Oxford Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Oxford Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $1,129, price is now CA $839 per person
CA $839
per person
Jul 29 - Aug 3
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very Good! (1,001 reviews)
We have been coming here for years and it is the best it’s ever been! Staff is friendly and accommodating. The rooms have been renovated and clean.
Reviewed on May 17, 2026
Oxford Hotel Deals
New Haven Hotel
229 George Street New Haven CT
The price is CA $174 per night from May 25 to May 26
CA $174
CA $200 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (2,144 reviews)
"Would have given 5 stars but the lack of central air was an issue"
Reviewed on May 19, 2026
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
The price is CA $221 per night from May 24 to May 25
CA $221
CA $254 total
May 24 - May 25
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Frequent traveler here. This is not a 4-star hotel. During my stay, housekeeping took my newly purchased mascara ($40+) and one of my organic face towels. I spoke with several people, but no one followed up and no compensation was offered. Disappointing experience."
Reviewed on May 17, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundable
The price is CA $148 per night from May 31 to Jun 1
CA $148
CA $171 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,306 reviews)
"Parking was easy and felt safe. Breakfast was okay but if you come 30 minutes before closing there won’t be much left. Check in was quick and easy. Overall good stay for a night or 2"
Reviewed on May 19, 2026
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.
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.
