Lakeville Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Lakeville
Interlaken Inn & Resort
74 Interlaken Road Lakeville CT
S$356
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very good! (307 reviews)
"Old facilities Way Over priced"
Reviewed on 30 Jul, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
S$132
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"There wasn't a nutritious item on the breakfast menu, unless you count the mini-containers of yogurt. Not even an apple or banana. Other hotels at this price point-- close to $250 a night!-- do much better. The room was depressing--old curtains, dated bathroom, low ceiling-- and I didn't realize ..."
Reviewed on 10 Aug, 2026
The Little Lion
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
S$161
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (597 reviews)
"Great location. Functional and affordable. Pet friendly."
Reviewed on 6 Aug, 2026
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.
Stay near popular Lakeville attractions
Lime Rock Park
9.2/10 (30 reviews)
This historic 1.5-mile racing circuit winds through Connecticut's rolling hills, offering spectacular motorsport action since 1957. Enjoy races from grassy hillside viewing areas with a picnic-like atmosphere.
Holley-Williams House Museum
This 1768 historic residence showcases the Holley family's impact on Connecticut's iron industry. The Federal-style home tells the storey of regional craftsmanship from the 18th to 20th centuries.
Frequently asked questions
How much does a Lakeville holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Lakeville costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Lakeville?
You can usually find lower prices and greater availability in January, August and December. Explore our cheap Lakeville holiday packages and you could score some great off-season discounts.
How many days is enough for Lakeville?
Typically, a handful of days is enough to go to the main sights during your Lakeville holiday. However, if you want to have time to kick back or take day tours, think about extending your trip.
How to find the best Lakeville package deals?
Start your search for a Lakeville package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Lakeville package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Lakeville adventure off to a flying start.
Is it cheaper to book a Lakeville holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation individually. Better still, you can personalise your Lakeville escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Lakeville?
If you've got your Lakeville travel dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Lakeville?
- Choose when to go: Check your diary and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to escape to Lakeville.
- Budget wisely: On top of the price of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Lakeville.
- Decide your trip length: Think about how much time you want to spend discovering Lakeville. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Lakeville holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
