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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.

Renovated Apt - 4min Walk From Wesleyan & Main St - Middletown, CT
9.2 42 reviews

Renovated Apt - 4min Walk From Wesleyan & Main St

apartment, Middletown
This apartment in Middletown is conveniently located within a 10-minute walk of Wesleyan University and Kidcity Children's Museum, and within 15 minutes of General Mansfield House and Van Vleck Observatory. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom rental comfortably sleeps three guests and features a fully equipped kitchen and a washing machine. Guests can enjoy free Wi-Fi, a Smart TV, and air conditioning, making this a great choice for travelers looking for a comfortable and convenient stay in Middletown.
3 Br Apartment Near Wesleyan 201 - Middletown, CT
10 2 reviews

3 Br Apartment Near Wesleyan 201

apartment, Middletown
This 3-bedroom, 1-bathroom condo is located in Middletown's Washington Street Historic District, a 9-minute walk from Kidcity Children's Museum and a 12-minute walk from Van Vleck Observatory.
This 950 sq ft rental sleeps 6 guests and offers on-site parking, Wi-Fi, a full kitchen, and an in-unit washer/dryer, with proximity to Artfarm, Dinosaur State Park, and Cromwell Meadows Wildlife Management Area.
3 Br Apartment Near Wesleyan 201 - Middletown, CT
8.7 9 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.
Stylish Stay Near Wesleyan - 2br - Middletown, CT
9.4 20 reviews

Stylish Stay Near Wesleyan - 2br

apartment, Middletown
This Middletown apartment rental is conveniently located minutes from Wesleyan University and Main Street, offering easy access to shops and restaurants.
The two-bedroom, one-bathroom unit sleeps four guests and includes high-speed internet, a washer/dryer, and parking; nearby attractions include Wesleyan University and Main Street's diverse offerings.

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.

Brownstone Oasis - Middletown, CT
9.8 10 reviews

Brownstone Oasis

apartment, Portland
This two-bedroom, one-bathroom rental unit is located in a central Portland district, offering convenient access to prominent landmarks and attractions such as Powell's City of Books, approximately 1,500 feet away, and Pioneer Courthouse Square, just under 1 mile away.
This stylish apartment accommodates up to eight guests and includes amenities such as internet, air conditioning, a kitchen, a jacuzzi, and parking, making it a comfortable retreat for exploring Portland.
Hot Tub And Pool Home Away From Home - Middletown, CT
9.9 57 reviews

Hot Tub And Pool Home Away From Home

house, Middletown
This apartment is located in a quiet residential area of Middletown, just a short drive from the bustling downtown and its many restaurants and shops. Guests have consistently rated this rental as excellent in terms of location, cleanliness, and overall experience.
The three-bedroom, three-bathroom home comfortably sleeps six guests. Enjoy a relaxing stay with a private backyard featuring a pool, barbecue area, and hot tub, along with a fitness center, a garden, and parking.
New Modern, Luxurious Home On 2.5 Acres. 10 Min To Powder Ridge & Middletown. - Middletown, CT
10 31 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.
Lake Me Home - Middletown, CT
9.0 2 reviews

Lake Me Home

house, East Hampton
Lake Me Home, a beachfront property in East Hampton, is located 11 miles from Wesleyan University and the Goodspeed Opera House, and 30 miles from Bradley International Airport, offering direct beach access.
This 7,360-square-foot East Hampton home sleeps nine guests and features a fully equipped kitchen, private parking, Wi-Fi, a sun terrace, outdoor fireplace, and washer/dryer, with nearby fishing and hiking opportunities.

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

3 Br Apartment Near Wesleyan 202 - Middletown, CT
9.7 7 reviews

3 Br Apartment Near Wesleyan 202

apartment, Middletown
This 3-bedroom, 1-bathroom apartment in Middletown offers a prime location, a short distance from Wesleyan University, ideal for visitors and business travelers.
This pet-friendly residence accommodates up to 6 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden for your convenience.
Historic Home 3 Mi To Middletown Main Street - Middletown, CT
10 1 review

Historic Home 3 Mi To Middletown Main Street

house, Middletown
This historic house in Middletown is located 3 miles from Main Street, 2.1 miles from Wesleyan University, and within 14-19 miles of the Goodspeed Opera House and Wadsworth Atheneum.
This 5870 square foot residence offers 6 bedrooms, 3 bathrooms, internet, air conditioning, parking, and a fully equipped kitchen, with a guest capacity of 23.
All New 1br Apartment With All The Features You Are Looking For - Middletown, CT
10 2 reviews

All New 1br Apartment With All The Features You Are Looking For

apartment, Wallingford
This Wallingford apartment is conveniently located in the city center, just a short walk from attractions like Tradition Golf Club and Gouveia Winery.
The 670-square-foot apartment features a fully equipped kitchen, a queen-size bed, a full-size sofa, and a large-screen TV, accommodating up to two guests.
Updated 2-bedroom Near Wesleyan-middletown - Middletown, CT
9.9 103 reviews

Updated 2-bedroom Near Wesleyan-middletown

apartment, Middletown
This Middletown apartment rental is conveniently located near Main Street, Wesleyan University, and Middlesex Hospital, offering easy access to Route 9.
The newly renovated two-bedroom unit sleeps four, features a full kitchen with dishwasher, in-unit laundry, a private back porch, and free street parking.

Neighborhoods and points of interest in Middletown, CT

Best Middletown, CT accommodation with parking

Fashionably Cozy Place - Middletown, CT
9.4 34 reviews

Fashionably Cozy Place

apartment, Meriden
This Meriden apartment is conveniently located near Hubbard Park, Gouveia Vineyards, and within easy reach of New Haven and Hartford. Guests consistently rate the apartment highly for its cleanliness, location, and overall experience.
The apartment is comfortable and spacious, accommodating up to four guests. Amenities include a fully equipped kitchen, high-speed internet, flat-screen TVs in each bedroom, on-site laundry, and parking.
Clover Nook - Middletown, CT
10 4 reviews

Clover Nook

apartment, Middletown
This Middletown rental is centrally located, offering easy access to Middletown's attractions, though specific distances to landmarks aren't provided.
The two-bedroom, one-bathroom house sleeps four and includes a kitchen and air conditioning; further details on amenities or square footage are unavailable.
Delightful And Cozy Home In Middletown - Middletown, CT
9.3 128 reviews

Delightful And Cozy Home In Middletown

house, Middletown
This house is conveniently located in Middletown, just a short distance from major landmarks and attractions. It has received excellent ratings for location, cleanliness, and overall user experience. This home provides a comfortable and convenient stay for travelers. It features a well-equipped kitchen with a fridge, air conditioning, a garden, and parking. You can enjoy the outdoors or relax inside with access to the internet and a comfortable living space.
#42 - Stunning Modern 2 Br Home - 2 Min From Hwy - Middletown, CT
8.8 15 reviews

#42 - Stunning Modern 2 Br Home - 2 Min From Hwy

apartment, Berlin
This newly renovated 2-bedroom, 1-bathroom flat is conveniently located near the Berlin Turnpike, providing easy access to major highways and local amenities.
This modern apartment comfortably accommodates up to 4 guests and features a spacious open floor plan, a fully equipped kitchen with new appliances, air conditioning, internet, and a large back deck, with parking available.

Best Middletown, CT lodging with a pool

Among the 182 accommodations in Middletown, CT, here are the 2 best ones with a pool

Quiet 2 Bed Room Apt W/ Private Entrance. - Middletown, CT
9.8 463 reviews

Quiet 2 Bed Room Apt W/ Private Entrance.

apartment, Glastonbury
Home Away From Home Hot Tub And Pool In Middletown Home Of Wesleyan University - Middletown, CT
9.6 19 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.

#40 - Spacious, Sleek & Cozy *Sleeps 10* - Middletown, CT
9.5 64 reviews

#40 - Spacious, Sleek & Cozy *Sleeps 10*

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.

Lakeside Treasure Boating Swimming Kayaking - Middletown, CT
10 4 reviews

Lakeside Treasure Boating Swimming Kayaking

apartment, East Hampton
Stylish And Cozy 2 - Middletown, CT
9.1 27 reviews

Stylish And Cozy 2

apartment, Meriden
Spacious And Indulging - Middletown, CT
9.4 28 reviews

Spacious And Indulging

apartment, Meriden
3 Br Apartment Near Wesleyan 201 - Middletown, CT
10 1 review

3 Br Apartment Near Wesleyan 201

apartment, Middletown
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