Lakeville Vacation Packages 2025/2026 from $456

Lakeville flight + hotel vacation packages

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

Holiday Inn Express Vernon - Manchester by IHG

$456

per person

Jan 15 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Hartford (BDL)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Inn at Middletown

Washington Street Historic District

$464

per person

Jan 31 - Feb 3

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

The Goodwin Hotel

Downtown Hartford

Save 100% on your flight

$763

per person

Jan 31 - Feb 4

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Hartford (BDL)

This hotel features a 24-hour gym and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a snack bar/deli, and dry cleaning are also on offer.

Delamar West Hartford

Save 100% on your flight

$846

per person

Jan 31 - Feb 4

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Hartford (BDL)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free valet parking and free WiFi. Free self parking, a 24-hour business center, and a terrace are also offered.

Candlewood Suites Windsor Locks Bradley Arpt by IHG

$465

per person

Jan 15 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Hartford (BDL)

This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Families will appreciate the bowling alley and barbecue grills. Business travelers can take advantage of the 24-hour business center.

Top Lakeville hotels deals

Interlaken Inn & Resort

74 Interlaken Road Lakeville CT

$224 nightly

$258 total

Dec 3 - Dec 4

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

372 Main Street Great Barrington MA

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$94 total

Dec 7 - Dec 8

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.

Breakfast included

Parking included

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

Free Cancellation

$107 nightly

$120 total

Nov 30 - Dec 1

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

The Litchfield Inn

432 Bantam Road Litchfield CT

Free Cancellation

Reserve now, pay when you stay

$285 nightly

$328 total

Nov 25 - Nov 26

Total with taxes and fees

A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd Great Barrington MA

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$169 total

Nov 30 - Dec 1

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

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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.

Popular places to visit

Lime Rock Park

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.

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 $456. 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.