A calm river with boats, wooden docks, and buildings along the shore.

Search Chester hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area
2.5 star property
Montville
8.8 out of 10, Excellent, (1,932 reviews)
"It was close to the casino and the price was good!"
United States
Claudia
The price is NZ$163
includes taxes & fees
23 July - 24 July
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (320 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is NZ$179
includes taxes & fees
14 July - 15 July
Clinton Motel

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (151 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is NZ$230
includes taxes & fees
12 July - 13 July
Spark by Hilton Guilford

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, (1,005 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is NZ$187
includes taxes & fees
9 July - 10 July
Pier Blue Inn Old Saybrook - Essex

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area
3.0 star property
Montville
9.0 out of 10, Wonderful, (2,699 reviews)
"Very clean and comfortable rooms- staff was very friendly and helpful. I would definitely stay here again !"
United States
Ann
The price is NZ$199
includes taxes & fees
29 July - 30 July
Hyatt Place Uncasville - Casino Area

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.8 out of 10, Exceptional, (49 reviews)
"New hotel, comfortable beds and good breakfast."
United States
Melanie
The price is NZ$296
includes taxes & fees
12 July - 13 July
Hampton Inn & Suites By Hilton North Haven

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.6 out of 10, Exceptional, (160 reviews)
"Great stay! "
United States
Tanitra
The price is NZ$371
includes taxes & fees
3 Aug - 4 Aug
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (240 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is NZ$159
includes taxes & fees
5 July - 6 July
Lamplighter Motel - Clinton, Connecticut

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is NZ$432
includes taxes & fees
7 July - 8 July
The Captain Stannard

The Williams Center

The Williams Center
3.0 star property
New London
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay! Clean safe place to stay, and William was very friendly "
United States
Beth
The price is NZ$180
includes taxes & fees
5 July - 6 July
The Williams Center

American Inn

American Inn
2.0 star property
Branford
8.2 out of 10, Very good, (539 reviews)
"Good and comfy stay for a night when in a crunch"
United States
Shauna
The price is NZ$174
includes taxes & fees
7 July - 8 July
American Inn

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1,002 reviews)
"Clean comfortable accommodations"
United States
Nils
The price is NZ$192
includes taxes & fees
19 July - 20 July
Best Western Plus New England Inn & Suites

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,002 reviews)
"Great place to stay for the week"
United States
Noah
The price is NZ$219
includes taxes & fees
7 July - 8 July
Baymont by Wyndham Branford/New Haven

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (550 reviews)
"Newly renovated, comfortable beds and good breakfast."
United States
Melanie
The price is NZ$248
includes taxes & fees
8 July - 9 July
Best Western Niantic - New London/Mystic Area

Hampton Inn Norwich

Hampton Inn Norwich
2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1,002 reviews)
"Friendly staff...nice breakgast...very clean...quiet"
United States
Vanessa
The price is NZ$254
includes taxes & fees
12 July - 13 July
Hampton Inn Norwich

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
Branford
7.2 out of 10, Good, (1,001 reviews)
"Very peaceful and quiet you'll get remarkable Sleep!!!!!"
United States
Clinton
The price is NZ$145
includes taxes & fees
9 July - 10 July
Motel 6 New Haven - Branford, CT

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is NZ$238
includes taxes & fees
26 July - 27 July
Quality Inn Old Saybrook - Westbrook

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, (248 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is NZ$221
includes taxes & fees
5 July - 6 July
Tower Inn And Suites Of Guilford - Madison

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
3.0 star property
Montville
9.2 out of 10, Wonderful, (1,006 reviews)
"The complimentary breakfast buffet was very well done and the seating area is spacious and clean; the staff were very helpful and accommodating; and for the price it is an excellent value."
United States
Brian
The price is NZ$270
includes taxes & fees
20 July - 21 July
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (659 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is NZ$155
includes taxes & fees
7 July - 8 July
Liberty Inn
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.
Save an average of 15% on thousands of hotels when you're signed in

Our guide on where to stay in Chester

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

Chester Center

If you're spending some time in Chester Center, Norma Terris Theater and Connecticut Valley Railroad State Park Trail are top sights worth seeing.

Stay near popular Chester attractions

Learn more about Chester

Charming galleries and local shops line Main Street, where you'll find handcrafted jewellery and Connecticut River Valley artwork. Catch a performance at the Goodspeed Opera House in East Haddam or kayak Chester Creek when summer temperatures rise.

A historic waterfront estate with a large white building featuring a balcony and a flagpole.

Top Chester Hotel Reviews

Recent Reviews in Chester

More cheap accommodation in Chester

Find out more about Chester

Top reasons to visit Chester

  • Outdoor Adventures: Chester is perfect for nature lovers, offering national parks and beautiful beaches for exploration.
  • Charming Downtown: Stroll through the quaint downtown, filled with friendly locals and a welcoming vibe.
  • Cultural Scene: Enjoy live music, local theatre, and opera for a vibrant evening out.
  • Romantic Getaways: Experience stunning scenery ideal for couples seeking a relaxing escape.
  • Varied Accommodations: Choose from inviting hotels and delightful bed & breakfasts, catering to all traveller needs.

Find great hotels near Chester

Explore the charming town of Chester, Connecticut, where a variety of accommodation options await you, including inviting hotels and delightful bed & breakfasts. Whether you're seeking pet-friendly lodging, amenities for business travel, or an adventurous getaway, Chester has something to suit every traveller's needs. Discover local gems like the Thistle Inn and read reviews to find the best fit for your stay in this picturesque New England destination.

  • Baymont by Wyndham Branford/New Haven: This budget-friendly hotel is ideal for the adventurous traveller, located 25.7km from Chester. Baymont offers a range of exciting activities nearby, such as skydiving, ziplining, and boat tours, making it a fantastic choice for families and those seeking outdoor fun. The hotel is also pet-friendly, accommodating furry companions with specific policies for pets. Families will appreciate the amenities tailored for children, including complimentary cribs and a welcoming atmosphere for younger guests, ensuring a memorable stay for all.
  • Red Roof Inn Meriden: A budget-friendly lodging option located 27.4km from Chester, Red Roof Inn Meriden caters to business travellers and pet owners alike. This hotel permits dogs and cats, allowing guests to bring their beloved pets along for the journey. With a focus on convenience and comfort, the inn provides essential amenities for business needs, making it a practical choice for those travelling for work. The welcoming atmosphere and straightforward service make it a reliable option for those seeking an uncomplicated stay.
  • Sleep Inn & Suites Niantic North: Situated 24.1km from Chester, Sleep Inn & Suites Niantic North offers a comfortable and family-friendly environment, boasting a solid guest rating of 8.4 out of 10. This budget-friendly hotel features amenities designed for children, such as free cribs and window guards for safety, catering to families on the go. With a focus on providing a restful experience, guests can enjoy well-appointed rooms and essential services that make it an excellent choice for both family vacations and business trips.

Where to stay near Chester

Chester, Connecticut, offers a delightful escape for those seeking outdoor adventures and romantic scenery. Stroll through the charming downtown, where friendly locals and family-friendly vibes create a welcoming atmosphere. Enjoy a weekend getaway amidst the beauty of New England, exploring picturesque landscapes and quaint neighbourhoods. Don't miss the chance to soak in the serene surroundings and vibrant community spirit that make Chester a perfect destination for relaxation and exploration.

  • Old Saybrook: Situated a mere 14.5km from Chester, Old Saybrook is a charming coastal city that offers a delightful blend of outdoor activities and scenic beauty. Renowned for its romantic atmosphere, visitors flock here during the warmer months from June to August. The area boasts stunning beaches and the picturesque landscapes of the nearby national state park, making it a perfect spot for family outings and leisurely strolls. Popular venues like golf courses and resorts provide plenty of options for relaxation and recreation, ensuring an enjoyable travel experience.
  • Westbrook: Located just 12.9km away from Chester, Westbrook is another lovely coastal destination that captivates visitors with its natural beauty and vibrant atmosphere. The city experiences moderate seasonal travel, peaking in the summer months. Westbrook is particularly known for its romantic settings and outdoor adventures, with local beaches and engaging music concerts drawing visitors in. With a variety of resorts and an event conference venue, it's an excellent choice for couples and families seeking both relaxation and entertainment.
  • Deep River: A close 4.8km from Chester, Deep River is a quaint city that offers a serene escape with its stunning natural surroundings. The visitor traffic remains stable throughout the year, with peaks in April and the summer months. Deep River is perfect for those seeking outdoor experiences, featuring recreational areas and a local theatre for cultural events. The proximity to a beautiful lake and the national state park allows for ample exploration, while its scenic beauty creates a romantic backdrop for visitors looking to unwind.

Things to do near Chester

Shopping

In Chester, you can enjoy local shops along Main Street, featuring unique gifts and souvenirs. If you're up for a drive, head to the nearby Westbrook Outlets for a wider selection of brands at discounted prices.

Recreation

Enjoy a rejuvenating escape at the Spa at Saybrook Point, where you can indulge in soothing treatments and relax by the scenic waterfront. For outdoor fun, explore the nearby Chester Creek Preserve with its picturesque walking trails, ideal for a refreshing stroll amidst nature.

Adventure

Waterford Speedbowl is a thrilling motor racing venue located 25.7km from Chester. Experience the excitement of high-speed races and the vibrant atmosphere that surrounds this adrenaline-fueled locale, perfect for motorsport enthusiasts seeking an exhilarating day out.

Nightlife

In Chester, the historic downtown offers charming pubs like The River Tavern, where you can enjoy local brews and live music. For a relaxed vibe, head to The Gelston House, which features stunning river views and a cosy atmosphere, perfect for unwinding after a day of exploring.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Chester

Chester is perfect for outdoor and romantic getaways, boasting stunning scenery and a range of attractions. Visitors can explore national parks, beautiful beaches, and lovely parks that cater to adventure-seekers and nature lovers alike. For a fulfilling experience, consider getting a Chester map and planning your visit to Chester, CT, to make the most of your stay in this charming town.

  • Harvey's Beach: Located a mere 16.1km from Chester, Harvey's Beach offers a picturesque shoreline where you can soak up the sun and enjoy the relaxing beach vibes. It's an ideal spot for leisurely strolls and taking in the scenic coastal views.
  • Major General Joseph Spencer Memorial: Just 6.4km away, this monument commemorates the contributions of Major General Joseph Spencer during the Revolutionary War. With its cultural significance, it's an insightful visit for history enthusiasts and those interested in local heritage.
  • Crystal Lake Town Park: Situated 12.9km from Chester, this urban park provides a family-friendly environment with ample outdoor space for picnics, play, and relaxation. Enjoy the serene surroundings while engaging in recreational activities.

Best time to go to Chester

The best time to visit Chester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.3°F (-0.4°C)Light RainMostly SunnySlightly LowSlightly Low
February32.4°F (0.2°C)Light RainMostly SunnyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageAverage
April48.2°F (9.0°C)Light RainMostly SunnySlightly HighAverage
May57.9°F (14.4°C)Light RainMostly SunnySlightly HighSlightly High
June66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
July73.8°F (23.2°C)Light RainMostly SunnySlightly HighSlightly High
August72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
September66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
October56.5°F (13.6°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly SunnySlightly LowAverage
December37.8°F (3.2°C)Light RainMostly SunnyAverageSlightly Low

The nearest major airports for your trip to Chester

Flying into Chester, Connecticut, is convenient with three major airports nearby. New York's JFK Airport is located 138.4km away, with upscale hotels like The William Vale and Arlo Williamsburg both situated 17.7km from the airport. LaGuardia Airport, also in New York, is 135.2km from Chester, featuring luxurious accommodation options such as Hilton Club The Quin and The Plaza, both around 5-9.7km from the airport. For those preferring a closer option, Hartford's Bradley International Airport is just 61.2km away, with good hotel choices like DoubleTree by Hilton Hartford only 1.6km from the terminal, making it easy to access Chester for your vacation.

Frequently asked questions

What is the best area to stay in Chester?
The best area to stay in Chester, Connecticut, is the village centre.

This charming area is the heart of Chester, known for its quaint Main Street lined with independent shops, art galleries, and restaurants. It's very walkable, with historic buildings and a relaxed, welcoming feel. You'll find the iconic Chester Package Store and The Pattaconk 1850 Bar & Grille right on Main Street, serving as local landmarks.

Couples looking for a peaceful and romantic getaway will find the village centre perfect. You can enjoy strolls along the picturesque streets, browse local artisan shops, and dine at excellent restaurants, all within easy walking distance. The proximity to the scenic Connecticut River also offers opportunities for quiet relaxation or a leisurely boat trip.

For solo travellers seeking a tranquil escape with a touch of local character, the village centre is also an excellent choice. You can easily explore the unique boutiques, enjoy a coffee at a local cafƩ, or simply unwind in a pleasant setting.
When is the best time to go to Chester?
The best time to visit Chester, Connecticut, is during the spring and autumn months, specifically from May to June and September to October. These periods offer pleasant weather and a wealth of activities.

Spring in Chester brings mild temperatures, typically ranging from 10°C to 20°C, and the town's natural beauty comes alive with blooming flowers and lush greenery. It's an excellent time for outdoor activities like hiking along the Pattaconk Brook or exploring the serene Cockaponset State Forest. Many local art galleries and shops also begin extending their hours, making it ideal for those who appreciate browsing unique local crafts.

Autumn provides a different but equally stunning experience, with temperatures generally between 10°C and 18°C. The region is famous for its spectacular fall foliage, turning the Connecticut River Valley into a canvas of reds, oranges, and yellows. This is a prime time for scenic drives along Route 148 or taking a relaxing cruise on the Connecticut River, offering unparalleled views of the changing leaves. Local farms also celebrate the harvest season with special events.

While July and August are also warm and sunny, with temperatures often exceeding 25°C, they can be quite busy with summer holidaymakers.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Chester.
How can I save on a hotel booking in Chester with Expedia?
One Keyā„¢ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Chester hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Chester?
Prices for hotels in Chester often vary, but you can find a great deal from NZ$145 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

Explore a world of travel with Expedia