Lakeville Vacations from $254

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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.

The Latest Lakeville vacation packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham East Windsor Bradley Airport

Baymont by Wyndham East Windsor Bradley Airport

2.5 out of 5
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hartford (BDL)
6.2/10 (1,008 reviews)
The staff went out of their way to make sure that my stay had everything I needed. When I travel, this is always my "go to" hotel. Every single member of the staff went beyond their duties to help me and they are always so nice about anything you may need!

Reviewed on Jul 8, 2025

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Save 100% on your flight
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hartford (BDL)
8.6/10 Excellent! (948 reviews)
Tell them the fan in the air conditioner in room 615 needs to be repaired.

Reviewed on Jul 13, 2025

Solano Inn

Solano Inn

2.5 out of 5
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hartford (BDL)
9/10 Wonderful! (152 reviews)
Place was very nice and woman at front desk very Pleasant. The room was large, mattress comfy but there was large stains on the comforter and when I made a cup of coffee in room it was horrible. Maybe machine needs to be cleaned. Probably should have said something but I didn’t. Would go back.

Reviewed on Jul 14, 2025

Candlewood Suites Hartford Downtown by IHG

Candlewood Suites Hartford Downtown by IHG

2.5 out of 5
Downtown Hartford
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hartford (BDL)
8/10 Very Good! (809 reviews)
Musty smell in the room.

Reviewed on Jul 13, 2025

Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

3 out of 5
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hartford (BDL)
8.6/10 Excellent! (858 reviews)
Staff is wonderful! Offered amentities are perfect. The part that ruined it for us were the constant pool parties. I'm sure it's fun if you're part of it, but when you're the family with young kids going to bed early or the business executive trying to finish a presentation, it's frustrating. And quite frankly disgusting...we couldn't even use the pool for the 3 days we were there because it was cloudy or they were shocking it. Breakfast, gym, coffee, the rooms and staff were all wonderful!

Reviewed on Jul 13, 2025

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Discover the most popular places to visit in Lakeville

Lime Rock Park

4.5/5(15 reviews)

Catch an event at Lime Rock Park during your trip to Lime Rock. Discover the waterfalls and countryside in this relaxing area.

Lime Rock Park

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.

Holley-Williams House Museum

Lakeville Hotel Deals

Interlaken Inn & Resort
Interlaken Inn & Resort
3.5 out of 5
74 Interlaken Road, Lakeville, CT
$266 nightly
The price is $306 total per night from Jul 17 to Jul 18
$306 total
Jul 17 - Jul 18
Total includes taxes and fees
8/10 Very Good! (252 reviews)
"The venue itself was gorgeous, and the staff couldn’t have been more helpful. My only gripe is that my reservation said main building, 2 queen beds. We ended up down the street in what was more of a motel, with one queen bed and a twin cot. It was only one night so we were fine, just slightly misleading ..."

Reviewed on Jun 16, 2025

Interlaken Inn & Resort
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Jul 28 to Jul 29
$113 total
Jul 28 - Jul 29
Total includes taxes and fees
8.2/10 Very Good! (1,005 reviews)
"Easy check in with friendly staff. Super convenient to Mohaiwe Performing Arts, only a five minute walk. Very safe and quiet area."

Reviewed on Jul 13, 2025

Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Fully refundable
$164 nightly
The price is $183 total per night from Jul 20 to Jul 21
$183 total
Jul 20 - Jul 21
Total includes taxes and fees
8.8/10 Excellent! (635 reviews)
"Extremely clean , breakfast was very good"

Reviewed on Jul 5, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
See all 894 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.

Find the Best Lakeville Vacation Packages

Lakeville Essential Information

Language
English
Currency
U.S dollars
Population
930
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Mohawk Mountain Ski Area, Mohawk Mountain State Forest and Mount Frissell

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Frequently asked questions

How much does a Lakeville vacation package cost?
Offering excellent value package deals from $254 on Expedia, you'll be thrilled with how little a vacation 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 rates and greater availability in August, September and December. Explore our cheap Lakeville vacation packages and you could get some great off-season deals.
How many days is enough for Lakeville?
The ideal length for your Lakeville vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to hit all the leading attractions and discover some hidden treasures along the way.
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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations individually. Better still, you can personalize 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 vacation 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 traveling on a whim.
Does Expedia offer Book Now, Pay Later Lakeville vacation packages?
Your Lakeville break is meant to be an escape from your busy life, not a source of money-related stress. So to give you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.