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Middletown, CT accommodations
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182 Lodgings in Middletown, CT

Browse Lodgings in the Historic District of Middletown, CT

Choosing central accommodation in downtown Middletown, CT maximizes your time, putting popular museums, historic districts, and local restaurants within walking distance.

2br Apartment Near Wesleyan 301 - Middletown, CT
10 2 reviews

2br Apartment Near Wesleyan 301

apartment, Middletown
This Washington Street Historic District apartment in Middletown offers on-site parking and is located 0.75 miles from Harbor Park and 0.38 miles from Kidcity Children's Museum.
This 950 sq ft dwelling accommodates up to 4 guests with 2 bedrooms, 1 bathroom, and features air conditioning, Wi-Fi, a full kitchen, and an in-unit washer and dryer.
Historic Greek Revival Brick Home - Middletown, CT
9.8 340 reviews

Historic Greek Revival Brick Home

apartment, Middletown
This charming apartment is situated in the Downtown Village Historic District, just a block from Main Street, across from the public library, and within walking distance of Wesleyan University. The accommodation has received excellent user, location, and cleanliness ratings, making it a popular choice among travelers.
The apartment offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a private backyard with a patio, a fire pit, and a tire swing, a shared laundry area, and a private entrance with outdoor seating.
3 Br Apartment Near Wesleyan 201 - Middletown, CT
8.6 7 reviews

3 Br Apartment Near Wesleyan 201

apartment, Middletown
This second-floor apartment in Middletown is located a stone's throw from Wesleyan University, offering convenient access to the campus and surrounding area.
This pet-friendly residence accommodates up to six guests with three bedrooms, one bathroom, and a fully equipped kitchen, featuring a porch and on-site laundry for added convenience.
Beautiful Sunny Apartment In Historic Village - Middletown, CT
9.7 259 reviews

Beautiful Sunny Apartment In Historic Village

apartment, Middletown
This charming apartment is located in Middletown's Downtown Village Historic District, just two blocks from Wesleyan University and across the street from the public library. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. The apartment provides modern amenities, including a fully equipped kitchen, air conditioning, a backyard with a grill, and free Wi-Fi.

Our Favorite Family-Friendly Accommodations in Middletown, CT

Choosing a lodging built for families in Middletown, CT means city attractions are within easy reach, ensuring a much smoother trip for everyone.

Family Stays, Ct - Middletown, CT
10 135 reviews

Family Stays, Ct

apartment, Middletown
This Middletown house rental is conveniently located 1.2 miles from Wesleyan University and within walking distance of downtown Middletown and Veterans Memorial Park, offering easy access to restaurants and attractions.
The three-bedroom, two-bathroom home sleeps six, features a full kitchen with dishwasher, a dedicated workspace, a two-car garage, and an enclosed backyard bordering woods, perfect for families visiting Middletown.
Modern Middletown Retreat, Minutes To Downtown! - Middletown, CT
9.6 14 reviews

Modern Middletown Retreat, Minutes To Downtown!

apartment, Middletown
This 3-bedroom apartment is located in Middletown, a short drive from Wesleyan University, Wadsworth Falls State Park, and Lake Beseck Beach. It has received excellent user ratings for its comfort and amenities.
This spacious home features 1,500 square feet of living space and can accommodate up to 6 guests. The apartment offers a modern kitchen with stainless steel appliances, a shared yard and patio, and a comfortable living area with a 65” TV, Alexa, and smart switches.
Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger - Middletown, CT
9.8 11 reviews

Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger

apartment, Haddam
This waterfront vacation home in Killingworth is located near Cockaponset State Forest and Sundial Herb Garden, offering easy access to scenic hiking trails and unique botanical attractions. It has earned excellent user ratings, making it a popular choice for travelers.
This 1300 square foot house comfortably sleeps up to 10 guests in its 4 bedrooms and 1 bathroom. Enjoy the convenience of a fully equipped kitchen, air conditioning, a private terrace, a garden, and parking, perfect for relaxing and exploring the surrounding area.
Grammy's Famous Lake House Retreat - Middletown, CT
No reviews

Grammy's Famous Lake House Retreat

house, East Hampton
House rental. You will be based in East Hampton.
Services and facilities: a fridge, a swimming pool and a washing machine. Take advantage of the Free Parking with this accommodation in East Hampton!

Frequently Asked Questions about accommodations in Middletown, CT

  • What are the most convenient modes of transportation within Middletown, CT?

    Middletown is pretty walkable, especially downtown. If you need to get around town, the Middletown Area Transit (MAT) bus system is a good option. If you're coming from further away, Amtrak has a station in town, and Bradley International Airport is about a 45-minute drive.
  • What are the best accommodations in Middletown, CT?

    Among the accommodations in Middletown, CT, Quaint 2br Apt- 1 Block Walk To Wesleyan & Main St, Inn At Middletown and 3 Bedroom Near Wesleyan - Downtown are the most popular ones.

  • What outdoor activities and adventures are popular in and around Middletown, CT?

    Middletown is near some great outdoor spots! You can hike and bike at Cockaponset State Forest, or go kayaking or canoeing on the Connecticut River. If you want something more relaxed, there's always the Middletown Green, a beautiful park in the center of town.
  • What are the best accommodations with a pool in Middletown, CT?

    Inn At Middletown, Oasis In The City and Private Floor - 3 Bedrooms - Modern - Near Downtown are the best accommodations with a pool in Middletown, CT.

  • When is the best time to visit Middletown, CT?

    Spring and fall are great times to visit Middletown, as the weather is mild and the leaves are beautiful. Summer can get hot and humid, but it's a great time to enjoy outdoor activities. Winter can be cold, but it's a good time to see the town decorated for the holidays.
  • What are the best accommodations with a jacuzzi in Middletown, CT?

    The best accommodations with a jacuzzi in Middletown, CT are Inn At Middletown, A Luxury Estate Elegant & Private~white Lion Manor and Passport Inn And Suites - Middletown.

  • What local dishes and culinary experiences are a must-try in Middletown, CT?

    You have to try the New England clam chowder! Middletown has some great seafood restaurants, especially those on the Connecticut River. If you're looking for something a little different, check out the Middletown Farmers' Market for local produce and baked goods.
  • What are the best accommodations for families and kids in Middletown, CT?

    The best accommodations for families and kids in Middletown, CT are Inn At Middletown, Apartment Near Wesleyan - Downtown - Wedding Venues and Beautiful Sunny Apartment In Historic Village.

  • In which part of Middletown, CT should you consider renting accommodation?

    Downtown Middletown is a great place to stay, as it's close to shops, restaurants, and attractions. If you're looking for something quieter, the residential neighborhoods near Wesleyan University are also nice. And if you want to be close to nature, the area around Cockaponset State Forest is a good option.
  • What are the best pet friendly accommodations in Middletown, CT?

  • What are the best accommodations with parking in Middletown, CT?

Popular destinations

Best Middletown, CT accommodation with a kitchen

Family Stays: Middletown, Ct - Middletown, CT
10 29 reviews

Family Stays: Middletown, Ct

apartment, Middletown
This Middletown apartment rental is located 1.2 miles from Wesleyan University, near downtown, Veterans Memorial Park, and numerous restaurants and shops.
The four-bedroom, two-bathroom house comfortably sleeps eight guests and features a fully equipped kitchen, a fenced backyard, a two-car garage, and family-friendly amenities like high chairs and a Pack 'n Play.
Cozy 2 Bdrm 1 Bthrm Apartment With Wi-fi, Parking - Middletown, CT
9.6 77 reviews

Cozy 2 Bdrm 1 Bthrm Apartment With Wi-fi, Parking

apartment, Middletown
This apartment is conveniently located in a peaceful Middletown neighborhood, just a 10-minute drive from Main Street, Wesleyan University, Rt 9, and Pratt and Whitney. Guests consistently rate this property excellent for location, cleanliness, and overall experience.
This two-bedroom, one-bathroom rental comfortably sleeps four guests. Enjoy amenities like a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and parking.
The Farmhouse Loft Guesthouse - Middletown, CT
10 14 reviews

The Farmhouse Loft Guesthouse

apartment, Middletown
This 2-bedroom, 1-bathroom apartment is located in Middletown's historic Highland district, offering a rural setting on a one-acre property just minutes from downtown Middletown and Wesleyan University.
This second-floor rental in a restored 1790 farmhouse accommodates up to 4 guests and features a private entrance, a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, garden access, and marked guest parking.
Cozy Family Home-sleeps 6 Near Wesleyan & Weddings - Middletown, CT
10 2 reviews

Cozy Family Home-sleeps 6 Near Wesleyan & Weddings

apartment, Middletown
This spacious apartment is located on a private cul-de-sac in Middletown, offering convenient access to Main Street, Wesleyan University, and local wedding venues.
This residence accommodates up to 6 guests with 2 Queen beds, 1 Twin Bed, 1 Futon, and 1 Daybed, featuring 2 newly renovated bathrooms, a dedicated dining area for 6, an eat-in kitchen, a lower-level lounge, and a large backyard.

Neighborhoods and points of interest in Middletown, CT

Best Middletown, CT accommodation with parking

Spacious Studio With Ac And Wifi In Charming Durham - Middletown, CT
10 8 reviews

Spacious Studio With Ac And Wifi In Charming Durham

studio, Durham
This Durham studio rental is situated in a rural area, conveniently near ArtFarm and the Toyota Oakdale Theatre, with easy driving access to the General Mansfield House and Wadsworth Mansion.
The apartment offers a fully equipped kitchen with a dishwasher, crock-pot, and coffee maker, sleeps two guests, and features a spacious deck with a BBQ for outdoor dining.
#24 *Serenity* A Lakefront Cottage Retreat - Middletown, CT
9.8 23 reviews

#24 *Serenity* A Lakefront Cottage Retreat

apartment, Middletown
This Middletown lakefront cottage, a 10-minute drive from downtown and Wesleyan University, offers stunning fall foliage and winter lake views.
The 1100-square-foot home features two bedrooms, one bathroom, sleeps four, and includes a full kitchen with KitchenAid appliances, a spacious deck with Adirondack chairs, kayak/canoe access, and a 55-inch smart TV.
Modern 1br Near Wesleyan & Main Street - Middletown, CT
9.9 24 reviews

Modern 1br Near Wesleyan & Main Street

apartment, Middletown
This Middletown apartment rental is conveniently located near Main Street, a mile from Wesleyan University, and close to Middlesex Hospital, offering easy access to Route 9.
The newly renovated one-bedroom unit sleeps three guests and features a full kitchen with dishwasher, in-unit laundry, air conditioning, and off-street parking.
New Modern, Luxurious Home On 2.5 Acres. 10 Min To Powder Ridge & Middletown. - Middletown, CT
9.8 30 reviews

New Modern, Luxurious Home On 2.5 Acres. 10 Min To Powder Ridge & Middletown.

apartment, Durham
This Durham vacation home is conveniently located near Millers Pond State Park (1.4 miles) and within 6 miles of Ron McCutcheon Park, Tri-Mountain State Park, Lyman Orchards, and Lyman Meadow Golf Club.
This spacious four-bedroom house, sleeping up to eight guests, features a fully equipped kitchen, a fireplace, barbecue grills, and a terrace—perfect for families seeking outdoor recreation near Durham's parks and orchards.

Best Middletown, CT lodging with a pool

Among the 182 accommodations in Middletown, CT, here are the 4 best ones with a pool

A Luxury Estate Historic Spacious~white Lion Manor - Middletown, CT
10 95 reviews

A Luxury Estate Historic Spacious~white Lion Manor

apartment, Middletown
Windshire Terrace Apartments - Middletown, CT
No reviews

Windshire Terrace Apartments

apartment, Middletown
Hot Tub And Pool Home Away From Home - Middletown, CT
9.9 55 reviews

Hot Tub And Pool Home Away From Home

apartment, Middletown
Home Away From Home Hot Tub And Pool In Middletown Home Of Wesleyan University - Middletown, CT
9.8 16 reviews

Home Away From Home Hot Tub And Pool In Middletown Home Of Wesleyan University

apartment, Middletown

Find the Best Luxury Lodgings in Middletown, CT

There is a lot to be said for a well-chosen luxury lodging in Middletown, CT; discover expansive rooms and a location that makes the trip truly worth it.

1r Private Downtown Oasis - Middletown, CT
9.8 153 reviews

1r Private Downtown Oasis

apartment, Middletown

Popular Dog-Friendly Accommodations in Middletown, CT

These dog-friendly lodgings in Middletown, CT ensure your pet loves the trip as much as you do, with pet-ready amenities throughout.

Spacious 5-bedroom Family Home - Middletown, CT
No reviews

Spacious 5-bedroom Family Home

apartment, New Britain
Lake Beseck Cottage - Middletown, CT
9.8 269 reviews

Lake Beseck Cottage

apartment, Middlefield
2br Apartment Near Wesleyan 102 - Middletown, CT
9.4 3 reviews

2br Apartment Near Wesleyan 102

apartment, Middletown
Waterfront Lake House - Middletown, CT
9.5 2 reviews

Waterfront Lake House

house, East Hampton
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