Litchfield Vacation Packages 2026 from $552

Litchfield flight + hotel vacation packages

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

The Cromwell Inn

$552

per person

Nov 21 - Nov 28

found 7 hours ago

Roundtrip flight included

San Juan (SJU) to Hartford (BDL)

This hotel doesn't skimp on freebies - guests receive free English breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Delamar West Hartford

Save 100% on your flight

$1,106

per person

Oct 9 - Oct 12

found 13 hours ago

Roundtrip 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.

Avon Old Farms Hotel

$736

per person

Nov 23 - Nov 27

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Hartford (BDL)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.

Landing in Downtown Hartford Near Dunkin' Park

Downtown Hartford

$639

per person

Nov 23 - Nov 27

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Hartford (BDL)

This apartment features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and a virtual front desk are also on offer.

Landing Apartments West Windsor

$648

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Hartford (BDL)

This apartment features an outdoor pool and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and barbecue grills are available on site. Guests will appreciate free perks like free self parking and WiFi in public areas.

Top Litchfield hotels deals

The Abner Hotel

15 West St Litchfield CT

$159 nightly

$183 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Dry cleaning, luggage storage, and concierge services are also on offer.

The Litchfield Inn

432 Bantam Road Litchfield CT

Free Cancellation

Reserve now, pay when you stay

$307 nightly

$353 total

Sep 15 - Sep 16

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. Enjoy the seasonal outdoor pool and free perks like cooked-to-order breakfast and free self parking.

Belden House & Mews

31 North Street Litchfield CT

$490 nightly

$563 total

Sep 14 - Sep 15

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and concierge services.

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$109 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. 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.

Courtyard by Marriott Waterbury Downtown

63 Grand St Waterbury CT

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$102 total

Aug 31 - Sep 1

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are also offered.

Wyndham Southbury

1284 Strongtown Road Southbury CT

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$107 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.

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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 Litchfield attractions

A tree-lined residential street with a white picket fence and a stone wall.

Litchfield Town Green

9.4/10 (19 reviews)

Explore the great outdoors at Litchfield Town Green, a lovely green space in Litchfield. You can enjoy the bars while in the area.

See properties

Frequently asked questions

How much are vacation packages to Litchfield?

Travelocity provides package deals to Litchfield, as well as flights and hotels, starting from an impressive $552. With the money you save, you could include some awesome tours or maybe even add on some extra nights to your adventure.

How long should my Litchfield vacation be?

Many visitors like to spend around 2 nights in Litchfield. But you don't have to follow the crowd. Whether you prefer to stay for a couple of days or a couple of weeks, you'll enjoy exploring all the fantastic things that this destination has to offer.

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

Travelocity has everything you need to score an awesome Litchfield package deal. Select from 400 partner airlines and 1,000,000 properties worldwide and put together a travel itinerary that suits your style. With so many options at hand, you'll have plenty of inspiration for your next big adventure.

Why should I book my Litchfield vacation package with Travelocity?

Nothing tops the satisfaction of knowing you've just scored the best price available — that's our Price Match Guarantee. Add to that our enormous range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a hassle-free vacation.

Can I save on my Litchfield car rental if I book it with my hotel or flight?

Bundling your car, flight and hotel into a Litchfield vacation package is an excellent way to score better prices. Plus, having your own wheels gives you total freedom to find your way to all the landmarks you want to check out. Located 80 mi from Litchfield, Times Square is one place that should feature on your itinerary. Fasten your seat belt and make a day trip of it.

Which airport is best for Litchfield?

Bradley Intl. Airport (BDL) (30 mi away from downtown), Tweed - New Haven Regional Airport (HVN) (35 mi away from central Litchfield) and Stewart Intl. Airport (SWF) (50 mi away from central Litchfield) are the main hubs in Litchfield.

What is there to do in Litchfield?

Litchfield is brimming with things to see and do, including Litchfield Town Green and White Memorial Conservation Center. These renowned attractions top most visitors' itineraries.

Where should I stay when visiting Litchfield?

If you're after a place to base yourself, take a look at the Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ. It's the top pick for many visitors.