LowAverage
December34.5°F (1.4°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Oxford

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Oxford during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $875 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.