Oakville Vacations

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Oakville Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $2,205, price is now $1,920 per person
$1,920
per person
Dec 28 - Jan 2
found 9 hours ago
Roundtrip flight included
Boston (BOS) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Beardsley Zoo are located nearby.

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Top Hotel Deals

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
17.93 km from city center
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
16.36 km from city center
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
5.15 km from city center
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
12.46 km from city center
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
201 Washington Avenue North Haven CT
28.26 km from city center
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
New Haven Inn

New Haven Inn

2 out of 5
100 Pond Lily Ave New Haven CT
29.07 km from city center
Stay at this motel in New Haven. Enjoy free WiFi, free parking, and room service. Popular attractions West Rock Ridge State Park and Yale Golf Course are located ...
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
26.76 km from city center
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
Days Inn by Wyndham Berlin Meriden

Days Inn by Wyndham Berlin Meriden

2 out of 5
2387 Berlin Turnpike Berlin CT
26.48 km from city center
Book a stay at this business-friendly hotel in Berlin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
2 Farm Glen Blvd Farmington CT
27.95 km from city center
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Days Inn by Wyndham Southington

Days Inn by Wyndham Southington

2 out of 5
30 Laning St Southington CT
17.69 km from city center
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free parking, and room service. Our guests praise the helpful staff and the ...
Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

2.5 out of 5
2253 Berlin Tpke Berlin CT
26.63 km from city center
Book a stay at this business-friendly hotel in Berlin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven

3 out of 5
100 Miles Dr Wallingford CT
28.27 km from city center
Book a stay at this business-friendly hotel in Wallingford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave Hamden CT
27.53 km from city center
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

4 out of 5
42 Century Dr Bristol CT
15.49 km from city center
Stay at this hotel in Bristol. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South

2.5 out of 5
712 Cedar Street Newington CT
29.22 km from city center
Stay at this hotel in Newington. Enjoy free WiFi and free parking. Popular attractions Westfarms Mall and Batterson Park Pond are located nearby.
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Dec 2 - Sat, Dec 5
DEN
Denver Intl.
BDL
Bradley Intl.
$270 Roundtrip, found 5 days ago
$270
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Denver Intl. to Bradley Intl., returning Sat, Dec 5, priced at $270 found 5 days ago
Avelo Airlines
Wed, Dec 23 - Sat, Jan 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$280 Roundtrip, found 5 days ago
$280
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Dec 23 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jan 2, priced at $280 found 5 days ago
Breeze Airways
Thu, Nov 12 - Thu, Nov 19
TPA
Tampa Intl.
BDL
Bradley Intl.
$283 Roundtrip, found 6 days ago
$283
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Nov 12 from Tampa Intl. to Bradley Intl., returning Thu, Nov 19, priced at $283 found 6 days ago
JetBlue Airways
Sun, Dec 6 - Mon, Dec 7
DEN
Denver Intl.
BDL
Bradley Intl.
$355 Roundtrip, found 5 days ago
$355
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sun, Dec 6 from Denver Intl. to Bradley Intl., returning Mon, Dec 7, priced at $355 found 5 days ago
United
Sat, Dec 5 - Tue, Dec 8
DEN
Denver Intl.
BDL
Bradley Intl.
$427 Roundtrip, found 5 days ago
$427
Roundtrip
found 5 days ago
Select United flight, departing Sat, Dec 5 from Denver Intl. to Bradley Intl., returning Tue, Dec 8, priced at $427 found 5 days ago