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.
Quality Inn

Quality Inn

2 out of 5
Price was $373, price is now $320 per person
$320
per person
Feb 25 - Mar 1
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Free breakfast is served. The front desk is staffed around-the-clock and free newspapers are on offer.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $1,636, price is now $869 per person
$869
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) 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.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $486, price is now $397 per person
$397
per person
Feb 25 - Mar 1
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Price was $434, price is now $364 per person
$364
per person
Feb 25 - Mar 1
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Dry cleaning, luggage storage, and laundry facilities are also on offer.
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
Price was $782, price is now $680 per person
$680
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to New Haven (HVN)
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.

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
$82 nightly
The price is $94 total per night
$94 total
Feb 13 - Feb 14
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.
Pool
Breakfast included
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
$89 nightly
The price is $102 total per night
$102 total
Jan 25 - Jan 26
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
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

2.5 out of 5
1 Batterson Park Rd Farmington CT
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $92 total per night
$92 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $100 total per night
$100 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a gym and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave Hamden CT
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $108 total per night
$108 total
Jan 25 - Jan 26
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the business center. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
522 Heritage Rd Southbury CT
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $144 total per night
$144 total
Feb 15 - Feb 16
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and a gym. Enjoy the indoor pool and perks like free self parking and free WiFi. Enjoy the gym and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
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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 $320. 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.

Photos of local treasures

Browse Oakville vacation photos for more inspiration

Old Post Road in CT---cheaper here than in NYC!
Old Post Road in CT---cheaper here than in NYC!
Hartford which includes a church or cathedral, a city and heritage architecture
Hartford showing snow and a house
:)