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.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was CA $677, price is now CA $556 per person
CA $556
per person
Aug 24 - Aug 27
found 6 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
8.8/10 Excellent! (1,344 reviews)
Rooms were little small. Thanks

Reviewed on Jul 3, 2026

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was CA $905, price is now CA $796 per person
CA $796
per person
Aug 24 - Aug 27
found 6 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
8.6/10 Excellent! (1,001 reviews)
Awesome!

Reviewed on Jul 2, 2026

Fairfield Inn & Suites by Marriott Springfield Enfield

Fairfield Inn & Suites by Marriott Springfield Enfield

3 out of 5
Sherwood Manor
Price was CA $904, price is now CA $800 per person
CA $800
per person
Sep 7 - Sep 10
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8.8/10 Excellent! (1,005 reviews)
Upon arrival, they told me that the pool was closed and being repaired, I was really looking forward to using the pool after a long drive! I guess part of it is my fault. I should’ve looked at reviews

Reviewed on Jul 2, 2026

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was CA $698, price is now CA $621 per person
CA $621
per person
Aug 24 - Aug 27
found 6 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
8.4/10 Very good! (1,000 reviews)
It was very cleans and friendly staff

Reviewed on Jul 2, 2026

Howard Johnson by Wyndham Hartford South – Rocky Hill

Howard Johnson by Wyndham Hartford South – Rocky Hill

2 out of 5
Price was CA $715, price is now CA $643 per person
CA $643
per person
Sep 7 - Sep 10
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8.2/10 Very good! (1,004 reviews)
The 'breakfast included" was a few slices of bread, pre-packaged coffee cake, cereal and milk and OJ. I was nervous about trying the milk and OJ after seeing the setup.

Reviewed on Jun 30, 2026

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Lakeville Hotel Deals

Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
The price is CA $343 per night from Jul 16 to Jul 17
CA $343
CA $395 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very good! (304 reviews)
"This is a large inn in a remote rural area. I spent three nights in the inn. My biggest complaint is the food service. There’s a restaurant affiliated to the Inn. The food options are very limited. I ordered six chicken wings and found out inside the wing is cold and the wind is not even fully cooked. ..."

Reviewed on Jun 29, 2026

Interlaken Inn & Resort
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
9.4/10 Exceptional! (86 reviews)
"Excellent experience with Alden. We had a mix up on my end with my crew and without skipping a beat, Alden had it completely figured out and my crew was settled in."

Reviewed on Jun 7, 2026

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Summer Lake Cottage, private beach, Berkshire Hills, small village
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is CA $160 per night from Aug 2 to Aug 3
CA $160
CA $179 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"I booked the stay at Quality Inn without knowing what to expect. Getting to the hotel was easy. The location was perfect with mountains all around. Comfortable bed and just right amenities made the stay enjoyable. The breakfast sitting area was separate from the hotel and had a cottage feel, enjoyed ..."

Reviewed on Jul 3, 2026

Quality Inn Great Barrington
See all 923 properties in Lakeville
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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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.
See properties

Frequently asked questions

How much does a Lakeville vacation package cost?
You can grab a vacation package to this destination from CA $556 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?

  1. Pick your travel dates: The things you want to do in Lakeville and your preferred season can help you decide when to get away.
  2. 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.
  3. 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.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Lakeville vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.