Deals on vacations and trips to Oakville

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Oakville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Save 100% on your flight
Price was $725, price is now $501 per person
$501
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $4,256, price is now $2,540 per person
$2,540
per person
Jul 1 - Jul 8
found 22 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,445, price is now $1,048 per person
$1,048
per person
Jun 19 - Jun 21
found 13 hours ago
Roundtrip flight included
Fort Myers (RSW) to New Haven (HVN)
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,660, price is now $1,367 per person
$1,367
per person
May 15 - May 17
found 24 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
Price was $1,105, price is now $940 per person
$940
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free local cuisine breakfast each morning. A garden and express check-out are also provided.

Top Oakville hotels deals

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $115 total per night
$115 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $108 total per night
$108 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are also offered.
Free WiFi
Restaurant
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $166 total per night
$166 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Breakfast included
Pet friendly
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
$137 nightly
The price is $158 total per night
$158 total
Apr 16 - Apr 17
Total with taxes and fees
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
201 Washington Avenue North Haven CT
Free Cancellation
$98 nightly
The price is $113 total per night
$113 total
Apr 21 - Apr 22
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Breakfast included
Pet friendly
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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 are vacation packages to Oakville?
With a Travelocity vacation package, you can live it up in Oakville for a mere $501. Flights, hotels and tours — we've got it all. You can save some cash just by bundling together your bookings. And with all of that taken care of before you leave, you can sit back, relax and enjoy the adventure.
Where can I get the best vacation package deals for Oakville?
Walking away with a great package deal to Oakville is a cinch with Travelocity. With 400 air carriers and 1,000,000 worldwide properties, you're flush with choice when picking your flights and hotels.
Why should I purchase my Oakville vacation package via Travelocity?
We've got destinations and experiences for every kind of globetrotter, superb service and support available 24/7. To top that off, we'll match any lower price you're able to find with our Price Match Guarantee.
Can I save on my Oakville car rental if I book it with a hotel or flight?
Sure can — and booking one of our Oakville vacation packages is the perfect way to go about this. Bundle any combination of a car, flight, hotel and experience and score serious discounts. The more you bundle, the more you save. There are loads of famous sights in Oakville that are worth a road trip, including Times Square (75 mi from Oakville). Nothing beats discovering amazing places like this with the freedom of your own rental car.

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