Oakville Vacation Packages

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Your Oakville Vacation

Say goodbye to planning hassles and hello to a Oakville vacation package. With the finer details organized 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 vacation on Expedia.

Top Oakville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Jul. 13 - Jul. 20
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New Haven (HVN)
7/10 Good! (807 reviews)
The area was safe and quiet and it was right off the higway. There were places to eat and shop near by The room smelled of cleaning products and the rooms were dated however we were only spending a night in a budget hotel so you get what you pay for the room had two beds and one had a stain on the sheet so we slept in the other and that one had a stain on the comforter the breakfast was continental so recommend eating someplace else. breakfast was in a brown bag and was a donut and a granola bar a fruit cup and a fruity drink if you are looking for no frills budget stay I would recommend staying here however I would check the sheets or bring your own

Reviewed on May 17, 2024

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Jul. 13 - Jul. 20
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New Haven (HVN)
9.6/10 Exceptional! (8 reviews)
Near nice shops and restaurants

Reviewed on May 26, 2024

The Niantic Inn

The Niantic Inn

2 out of 5
per person
Jul. 13 - Jul. 20
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New Haven (HVN)
9.4/10 Exceptional! (19 reviews)
We loved this hotel! The room was huge with plenty space for our family. The owner was very kind and gave wonderful suggestions for places to visit. We only wish we had been able to stay longer.

Reviewed on Jun. 4, 2024

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
per person
Jul. 13 - Jul. 20
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New Haven (HVN)
7.6/10 Good! (785 reviews)
Cute beach theme, helful staff, spacious

Reviewed on Jun. 6, 2024

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2 out of 5
per person
Jul. 13 - Jul. 20
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New Haven (HVN)
7.2/10 Good! (368 reviews)
Everything about the hotel was good.

Reviewed on Jun. 5, 2024

Oakville Hotel Deals

Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Jun. 16 to Jun. 17
CA $128
CA $147 total
includes taxes & fees
Jun 16 - Jun 17
8.2/10 Very Good! (1,016 reviews)
"The only thing bad about my stay was that fire alarm at 6am"

Reviewed on Jun. 6, 2024

Courtyard by Marriott Waterbury Downtown
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is CA $195 per night from Jun. 30 to Jul. 1
CA $195
CA $225 total
includes taxes & fees
Jun 30 - Jul 1
8.4/10 Very Good! (1,010 reviews)
"It was clean"

Reviewed on Jun. 4, 2024

Holiday Inn Express Southington, an IHG Hotel
Wyndham Southbury
Wyndham Southbury
3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jun. 16 to Jun. 17
CA $151
CA $174 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (1,010 reviews)
"easy check-in and check-out... safe and clean"

Reviewed on Jun. 3, 2024

Wyndham Southbury
See all 595 properties in Oakville
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 Oakville vacation package cost?
We make it easy to see the world, with Oakville packages starting from as little as CA $815. You’ll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a few tours and experiences to your travel itinerary?
How do I get a cheap travel package to Oakville?
If you love bargains, bundle your bookings into an Oakville vacation package. Whether you need flights, hotels, rental cars or tours, you can book everything in one place. You’ll have a wealth of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotels worldwide to pick from. Fly with who you prefer, stay where you like and save a bundle — now that’s the ideal vacation!
Where should I stay in Oakville?
Most who travel to Oakville put both Yale University and Lake Compounce on their must-see lists. Why not choose a hotel that’s close to these top attractions?
How far in advance should I book my Oakville vacation?
While prices fluctuate, we generally advise booking your seats as early as possible. Most international airfares are found on Expedia up to 12 months in advance. If you’re booking late, you might still be lucky. Discount prices to Oakville sometimes occur just weeks before departure.
What does an Expedia Oakville travel package include?
Hotels, rental cars and flights — we’ve got them well covered. With Expedia, you can create your Oakville package your way. All you have to do is work out exactly what you need. Once you’ve made your booking, you can add on fun things like tours and activities. The more you bundle, the more you save!
What should I know before booking an Oakville travel package?
Get ready to save with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with great discounts. Hotels aren’t your only option, though. We have beachside villas, cozy city apartments and even ranches and treehouses!
Can I choose my airline with an Oakville Expedia vacation package?
Yes, and with more than 550 airlines to pick from across the globe, you’ve got lots of choice. Browse the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Oakville vacation package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your Oakville vacation package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, hotel or airline may charge additional fees. Looking for more information? Visit our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.