Oxford Vacations

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Find the Best Oxford Vacation Packages

Oxford Hotel Deals

Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
103 West Strand Road, Oxford, MD
Fully refundableReserve now, pay when you stay
The price is ₩394,725 per night from Aug 21 to Aug 22
₩394,725
₩434,197 total
Aug 21 - Aug 22
includes taxes & fees
9.2/10 Wonderful! (145 reviews)
Short stay
"The resort itself is very nice; quiet, peaceful, and in a great location. The internet was in and out for our stay which made it hard to watch TV and do other things. That said the owner Ben did help get the issue resolved to the best of his ability and provided a late checkout to make up for the ..."

Reviewed on Aug 9, 2025

Sandaway Suites & Beach
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is ₩285,739 per night from Aug 25 to Aug 26
₩285,739
₩390,094 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
A Gem by the Bay
"Facility is magnificent; very family and child-oriented; good programming for children."

Reviewed on Aug 11, 2025

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is ₩138,705 per night from Sep 1 to Sep 2
₩138,705
₩152,578 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Very nice stay"

Reviewed on Aug 13, 2025

St Michaels Inn
See all 443 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.

Frequently asked questions

How much does an Oxford vacation package cost?
You'll find cheap prices on Expedia for your Oxford getaway. However, factors like the length of stay, the season 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 book a cheap Oxford vacation package, consider traveling in January, March and December. You'll usually find lower prices on airfares and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Oxford?
With a well-organized schedule, you can easily visit the top Oxford attractions in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Oxford vacation for longer.
How to find the best Oxford package deals?
Begin your search for an Oxford package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Oxford package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oxford escape off to a flying start.
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 flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a customized Oxford vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Oxford?
If you're considering a spur-of-the-moment Oxford adventure, browse 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 score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Oxford?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Oxford.
  2. Budget wisely: Besides the price of your accommodations, you should consider other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may come up during your trip to Oxford.
  3. Decide how long to go for: Now that you're more familiar with Oxford, you can work out the ideal length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, book the ideal Oxford vacation package for you.

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