Oxford Vacations from $459
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Your Oxford Vacation
Get ready to experience Oxford on your own terms with a custom Oxford vacation package! Uncovering the treasures of this lively city is simpler with a base in a neighborhood such as Santiago, which is great for golfing, among lots of other things. You'll want to do some exploring during your trip to Oxford. Carve out some time for major attractions such as The Villages Market Square, Nancy Lopez Legacy Golf & Country Club and Orange Blossom Hills Golf & Country Club. Expedia has what you need to escape the everyday. Tailor your vacation to Oxford to suit your style of travel, whatever that may look like.
The Latest Oxford vacation packages
Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
$459
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (5,343 reviews)
Professional staff very courteous and eager to give best service. Hotel is clean the lobby was fantastic. Breakfast with Raquel was exceptional. She greet everyone making you feel comfortable, Breakfast room very well organized. Overall is was outstanding!!!
Reviewed on Oct 11, 2026
Seasons Florida Resort
$501
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
Seasons has become our first choice whenever visiting Florida from the UK, we have stayed several times and never had a bad experience, the staff are so helpful and pleasant, the rooms are always very clean,the beds are firm but comfortable, hot shower overtime, good wifi,all this for an amazingly fare price, cannot fault a thing. You would have to go a long way to find a better stay for the money.
Reviewed on Oct 11, 2026
The Delaney Hotel
South Orange
$738
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,213 reviews)
Favorite place to stay when visiting Orlando. Very practical with the tavern attached, centrally located, modern and well-maintained rooms. Clean, quiet, free and easy parking, helpful staff. Can’t ask for much more than that!
Reviewed on Oct 11, 2026
What to do in Oxford
Oxford Hotel Deals
Landing At Wildwood Near Lake Sumter Landing
12020 Brush Hl Rd Oxford FL
9.4/10 Exceptional! (8 reviews)
"Pool was a great addition and having 2 bathrooms helped a lot! Very nice and clean property that also provided some hygiene products."
Reviewed on Jun 18, 2026
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$121 nightly
$129 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (1,534 reviews)
"Room and staff were excellent would stay there again and recommend it to others"
Reviewed on Oct 11, 2026
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
$141 nightly
$151 total
Oct 18 - Oct 19
Total with taxes and fees
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
Oxford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | The Villages Market Square, Nancy Lopez Legacy Golf & Country Club and Miona Lake Golf Club |
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Frequently asked questions
How much does an Oxford vacation package cost?
You can grab a vacation package to this destination from $459 on Expedia. But how much your vacation to Oxford costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Oxford?
If you're hoping to book a cheap Oxford vacation package, consider visiting in June, July and October. You'll usually find better rates on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Oxford?
With a well-organized itinerary, you can easily hit the main Oxford attractions in a few days. But if you'd like to discover hidden gems or take day trips, think about 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. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Oxford package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Oxford vacation as a package?
You can enjoy significant savings on your next Oxford break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best 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?
If you've got your Oxford travel dates confirmed, book as soon as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to Oxford?
- Choose when to get away: Check your calendar and get packing. Your favorite time of year and the type of activities available will also help you decide when to escape to Oxford.
- Budget wisely: On top of the price of your stay, you'll need to consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may come up during your trip to Oxford.
- Use our trip planning tool to discover Oxford: Research every aspect of your trip to Oxford with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
- Decide how long to go for: Now that you're more familiar with Oxford, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time to cover everything you want to do.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick an Oxford vacation package that brings all your bookings together.
- Book any activities or day trips: Now to the fun part — organizing everything you want to do and see. Check out some of the top things to do in Oxford and book your tickets early to save time (and maybe some money too!).
Does Expedia offer Book Now, Pay Later Oxford vacation packages?
Your Oxford trip is meant to be an escape from your daily routine, not a source of money-related stress. So to allow you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
