Middletown Holiday Rentals, Connecticut: Private House Rentals

A forested landscape with a winding dirt road and power lines.

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Our top choices for Middletown hotels

A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.

A grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.

A brick building with a sign that reads "Inn at Middletown."

A spacious lobby with a fireplace, seating area, and a reception desk.

1. Inn at Middletown

Washington Street Historic District

Dorothy

฿5,526

฿7,026 total

includes taxes & fees

28 Oct - 29 Oct

A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.

A hotel room with a bed, a desk, a sofa, and a large abstract painting on the wall.

A modern hotel lobby with a central seating area, a bar, and a large TV screen.

A reception desk with a blue top and wooden base, a wall with geometric patterns, and a sign that reads "BONVY".

2. Springhill Suites by Marriott Hartford Cromwell

Cromwell

David

฿4,433

฿5,097 total

includes taxes & fees

8 Nov - 9 Nov

A circular fire pit surrounded by wicker furniture in an outdoor patio area with brick flooring and a brick building in the background.

A bar area with a menu board, a minibar, and a well-stocked bar shelf.

A modern hotel lobby with a sectional sofa, round tables, and built-in TV screens.

A modern lobby with a dark blue patterned carpet, a black sofa with orange cushions, a round glass coffee table, and a wooden bookshelf with decorative items.

3. Courtyard by Marriott Hartford Cromwell

Cromwell

Iurii

฿4,501

฿5,177 total

includes taxes & fees

8 Nov - 9 Nov

A sunset over a body of water with a boat and a tree silhouetted against the sky.

A bedroom with a large bed, a desk with chairs, and a dining area.

A hotel lobby with a reception desk, a black sofa, and a glass coffee table.

4. Solano Inn

Portland

Douglas

฿3,039

฿3,495 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio area with a fire pit, seating, and umbrellas.

An indoor swimming pool with clear water, surrounded by lounge chairs and large windows offering views of the outside.

A modern hotel lobby with a bar area, seating, and artwork.

A modern dining area with multiple tables and chairs, a coffee station, and a large window with curtains.

5. Hampton Inn & Suites Rocky Hill - Hartford South

Rocky Hill

Alyssa

฿4,101

฿4,716 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, each with a beige bedspread and white pillows. There are two bedside tables with lamps, and the walls are adorned with framed artwork.

A gazebo, a welcome sign, and a close-up of flowers.

A Quality Inn hotel with a prominent sign, a parking lot, and a road with vehicles.

A gym with various exercise equipment including a treadmill, elliptical, and weight machines.

6. The Cromwell Inn

Cromwell

Lorie

฿3,102

฿3,567 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, two bedside tables, a chair, a desk, and a window with curtains.

A reception area with a wooden reception desk, a flat-screen TV displaying a cityscape, and pendant lighting.

A Super 8 hotel with a symmetrical facade, multiple windows, and a central entrance with a glass door.

A hotel room with a sofa, a small table, a desk with a chair, a television, and a window with curtains.

7. Super 8 by Wyndham Cromwell/Middletown

Cromwell

Renee

฿2,397

฿2,756 total

includes taxes & fees

20 Oct - 21 Oct

A hotel lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.

A hotel room with a bed, bedside tables, a desk, a TV, a large mirror, a bathroom with a bathtub, and a striped carpet.

A spacious dining area with multiple tables and chairs, a kitchen in the background, and a modern ceiling design.

A Best Western Plus hotel with a two-story structure, multiple parking spaces, and a landscaped front yard.

8. Best Western Plus New England Inn & Suites

Berlin

James

฿3,515

฿4,042 total

includes taxes & fees

2 Nov - 3 Nov

A modern dining area with a large table and chairs, a television, and a seating area with patterned cushions.

A hotel room with a bed, a blue sofa, a wooden coffee table, a small kitchen area with a microwave, and a wall-mounted lamp.

A hotel reception area with a modern design, featuring a reception desk, a seating area with armchairs, a coffee table, and a decorative vase with flowers.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

9. Holiday Inn Express & Suites Meriden by IHG

Meriden

John

฿3,390

฿3,899 total

includes taxes & fees

8 Nov - 9 Nov

A lobby with a fireplace, seating area, and a reception desk.

A breakfast bar with coffee dispensers, bowls of fruit, and a cereal box.

A modern lobby with a sofa, armchairs, a coffee table, and a rug.

A hotel room with a bed, desk, chair, TV, and a lamp.

10. Comfort Inn & Suites Meriden East

Meriden

Susan

฿2,751

฿3,164 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with seating, a fire pit, and umbrellas.

A spacious living area with a fireplace, a reception desk, and a large window.

A hotel room with a bed, a desk with a computer, a microwave, a small fridge, a chair, and a large window with curtains.

A modern room with white leather sofas, a small round table, a stone fireplace, and large windows.

11. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

Carol

฿4,199

฿4,829 total

includes taxes & fees

28 Oct - 29 Oct

A patio area with a table and chairs, a sofa, and a brick fireplace.

A hotel lobby with multiple seating areas, a fireplace, and a large flat-screen TV.

A modern hotel room with a dark wood desk, two chairs, a sofa, a TV, and a lamp.

A compact kitchen with dark wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with two chairs.

12. Residence Inn By Marriott Hartford Rocky Hill

Rocky Hill

Kimberley

฿4,270

฿4,910 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk with a computer, a TV, and artwork on the wall.

Two white front-loading washing machines in a laundry area with a white tiled wall and a red baseboard.

A rectangular pool with metal railings, surrounded by lounge chairs and a brick building with multiple windows and balconies.

A spacious lobby with a high ceiling, a chandelier, a fireplace, and a dining area with tables and chairs.

13. Days Inn by Wyndham Berlin Meriden

Berlin

Jonathan

฿2,477

฿2,849 total

includes taxes & fees

15 Oct - 16 Oct

A Sheraton hotel with a modern design, featuring a prominent entrance, well-lit pathways, and landscaped surroundings.

A window with yellow hanging lights and a view of a building with a white exterior and arched windows.

A courtyard with a well-maintained lawn, outdoor seating area, and a building with large windows and balconies.

A spacious dining area with multiple tables set for guests, featuring a patterned carpet and modern furnishings.

14. Sheraton Hartford South Hotel

Rocky Hill

Anne

฿4,095

฿4,709 total

includes taxes & fees

29 Oct - 30 Oct

An outdoor kitchen with a grill and a built-in stove, white chairs, and a red door.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

A multi-story hotel with a central entrance, a parking lot, and landscaped areas with shrubs and flowers.

A hotel lobby with a stone fireplace, multiple seating areas including a sofa and chairs, and a television mounted on the wall.

15. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Tammy

฿5,117

฿5,885 total

includes taxes & fees

25 Oct - 26 Oct

A Hilton Garden Inn with a clear driveway, a covered entrance, and a landscaped garden area.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A multi-story hotel with a prominent entrance and a clear sky.

A modern hotel dining area with multiple tables and chairs, a bar area, and a large seating area with a view of the outdoors.

16. Hilton Garden Inn Wallingford/Meriden

Wallingford

Jennah

฿4,514

฿5,191 total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a wooden bar counter, multiple stools, and a variety of liquor bottles.

A modern hotel entrance with a sign reading "Courtyard by Marriott."

A modern hotel lobby with a large flat-screen TV, comfortable seating, a Starbucks coffee station, and a patterned carpet.

A modern living room with a large flat-screen TV, comfortable seating, and a patterned carpet.

17. Courtyard New Haven Wallingford

Wallingford

Marjory

฿4,813

฿5,535 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, bedside tables, a desk, and a television.

A Howard Johnson Express Inn with a view of the sky through the window, wooden interior, and tables with chairs.

A Howard Johnson motel with a large American flag, a signboard, and a wooden chair in the foreground.

A restaurant with a self-service beverage station, wicker baskets, and a seating area with chairs and tables.

18. Howard Johnson by Wyndham Hartford South – Rocky Hill

Rocky Hill

Beulah Jeyashree

฿2,825

฿3,248 total

includes taxes & fees

2 Nov - 3 Nov

A breakfast bar with various food options, including cereal and hot food, and a sign indicating an express start breakfast.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

A laundry area with two washing machines and a dryer, equipped with control panels and a water dispenser.

A hotel room with a large bed, a desk with a chair, a telephone, and a TV on the wall.

19. Holiday Inn Express Hartford South - Rocky Hill by IHG

Rocky Hill

Jennifer

฿3,834

฿4,409 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a TV, and a chair.

A conference room with a long table, multiple chairs, and a potted plant.

A hotel entrance with a clear sign, a covered parking area, and a red flower bush.

A Red Roof Inn sign with a clear view of the parking lot and surrounding trees.

20. Red Roof Inn Meriden

Meriden

Rosemary

฿2,719

฿3,127 total

includes taxes & fees

1 Nov - 2 Nov

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Where to stay in Middletown

Find the best Middletown areas for the activities you enjoy most.

Washington Street Historic District

Washington Street Historic District

You'll enjoy the museums and live music in Washington Street Historic District. You might want to make time for a stop at General Mansfield House or Kidcity Children's Museum.

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Stay near popular Middletown attractions

A large white building with columns and a central staircase.

Wadsworth Mansion

This Beaux-Arts masterpiece invites you into the grandeur of early 20th century American aristocracy. Wander through elegant interiors on Wednesday tours, then explore picturesque trails and gardens.

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A waterfront promenade with a curved walkway, street lamps, and a backdrop of autumn-colored trees.

Harbor Park

8.0/10 (5 reviews)

Harbour Park offers tranquil riverside paths along the Connecticut River with perfect sunset views. Enjoy a picnic while watching boats pass by, or time your visit for the annual rowing races and Fourth of July fireworks.

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Wesleyan University

8.6/10 (189 reviews)

Wesleyan University's historic 316-acre campus blends 19th-century architecture with cutting-edge facilities. Experience the vibrant intellectual community that has defined this liberal arts institution since 1831.

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General Mansfield House

This stately Federal-style mansion showcases Middletown's Civil War heritage through period rooms and rare artefacts. Explore historical exhibits, then stroll gardens featuring a magnificent 150-year-old ginkgo tree.

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Artfarm

You can make plans for a show at Artfarm on your trip to Middletown. Experience the area's festivals or attend a sporting event.

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Kidcity Children's Museum

10.0/10 (1 review)

This artist-crafted museum features three floors of imaginative play spaces designed for children ages 1-7. Explore medieval villages, fishing ships, and space-age adventures in detailed settings that spark creativity.

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Ron McCutcheon Park

This lakeside sanctuary honours Ron McCutcheon, who taught generations of local children to swim. Enjoy the sandy beach, picnic under pavilions, or explore walking trails through the 25-acre wildlife preserve.

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Middletown Nature Gardens

Wander through 18 acres of diverse Connecticut ecosystems, from woodlands to a rare red maple swamp. The 200-year-old "Bee Tree" sugar maple stands as a living monument to the garden's natural heritage.

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Learn more about Middletown

Wesleyan University's stunning campus and the Connecticut River waterfront offer perfect spots for afternoon strolls and picnics. Explore Main Street's indie bookshops and farm-to-table restaurants, then catch a show at the historic Oddfellows Playhouse where locals gather.

See all hotels in Middletown

A coastal cityscape with a marina, dense urban buildings, and a river.

Top Middletown Hotel Reviews

New Haven Hotel

8/10 Good

"Spacious room, great location! Didn’t like the noisy bathroom fan and air conditioner."

Courtyard by Marriott Waterbury Downtown

8/10 Good

"Great bargain free parking was a plus"

Best Western Hartford Hotel & Suites

8/10 Good

"The hotel was good for the price."

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"Great place to stay."

Holiday Inn Express Southington by IHG

8/10 Good

"A fairly clean hotel with very nice staff! The only thing that bothered us was the constant smell of weed/marijuana every day we were there."

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent

"Yay!"

Omni New Haven Hotel at Yale

10/10 Excellent

"Helpful"

The Capitol Hotel

8/10 Good

"Parking was easy and safe. The room was amazing as the view of the Capitol at night is spectacular. Sheets were clean, but there was blood stain on it. Price for all this was very reasonable. Staff were friendly and very helpful. Breakfast was available, but we didn;t have any."

Clarion Inn North Haven - New Haven North

8/10 Good

"The same breakfast for three days and the last day they have only bagels. The coffee machine out of order."

More cheap stays in Middletown

Motel 6 Wethersfield, CT - Hartford

1341 Silas Deane Hwy Wethersfield CT

฿2,091

฿2,404 total

6 Nov - 7 Nov

includes taxes & fees

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

฿2,201

฿2,564 total

1 Nov - 2 Nov

includes taxes & fees

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

฿2,586

฿2,974 total

15 Oct - 16 Oct

includes taxes & fees

Red Roof Inn Meriden

10 Bee St Meriden CT

฿2,719

฿3,127 total

1 Nov - 2 Nov

includes taxes & fees

7.6/10 Good! (1,007 reviews)

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

฿3,459

฿3,978 total

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (1,457 reviews)

Hampton Inn & Suites Hartford/East Hartford

351 Pitkin Steet East Hartford CT

฿3,974

฿4,570 total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (1,234 reviews)

Frequently asked questions

What's the best place for a stay in Middletown?

Based on our traveller data, Inn at Middletown is one of the top choices for your stay. This hotel offers a restaurant and an indoor pool. Other good options for your stay in the area are The Capitol Hotel and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Middletown.

If I need to cancel my hotel reservation in Middletown, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

What's the best LGBTQ-friendly hotel in Middletown?

Inn at Middletown is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. See all available hotels listed as LGBTQ-friendly in Middletown.

What's the best dog-friendly accommodation option in Middletown?

Inn at Middletown is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Middletown.

What are some accommodation options with pools in Middletown?

Inn at Middletown: Features free self parking, an indoor pool and complimentary wireless Internet access. Holiday Inn Express Southington by IHG and Water's Edge Resort & Spa are a couple of other choices with an on-site pool. View all hotels with pools in Middletown.

What is staying in Middletown like?

Visitors to Middletown will definitely enjoy the university setting. Tourists can also enjoy the city's entertainment choices, festivals and basketball games. In Middletown, there are 22 hotels and other accommodation options to choose from. Find out more about Middletown.

What should I do while I'm visiting Middletown?

Landmarks like General Mansfield House, Wadsworth Mansion and State Veterans Cemetery might be worth a visit. Natural beauty is on display at Connecticut River, Middletown Nature Gardens and Wadsworth Falls State Park. The university setting is a highlight and Wesleyan University is worth a campus tour. Take a look at what more there is to see and do in Expedia's Middletown guide.

What's the weather like in Middletown?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Middletown is 1342 mm.

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Book Hotels in Middletown on Expedia.com

Find hotels in Middletown, CT from ฿2,404

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middletown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middletown hotels

1. Inn at Middletown

2. Springhill Suites by Marriott Hartford Cromwell

3. Courtyard by Marriott Hartford Cromwell

4. Solano Inn

5. Hampton Inn & Suites Rocky Hill - Hartford South

6. The Cromwell Inn

7. Super 8 by Wyndham Cromwell/Middletown

8. Best Western Plus New England Inn & Suites

9. Holiday Inn Express & Suites Meriden by IHG

10. Comfort Inn & Suites Meriden East

11. Fairfield by Marriott Inn & Suites Wallingford New Haven

12. Residence Inn By Marriott Hartford Rocky Hill

13. Days Inn by Wyndham Berlin Meriden

14. Sheraton Hartford South Hotel

15. Homewood Suites by Hilton Wallingford-Meriden

16. Hilton Garden Inn Wallingford/Meriden

17. Courtyard New Haven Wallingford

18. Howard Johnson by Wyndham Hartford South – Rocky Hill

19. Holiday Inn Express Hartford South - Rocky Hill by IHG

20. Red Roof Inn Meriden

Where to stay in Middletown

Washington Street Historic District

Stay near popular Middletown attractions

Wadsworth Mansion

Harbor Park

Wesleyan University

General Mansfield House

Artfarm

Kidcity Children's Museum

Ron McCutcheon Park

Middletown Nature Gardens

Learn more about Middletown

Top Middletown Hotel Reviews

New Haven Hotel

Courtyard by Marriott Waterbury Downtown

Best Western Hartford Hotel & Suites

Hotel Marcel New Haven, Tapestry Collection By Hilton

Holiday Inn Express Southington by IHG

Hampton Inn & Suites Hartford/East Hartford

Omni New Haven Hotel at Yale

The Capitol Hotel

Clarion Inn North Haven - New Haven North

More cheap stays in Middletown

Motel 6 Wethersfield, CT - Hartford

Motel 6 New Haven - Branford, CT

Pier Blue Inn Old Saybrook - Essex

Red Roof Inn Meriden

Holiday Inn Express Southington by IHG

Hampton Inn & Suites Hartford/East Hartford

Frequently asked questions

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