Oxford Vacation Packages

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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.

Top Oxford Vacation Deals

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

Cheshire Welcome Inn

2.5 out of 5
Price was CA $540, price is now CA $495 per person
CA $495
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.4/10 Very good! (834 reviews)
Good value

Reviewed on Jul 9, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was CA $1,246, price is now CA $1,018 per person
CA $1,018
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) 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

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was CA $911, price is now CA $841 per person
CA $841
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,084 reviews)
Grear experience at check jn . Clean hotel

Reviewed on Jul 9, 2026

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
Price was CA $541, price is now CA $504 per person
CA $504
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
6.8/10 (1,013 reviews)
Room was clean. Staff was amazing.

Reviewed on Jul 9, 2026

Whitney Inn & Suites

Whitney Inn & Suites

2 out of 5
Price was CA $571, price is now CA $539 per person
CA $539
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7/10 Good! (634 reviews)
Close proximity to the college is the only high point. Hallways are not air conditioned. Bed and bathroom were spotless but the carpet in the room was stained so I kept my shoes on while in the room unless I was sleeping. The trek to the room from registration was long and had many stairs. No elevator. Emergency exit at far end of the hallway and down a flight of stairs was locked. I will not be returning.

Reviewed on Jul 8, 2026

Ready to book your vacation to Oxford?

 

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Oxford Hotel Deals

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 12 to Jul 13
CA $146
CA $168 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,297 reviews)
"Awesome place to stay!"

Reviewed on Jul 8, 2026

Ethan Allen Hotel
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 26 to Jul 27
CA $168
CA $193 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (2,215 reviews)
"Great staff, great facility! I have an ev and traveled from Boston. I was able to charge all night at a good rate. The staff are super helpful and friendly. Hotel is very clean and has great amenities."

Reviewed on Jul 10, 2026

New Haven Hotel
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Fully refundable
The price is CA $185 per night from Aug 4 to Aug 5
CA $185
CA $227 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,459 reviews)
"There aren’t a lot of amenities to speak of, but the room is spacious and extremely clean, and the bedding was very comfortable. The limited grounds in the back and the pool are very well kept. Their included breakfast impressed us as well. We had low expectations and we were very pleasantly surprised, ..."

Reviewed on Jul 10, 2026

The Circle Hotel Fairfield
See all 1,467 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.
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Stay near popular Oxford attractions

Southford Falls State Park

10.0/10 (2 reviews)
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.
See properties

Frequently asked questions

How much does an Oxford vacation package cost?
Offering great value package deals from CA $495 on Expedia, you'll be thrilled with how little a vacation to Oxford costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Oxford?
If you'd like to snag a cheap Oxford vacation package, consider visiting in January, February and March. You'll typically find better rates on flights and accommodations during these months — ideal for a budget-friendly break.
How many days is enough for Oxford?
With a well-planned itinerary, you can easily visit the top Oxford sights in a handful of days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Oxford vacation for longer.
How to find the best Oxford package deals?
Bagging a cheap Oxford package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Oxford package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Oxford vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still have the freedom to create a customized Oxford vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Oxford?
If you're considering a spontaneous Oxford vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Oxford?

  1. Choose your dates: The things you want to do in Oxford and your favourite season will help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to Oxford.
  3. Decide how long to go away for: Now that you're up to speed on Oxford, you can figure out the ideal length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Oxford vacation package for you.

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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.