Lakeville Vacation Packages 2026 from $412

Lakeville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Cheshire - Southington by IHG

$412

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Hartford (BDL)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.

Graduate by Hilton Storrs

$590

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Hartford (BDL)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, express check-out, and luggage storage are also offered.

Landing Apartments Vernon

$619

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Hartford (BDL)

This apartment features an outdoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Guests will appreciate free perks like free self parking and WiFi in public areas.

Solano Inn

$693

per person

Oct 2 - Oct 5

found 11 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Hartford (BDL)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and laundry facilities are also on offer.

Inn at Middletown

Washington Street Historic District

$1,304

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Hartford (BDL)

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the gym and perks like free self parking.

Top Lakeville hotels deals

Interlaken Inn & Resort

74 Interlaken Road Lakeville CT

$269 nightly

$309 total

Jul 23 - Jul 24

Total with taxes and fees

This hotel features a full-service spa, 3 outdoor tennis courts, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

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

Lakeville CT

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Quality Inn Great Barrington

372 Main Street Great Barrington MA

$118 nightly

$132 total

Aug 11 - Aug 12

Total with taxes and fees

A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.

Prospect Berkshires

50 Prospect Lake Rd Egremont MA

$445 nightly

$497 total

Jul 28 - Jul 29

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.

Little Cat Lodge

37 Catamount Rd Copake Falls NY

$169 nightly

$189 total

Jul 23 - Jul 24

Total with taxes and fees

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a garden are also on offer.

The Little Lion

506 Stockbridge Road Great Barrington MA

$140 nightly

$156 total

Jul 23 - Jul 24

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.

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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.

See properties

Frequently asked questions

How much are vacation packages to Lakeville?

Travelocity has great package deals to Lakeville, as well as flights and hotels, starting at just $412. With all that extra cash, you could include some awesome tours or perhaps even tack on a couple of extra days to your exciting adventure.

How long should my Lakeville vacation be?

Typically, people stay 2 nights in Lakeville. But that mightn't be long enough for you. If you'd like to explore some of the area's hidden gems, how about adding another few nights to your travel schedule?

Where can I get the best vacation package deals for Lakeville?

You can't beat Travelocity when it comes to crafting your Lakeville package deal. There are at least 400 air carriers and 1,000,000 properties worldwide to choose from. Lock in your trip now and get ready to tick another destination off your to-do list.

Why should I book my Lakeville vacation package with Travelocity?

We've got 24/7 support, top-notch service and a Price Match Guarantee. Life is all about the journey — and we have enticing destinations for you to journey to all across the globe. Wander with us and make your hip pocket happy.

Can I save on my Lakeville car rental if I combine it with a hotel or flight?

Bundling your hotel, car and flight into a Lakeville vacation package is the best way to score an incredible deal. Plus, having your own car rental gives you total freedom to make your way to all the landmarks you want to see. Sitting 90 mi away from Lakeville, Times Square is one attraction that should be on your must-do list. Put together a driving playlist and make a day trip of it.

Which airport is best for Lakeville?

Many people choose to fly into Bradley Intl. Airport (BDL), 40 mi east of downtown Lakeville. Others prefer Albany Intl. Airport (ALB) (55 mi away from central Lakeville) or Tweed - New Haven Regional Airport (HVN) (55 mi away from central Lakeville).

Where should I stay when visiting Lakeville?

The Interlaken Inn & Resort is the number one choice of many visitors. Book as soon as possible to avoid missing out.