Oakham Vacation Packages

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Your Oakham Vacation

Planning your next epic escape is a breeze with a Oakham vacation package. The neighborhood of Webster Square, which is great for cycling, makes a good starting point to discover the delights of this city. If your trip to Oakham includes some sightseeing, visit major attractions such as Rutland State Park, Barre Common District and Barre Historical Society. Expedia will help you escape the everyday. Tailor your vacation to Oakham to suit your style of travel, whatever that may be.

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Oakham Hotel Deals

Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Fully refundableReserve now, pay when you stay
The price is CA $272 per night from Jul 17 to Jul 18
CA $272
CA $304 total
Jul 17 - Jul 18
includes taxes & fees
8.4/10 Very Good! (1,022 reviews)
"Really enjoyed the wolf den suite. Plenty of room, microwave/mini fridge in room. Free ears at gift shop after check in! Download the app before going, willow will help you with anything."

Reviewed on Jul. 13, 2025

Great Wolf Lodge Boston / Fitchburg, MA
Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 16 to Jul 17
CA $122
CA $136 total
Jul 16 - Jul 17
includes taxes & fees
8.8/10 Excellent! (1,444 reviews)
"This property is the best value my family had on our vacation and possibly ever. We appreciated everything we experienced during our brief time spent on the property. Thank you."

Reviewed on Jul. 11, 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jul 20 to Jul 21
CA $147
CA $164 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,236 reviews)
"Third stay here and I love it. Beautiful property, large rooms, great pool, friendly and helpful staff. Had dinner there too. A bit pricey but food was good and service great. Used to be an optical manufacturing plant and has been beautifully repurposed into a lovely hotel. Best place to stay if ..."

Reviewed on Jul. 13, 2025

Wellsworth Hotel
See all 279 properties in Oakham
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oakham vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Oakham costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Oakham?
If you're hoping to book a cheap Oakham vacation package, consider visiting in January, February and November. You'll usually find better prices on hotels and flights during these quieter months --- ideal for budget-conscious travellers.
How many days is enough for Oakham?
The ideal length for your Oakham vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to tick off all the top attractions and explore some hidden treasures along the way.
How to find the best Oakham package deals?
Begin your search for an Oakham package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Oakham package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oakham getaway off to a flying start.
Is it cheaper to book an Oakham vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations individually. Better still, you can personalize your Oakham getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Oakham?
If you have your Oakham travel dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Oakham?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Oakham.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Oakham.
  3. Work out your trip length: Think about how long you'd like to spend discovering Oakham. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose an Oakham vacation package that brings all your bookings together.

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