Lakeville Vacation Packages
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Your Lakeville Vacation
When a getaway to the city is calling, answer it with a Lakeville vacation package. The neighborhood of Canann Village Historic District, which is good for dining, culture and shopping, makes a great base for your adventures. A trip to Lakeville is a great opportunity to see the sights. Be sure to visit renowned attractions like Lime Rock Park, Mount Riga State Park and Mount Frissell. No matter your travel plans or budget, organizing a tailored Lakeville vacation is simple with Expedia.
Top Lakeville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Cromwell Inn
CA $1,223
per person
Dec 3 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to Hartford (BDL)
7.4/10 Good! (23 reviews)
The room was clean, and comfortable; not much of instruction about the hotel or the breakfast area, or others amenities of the hotel.
Reviewed on Oct 5, 2026
Courtyard by Marriott Hartford Cromwell
CA $1,360
per person
Dec 3 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to Hartford (BDL)
8.6/10 Excellent! (764 reviews)
They charge you $6 for a bottle of water,where all other places it's Free! They do not give you free coffee,is it really hard for the price you charge to do this for your guests? Need to update and clean better 😕
Reviewed on Oct 3, 2026
Ready to book your vacation to Lakeville?
Lakeville Hotel Deals
Interlaken Inn & Resort
74 Interlaken Road Lakeville CT
CA $307
CA $353 total
Oct 26 - Oct 27
includes taxes & fees
8.2/10 Very good! (315 reviews)
"Needs a renovation and new furniture. Bed was comfortable though."
Reviewed on Oct 6, 2026
Summer Lake Cottage, private beach, Berkshire Hills, small village
Lakeville CT
9.6/10 Exceptional! (93 reviews)
"Classic rustic lakeside cottage. We were there in the Fall, and glad to have the fireplace, but with direct access to the lake it would also be great for a summer getaway."
Reviewed on Sep 30, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
CA $109
CA $122 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."
Reviewed on Oct 5, 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)
Catch an event at Lime Rock Park during your trip to Lakeville. Discover the waterfalls and countryside in this relaxing area.
Holley-Williams House Museum
You can spend time exploring the galleries in Holley-Williams House Museum during your travels in Lakeville. Discover the area's waterfalls and mountain views.
Gay Woods Hill
Commune with nature and explore the great outdoors at Gay Woods Hill during your travels in Lakeville. Take in the museums while you're in the area.
Frequently asked questions
How much does a Lakeville vacation package cost?
You can grab a vacation package to this destination from CA $1,223 on Expedia. However, how much your vacation to Lakeville costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Lakeville?
January, August and December are the best times to search for cheap Lakeville vacation packages. Opting to travel in less busy months means you'll typically find better prices on accommodations and flights.
How many days is enough for Lakeville?
When planning your Lakeville vacation, a handful of days will be enough to see all the highlights. Make sure to visit Scoville Memorial Library — it's one of the main sights in this destination. If you're after more activities, consider basing yourself here and setting off on some trips from Lakeville.
How to find the best Lakeville package deals?
Use Expedia's filter tool to find some tempting Lakeville package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Lakeville package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Lakeville vacation as a package?
You can enjoy significant savings on your Lakeville break by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Lakeville?
If you're considering a spur-of-the-moment Lakeville getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Lakeville?
- Pick your travel dates: The things you want to do in Lakeville and your preferred season can help you decide when to get away.
- Set a budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Lakeville. Then, choose a hotel that fits your budget, whether that's a wallet-friendly stay or a high-end retreat.
- Decide how long to go for: Now that you're up to speed on Lakeville, you can figure out the ideal length of your break. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
- Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Lakeville vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
