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Weekend Getaway in Connecticut

Connecticut
Anytime
Guests
Connecticut
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Connecticut

2 Adults
Pets allowed
250 yd to water
1 Bedroom
House
4 Adults
Pool

Fantastic Destinations to Discover During Weekend Getaways in Connecticut

Connecticut is packed with museums, beaches, parks, and aquariums. Its coastal cities of New London, Fairfield, Greenwich, and New Haven draw travelers from around the world. Come to discover zoos, clubs, classic eateries, and events highlighting the amazing local culture and music.

City Breaks in Connecticut: Top Accommodations

House Niantic
Sep 14 - Sep 21
-38%
$338
$210 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Niantic with Patio, Yard & Grill

5.0
Outstanding (80 ratings)
Niantic, East Lyme, Connecticut
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House Clinton
Sep 7 - Sep 14
$399 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Clinton with Patio & Grill

4.8
Outstanding (56 ratings)
Clinton, Middlesex County, Connecticut
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Cottage Clinton
Aug 24 - Aug 31
$179 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Romantic Cottage in Clinton with Patio + Next to Beach

4.8
Outstanding (128 ratings)
Clinton, Middlesex County, Connecticut
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The Best Weekend Getaway Destinations in Connecticut

The Best Weekend Getaway Destinations in Connecticut

Weekend getaways in Connecticut are great at any time of the year. Every season brings opportunities to indulge in fun outdoor activities such as hiking, cycling, and swimming.

  • 1. Hartford

    Make sure you visit the state's capital to see the Mark Twain House & Museum, which dates back to 1874. Its thousands of historical artifacts include the desk where Twain penned some of his most famous works. Visit Keney Park for golfing and cycling. On a rainy day, head to Westfarms Shopping Center between West Hartford and Farmington. The mall has more than 160 stores, including restaurants.

  • 2. Kent

    Travel to this Litchfield County town to visit Hopkins Vineyard, where you can learn about its product and even taste some of the varieties available. Afterward, head to Cobble Mount's numerous hiking trails and delight in scenic views of the woods.

  • 3. Westport

    Visit Westport's Calf Pasture Beach for a relaxing walk or some fishing. To swim, head to Southport Beach, where there are lifeguards. You'll also be treated to excellent sunset views.

  • 4. Bridgeport

    Visit Bridgeport's Housatonic Museum of Art and explore its exhibitions and sculpture garden. Alternatively, head to Jennings Beach to stroll along its wide stretch of sand, cool off in the water, or stop for refreshments at the snack bar.

  • 5. Danbury

    When in Danbury, explore nearby Bennetts Pond State Park's miles of hiking trails. Go bow hunting in season, or bike around the bark. To cool off, stop for a dip at Martin Park Beach. In the evening, go to Happy Landings Protected Open Space to relax while enjoying fantastic sunset views. The area is pet-friendly, so you can bring your furry friend along.

Best Places to Stay for City Breaks in Connecticut

House Sherman
Aug 17 - Aug 24
$758 per night
House ∙ 16 guests ∙ 6 bedrooms

House in Sherman with In-Ground Pool

4.8
Outstanding (49 ratings)
Sherman, Fairfield County, Connecticut
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House Westbrook Center
May 5 - May 12
-39%
$700
$425 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Westbrook Center with Patio & Grill + Picture-Perfect Views

4.9
Outstanding (101 ratings)
Westbrook Center, Westbrook, Connecticut
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Cottage Westbrook Center
Jun 15 - Jun 22
$265 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage in Westbrook Center with Yard, Patio & Grill + Beautiful Views

4.8
Outstanding (32 ratings)
Westbrook Center, Westbrook, Connecticut
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Things to Do During Your Weekend Getaway in Connecticut

Things to Do During Your Weekend Getaway in Connecticut

With plenty of clubs and events to choose from, you'll never run out of things to do on weekend getaways in Connecticut. Explore the area's attractions with friends or interact with locals.

  • 1. Visit the Connecticut Science Center

    Adults and children alike will love this nine-story museum in Hartford. Explore its over 100 hands-on exhibits and attend live demonstrations. Kids can learn all about science in the educational lab onsite.

  • 2. See animals at Connecticut's Beardsley Zoo

    This Bridgeport attraction is home to exotic birds, Siberian tigers, grey foxes, American alligators, wolves, amphibians, and reptiles, among other fascinating creatures.

  • 3. Chill at the Side Door Jazz Club

    At this classic jazz club in Old Lyme, you can listen to great music by local bands as you sip cocktails. Check the club's schedule in advance.

  • 4. Attend the Hartbeat Music Festival

    If your weekend getaway happens to be during the first week of September, attend this Hartford festival for a taste of local music, cuisine, and beer.

  • 5. Go to the Mystic Aquarium

    Head to this Stonington attraction to see penguins, Steller sea lions, and New England's only beluga whales. Explore their special exhibits on everything from jellyfish to dinosaurs.

Recommended Accommodations for City Breaks in Connecticut

House New London
Aug 19 - Aug 26
$799 per night
House ∙ 12 guests ∙ 4 bedrooms

House in New London with Patio, Pool & Yard

4.6
Excellent (50 ratings)
New London, New London County, Connecticut
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House Branford
Jul 20 - Jul 27
$299 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Branford with Grill & Patio + Ocean Views + Next to Beach

5.0
Outstanding (78 ratings)
Branford, New Haven County, Connecticut
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House Old Lyme
May 10 - May 17
-36%
$435
$281 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Old Lyme with Patio & Yard

5.0
Outstanding (40 ratings)
Old Lyme, New London County, Connecticut
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What to Pack for Your Weekend Getaway in Connecticut

What to Pack for Your Weekend Getaway in Connecticut

By packing everything you'll need on your Connecticut weekend getaway, you'll have more time to explore its fascinating destinations.

  • 1. Fishing equipment

    If you're planning a day on the water at Calf Pasture Beach in Westport, carry hooks, fishing nets, bait, and rods.

  • 2. Driver's license

    Having a valid driver's license allows for self-driving vacations, possibly the best way to see some of Connecticut's smaller towns.

  • 3. Swimming suits

    Southport Beach, Harveys Beach, and Ocean Beach Park make great venues for swimming. Pack your bathing suit so that you don't miss out on the fun.

  • 4. A book about Connecticut

    To pack in as much adventure as possible in your weekend getaway, consider packing a guidebook, such as Andi Marie Cantele's Explorer's Guide Connecticut or Cindi D. Pietrzyk's Connecticut Off the Beaten Path.

  • 5. Clothing

    If your weekend getaway is during summer, pack light clothes such as shorts, linen shirts, and dresses. For winter visits, heavier apparel such as hoodies, jackets, and pants are a must.

Top Offers for City Breaks in Connecticut

Cottage Old Lyme
Aug 17 - Aug 24
$343 per night
Cottage ∙ 10 guests ∙ 3 bedrooms

Beautiful Cottage in Old Lyme with Yard, Patio & Grill

4.6
Excellent (24 ratings)
Old Lyme, New London County, Connecticut
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House Madison Center
Jun 15 - Jun 22
$586 per night
House ∙ 9 guests ∙ 4 bedrooms

Wonderful House in Madison Center with Patio, Grill & Yard

5.0
Outstanding (24 ratings)
Madison Center, Madison, Connecticut
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House Milford
Aug 19 - Aug 26
$978 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Milford with Patio & Grill

5.0
Outstanding (13 ratings)
Milford, New Haven County, Connecticut
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Information about Weekend Getaway in Connecticut

💳 Highest rates in September
😎 Least busy month June
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months July and August
❄️ Coldest months 21 °F in January and February
🌧️ Rainiest months 14 rainy days in December and January

Frequently Asked Questions

Weekend Getaway in Connecticut: What is the cost of a stay?

HomeToGo has incredible vacation homes, with prices as low as $82 per night.

Weekend Getaway in Connecticut: can I find a vacation home suitable for a group?

Usually the size of a House rental is 230 m² and can fit 8 guests on average which is ideal for large groups.

How many accommodations are available to rent for a weekend in Connecticut?

You can find more than 7,547 city break accommodations available in Connecticut with prices starting at $82 per night.

Weekend Getaway in Connecticut: what types of vacation homes can I find?

We would suggest browsing our incredible selection of Apartment rentals and House rentals in Connecticut.

How much does a weekend getaway in Connecticut cost?

The cost of a vacation home in Connecticut for the weekend can range from $82 and can go up to $483 per night.

Do many vacation rentals in Connecticut come with a pool?

Yes, more than 36% accommodations in Connecticut offer a pool.

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Average Nightly Rental Prices in Connecticut

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Vacation Rental Price Information in Connecticut

Vacation Rental Availability in Connecticut

Rental availability information in Connecticut

Weekend Getaway in Connecticut Inspiration

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