Oakville Holidays from £755
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
Your Oakville Holiday
Say goodbye to planning hassles and hello to a Oakville holiday package. With the finer details organised before you go, you can focus on discovering every inch of this city, starting with Washington, which is great for nature, history and views. Any trip to Oakville has to include some sightseeing. Black Rock State Park is a superb place to begin exploring. A couple of clicks is all it takes to craft the ideal Oakville holiday on Expedia.
Top Oakville Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hyatus Luxury Residences City Crossing
The Hill
£876
per person
24 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LON) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on 10 Aug 2026
Oakville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
Population | 9,000 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Lake Compounce, Quassy Amusement Park and Palace Theatre |
Top hotels in Oakville
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
£79
27 Sept - 28 Sept
includes taxes & fees
Wyndham Southbury
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
£75
21 Oct - 22 Oct
includes taxes & fees
8.2/10 Very good! (1,308 reviews)
"The was very clean, beds extremely comfortable, and staff was friendly. Some of the common spaces had some dated furnishings, but not horrible. It looks like they are doing some paint touch ups in the hallways."
Reviewed on 20 Sept 2026
Clarion Inn North Haven - New Haven North
201 Washington Avenue North Haven CT
Fully refundable
£94
11 Oct - 12 Oct
includes taxes & fees
7.4/10 Good! (1,003 reviews)
"No hot water no towels no iron in room"
Reviewed on 20 Sept 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.
Frequently asked questions
How much does an Oakville travel package cost?
We make it simple to explore the world, with Oakville packages starting from as little as £755. You'll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a few tours and activities to your itinerary?
If I'm not able to travel, can I cancel my Oakville travel package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Oakville travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Oakville?
Our Oakville travel packages promise plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and extras (including tours) into a convenient package. But great bargains are just the beginning of your next memorable adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 properties around the world to pick from. No matter your style or budget, there's a travel package here just for you.
Does Expedia offer Book Now, Pay Later Oakville holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If paying small amounts each month works for you, choose this option during the checkout process.
- Pay in instalments holidays: If you want to pay off your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.
What are the top hotels in Oakville?
Get your holiday off to an excellent start by reserving a room at The Litchfield Inn. It's one of most popular properties in Oakville. Another top option is Americas Best Value Inn Torrington CT.
How far in advance should I book my Oakville holiday?
It all depends on the air carrier, but you can generally look up international flights on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky travellers occasionally nab a cheaper seat only weeks before their intended journey.
What does an Expedia Oakville travel package include?
Car rentals, hotels and flights — we connect you to all the best deals. All you'll have to do is select your favourite combination. Once you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to customize an exciting Oakville escape.
What should I know before booking an Oakville travel package?
Booking all the parts of your getaway together is one of the easiest ways to save. Combine your car rentals, airfares and hotels into a tidy package. But you're not limited to hotels. Expedia has all sorts of properties, including holiday rentals such as mountain cabins and serviced residences. The list goes on!
Can I choose my airline with an Oakville Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're in charge! We have more than 550 partner airlines worldwide, so you have options galore when creating your Oakville escape.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
