Photo by Heather Beaudry

Oakville Hotels from S$100

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Oakville hotels

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is S$655
includes taxes & fees
2 Jan - 3 Jan, 2026
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1184)
"Great breakfast, very clean, comfortable bed, very friendly staff."
United States
Megan
The price is S$121
includes taxes & fees
2 Jan - 3 Jan, 2026
Holiday Inn Express Southington by IHG

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1002)
"Very lovely hotel "
United States
Nancy M
The price is S$178
includes taxes & fees
28 Dec - 29 Dec
Heritage Hotel, Golf, Spa & Conference Center

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1001)
"great stay."
United States
John
The price is S$129
includes taxes & fees
2 Jan - 3 Jan, 2026
Best Western Plus New England Inn & Suites

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very good, (1080)
"The room vas spacious and clean. Staff were very helpful and cordial."
United States
Ivan
The price is S$131
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Waterbury Downtown

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1000)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is S$141
includes taxes & fees
31 Dec - 1 Jan, 2026
Days Inn by Wyndham Torrington

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (174)
"Breakfast was easy and good options. "
United States
jessica
The price is S$186
includes taxes & fees
8 Jan - 9 Jan, 2026
Home2 Suites by Hilton Bristol

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very good, (1007)
"Pool was nice, breakfast was very good. "
United States
Matthew
The price is S$152
includes taxes & fees
1 Jan - 2 Jan, 2026
Holiday Inn Cheshire - Southington by IHG

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (770)
" The room was spotless and the staff was great"
United States
Glenn
The price is S$153
includes taxes & fees
28 Dec - 29 Dec
Rocky River Inn

Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown
2.0 star property
Cromwell
6.6 out of 10, (1000)
"The danish during breakfast time are really yummy!"
United States
Ann
The price is S$99
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Cromwell/Middletown

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1005)
"Love the inn"
United States
Donna
The price is S$145
includes taxes & fees
28 Dec - 29 Dec
The Farmington Inn & Suites

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1088)
"Clean room, staff was pleasant and welcoming. Restaurant was great! "
United States
Kenneth
The price is S$137
includes taxes & fees
4 Jan - 5 Jan, 2026
Wyndham Southbury

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (914)
"Great place stayed several times."
United States
Marlene D
The price is S$155
includes taxes & fees
1 Jan - 2 Jan, 2026
Fairfield Inn & Suites by Marriott Plainville

Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.2 out of 10, Very good, (1002)
"Spacious, clean, a couch, and a microwave? What more can I ask for?! Great overnight stay."
United States
Tashiyra
The price is S$146
includes taxes & fees
1 Jan - 2 Jan, 2026
Holiday Inn Express & Suites Meriden by IHG

Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (709)
"We had a wonderful stay; the staff were super friendly and the room was spotless. "
United States
ANDERSON
The price is S$185
includes taxes & fees
2 Jan - 3 Jan, 2026
Courtyard by Marriott Hartford Cromwell

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1003)
"Staff was so friendly and check in was a breeze. Looks like they are doing really nice renovations. Travel for business and the do charge a reasonable fee for dogs but worth it. Will be staying again. "
United States
Lisa
The price is S$118
includes taxes & fees
28 Dec - 29 Dec
Days Inn by Wyndham Southington

Quality Inn Cromwell - Middletown

Quality Inn Cromwell - Middletown
2.5 star property
Cromwell
6.6 out of 10, (1002)
"Everything was good! Nice staff, easy check in, clean room, nice tv, comfortable bed, spacious "
United States
Mary
The price is S$98
includes taxes & fees
4 Jan - 5 Jan, 2026
Quality Inn Cromwell - Middletown

Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
2.5 star property
Meriden
7.2 out of 10, Good, (1001)
"Very nice property "
United States
DAVIDA
The price is S$130
includes taxes & fees
26 Jan - 27 Jan, 2026
Comfort Inn & Suites Meriden East

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (771)
"This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…"
United States
John
The price is S$118
includes taxes & fees
28 Dec - 29 Dec
Cheshire Welcome Inn

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1001)
"Room was clean, staff were nice."
United States
Stephen
The price is S$110
includes taxes & fees
28 Dec - 29 Dec
Extended Stay America Suites Hartford Farmington
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Oakville

Venture to Union Station Clocktower and Mattatuck Museum Arts and History Center—just two of the sights around Oakville.

Craig's Castle
Photo by Heather Beaudry
Open Photo by Heather Beaudry

Top Oakville Hotel Reviews

More cheap stays in Oakville

Frequently asked questions

Where is the best place to stay in Oakville?
Based on Expedia's traveller preferences, Watertown Home w/ Yard: 1 Mi to Echo Lake Park! is a top place to stay in Oakville. Two other choices for your trip to the area are Holiday Inn Express Southington by IHG and Holiday Inn Cheshire - Southington by IHG. See all available top hotels, or vacation rentals in Oakville.
If I need to cancel my hotel reservation in Oakville, will I receive a refund?
Yes! You'll find that most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Oakville.
What's it like staying in Oakville?
Visitors to Oakville will definitely find plenty to explore and enjoy. In Oakville, there are 2 hotels and other accommodation options to choose from. Find out more about Oakville.
What should I see while I'm in Oakville?
Places to visit in the wider area include Union Station Clocktower, Mattatuck Museum Arts and History Center and Waterbury City Hall. You'll also find Palace Theatre and Holy Land USA in the area. Take a look at what more there is to see and do in Expedia's Oakville guide.
What's the seasonal weather in Oakville?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Oakville is 1378 mm.

Explore a world of travel with Expedia