Oakville, CT

Travel Guide

A cityscape with a prominent historic building with a golden dome, surrounded by green spaces and modern high-rise buildings.
A large, historic house with a porch and snow on the ground.
A waterfall in a forested area with clear water and surrounding rocks.
A grand hall with a colorful, circular ceiling design and a central statue.
A stone tower with people standing on its top.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
$92 nightly
The price is $106 total per night from Nov 12 to Nov 13
$106 total
Nov 12 - Nov 13
Total with taxes and fees
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 ...
Holiday Inn Express Southington by IHG
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
$130 nightly
The price is $149 total per night from Nov 12 to Nov 13
$149 total
Nov 12 - Nov 13
Total with taxes and fees
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 ...
Heritage Hotel, Golf & Conference Center
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
$89 nightly
The price is $102 total per night from Nov 8 to Nov 9
$102 total
Nov 8 - Nov 9
Total with taxes and fees
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. ...
8.6/10 Excellent! (1,293 reviews)
"Excellent Staff"

Reviewed on Nov 6, 2026

Courtyard by Marriott Waterbury Downtown
See all 666 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.
The Goshen Glass Chalet

The Goshen Glass Chalet

Goshen CT
Book a stay at this business-friendly vacation home in Goshen. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woodridge Lake and Miranda ...
The Goshen Glass Chalet
Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown CT
Stay at this cottage in Watertown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Lake Winnemaug and Lake Quassapaug are located ...
9.6/10 Exceptional! (19 reviews)
"Very nice place great host nice clean place very well located definitely served the purpose for my visit will stay again"

Reviewed on Oct 16, 2026

Cozy cottage with AC and lake access in charming Connecticut suburb.
Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital

Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital

Ansonia CT
Stay at this apartment in Ansonia. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Osborndale State Park and Osborne Homestead Museum ...
9.6/10 Exceptional! (22 reviews)
"This apartment was exactly what we needed for the three of us to have a place to cook sleep and be able to come back too comfortably while we traveled new england as tourists"

Reviewed on Oct 31, 2026

Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital
See all 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.

Frequently asked questions

When is the best time to visit Oakville?
The best time to visit Oakville is from April through June. This period often brings pleasant weather for travelers to enjoy the destination. For fewer crowds and better value, the quieter months of December through February are a good option, offering a different experience with cooler temperatures and potential for snow.
What cuisines can you find in Oakville?
In Oakville you can find Italian cuisine, with classic dishes such as pasta, pizza, lasagna, and tiramisu. Travelers can also enjoy a variety of other options, including North American, European, Asian, and Latin American flavors, offering a diverse culinary experience.
Can I book a refundable hotel in Oakville?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Oakville by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Oakville with Expedia?
Expedia makes it easier to plan your Oakville trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Oakville?
The best choice depends on your travel style. Hotels in Oakville can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Oakville trip on Expedia?
Once you've booked your Oakville trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Oakville trip?
Expedia offers customer support before, during, and after your Oakville trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Oakville?
If it's your first trip to Oakville, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Oakville hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Oakville hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Oakville

A multi-tiered waterfall surrounded by autumn foliage.

Waterbury

A mountainous landscape with autumn foliage, a valley, and distant buildings.

Watertown

A multi-tiered waterfall cascading over dark rocks surrounded by lush greenery.

Middlebury

A railway track curving through a forested hillside.

Thomaston

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