Photo by Simmie Reagor

Search Middletown hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Middletown

Front of property – evening/night
Inn at Middletown

Inn at Middletown

3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (538)
"Clean room, friendly staff. "
United States
Katharine
Inn at Middletown
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (339)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is AU$415
includes taxes & fees
1 Jan - 2 Jan 2026
Madison Beach Hotel
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is AU$129
includes taxes & fees
14 Dec - 15 Dec
Liberty Inn
Exterior
Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG

3.0 star property
Branford
8.8 out of 10, Excellent, (1001)
"Nice clean rooms (very big) and varied breakfast selection. Dinner options within walking distance to the hotel. "
United States
Wendy
The price is AU$175
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Branford-New Haven by IHG
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1001)
"We love the stay everything was perfect"
United States
angelica
The price is AU$376
includes taxes & fees
9 Dec - 10 Dec
Water's Edge Resort & Spa
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1001)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is AU$135
includes taxes & fees
8 Dec - 9 Dec
Clinton Motel
Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.0 star property
East Haddam
9.6 out of 10, Exceptional, (87)
"Clean and good service."
United States
Simge
The price is AU$275
includes taxes & fees
8 Dec - 9 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Exterior
Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison

2.5 star property
Guilford
7.4 out of 10, Good, (233)
"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
The price is AU$144
includes taxes & fees
19 Dec - 20 Dec
Tower Inn And Suites Of Guilford - Madison
Front of property
The Goodwin Hotel

The Goodwin Hotel

3.5 star property
Downtown Hartford
9.0 out of 10, Wonderful, (1002)
"Great hotel & location. "
United States
Dan
The price is AU$362
includes taxes & fees
25 Dec - 26 Dec
The Goodwin Hotel
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AU$175
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Old Saybrook - Westbrook
Meeting facility
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4.0 star property
Downtown New Haven
9.2 out of 10, Wonderful, (918)
"Great stay, friendly and helpful staff."
United States
Angela
The price is AU$283
includes taxes & fees
14 Dec - 15 Dec
Graduate by Hilton New Haven
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is AU$116
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Terrace/patio
The Blake Hotel

The Blake Hotel

4.0 star property
Downtown New Haven
9.4 out of 10, Exceptional, (1002)
"Nice renovated rooms - modern feel. Loved having a kitchen. Overall, facilities were great"
United States
Madeline
The price is AU$329
includes taxes & fees
14 Dec - 15 Dec
The Blake Hotel
View from property
Courtyard New Haven at Yale

Courtyard New Haven at Yale

3.0 star property
Dixwell
8.6 out of 10, Excellent, (1002)
"Friendly staff, good location, clean rooms."
United States
Linda
The price is AU$193
includes taxes & fees
14 Dec - 15 Dec
Courtyard New Haven at Yale
In-room safe, desk, laptop workspace, blackout curtains
DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown

4.0 star property
Downtown Hartford
7.6 out of 10, Good, (1001)
"Great place to stay very nice staff"
United States
lewis A
The price is AU$268
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Hartford Downtown
Lobby sitting area
The Study at Yale

The Study at Yale

3.5 star property
Downtown New Haven
9.4 out of 10, Exceptional, (607)
"Lovely hotel with great service."
United States
Elizabeth
The Study at Yale
Exterior
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

2.5 star property
Cromwell
8.6 out of 10, Excellent, (648)
"Friendly staff, cleanliness, nice room"
United States
Helen
The price is AU$210
includes taxes & fees
14 Dec - 15 Dec
Springhill Suites by Marriott Hartford Cromwell
Free daily buffet breakfast
Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG

2.5 star property
Meriden
8.2 out of 10, Very good, (1003)
"Recently renovated, in good condition, pleasent staff"
United States
Donald
The price is AU$178
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Meriden by IHG
Room, 2 Queen Beds, Non Smoking
Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven

2.5 star property
Branford
6.6 out of 10, (1001)
"Everything was good. Staff was very good. And helpful."
United States
jessie
The price is AU$171
includes taxes & fees
8 Dec - 9 Dec
Baymont by Wyndham Branford/New Haven
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Our guide on where to stay in Middletown

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

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 Kidcity Children's Museum or Van Vleck Observatory.

Stay near popular Middletown attractions

Landscape view of Wadsworth Mansion in early spring

Wadsworth Mansion

Learn about the local history of Middletown when you take a trip to Wadsworth Mansion. Experience the area's entertainment venues and festivals.
See properties
New England Seascape in New Haven Harbor in Connecticut at Sunrise: A tranquil beachfront along the Pardee Seawall Park

Harbor Park

Harbor Park is just one of the places to see in Middletown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and entertainment venues.
See properties

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
This photo was taken during a nice fall weekend. The water level was low enough to cross to the other side to capture the falls from a different angle than most. Best time however is early morning before most people get there.
Photo by Simmie Reagor
Open Photo by Simmie Reagor

Top Middletown Hotel Reviews

Recent Reviews in Middletown

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Yes"
Sharon 1-night trip
Posted 1 day ago
Courtyard by Marriott Waterbury Downtown

More cheap accommodation in Middletown

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

120 Laning St Southington CT
The price is AU$137 per night from 28 Dec to 29 Dec
AU$137
28 Dec - 29 Dec
includes taxes & fees
8.6/10 Excellent! (1,156 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 Motel 6 New Haven - Branford, CT. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Large Charming Historic House close to Beaches: This holiday home rental outside of Middletown is located near the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all 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 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. Hampton Inn & Suites Hartford/East Hartford and Best Western Hartford Hotel & Suites 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?
Favorite family attractions include Kidcity Children's Museum and Van Vleck Observatory. Landmarks like Wadsworth Mansion, General Mansfield House and Connecticut Valley Railroad State Park Trail might be worth a visit. Natural beauty is on display at Connecticut River, Wadsworth Falls State Park and Middletown Nature Gardens. 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.

Explore a world of travel with Expedia