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Top Chester Hotel Reviews
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott BonvoyEast Haddam
10/10 Excellent
Loved how tranquil this site is. Was great to disconnect in nature.
Loved how tranquil this site is. Was great to disconnect in nature.
Marcus
The Captain Stannard
The Captain StannardWestbrook Center
10/10 Excellent
The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests.
The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests.
Julie
Water's Edge Resort & Spa
Water's Edge Resort & SpaWestbrook Center
10/10 Excellent
So clean and beautiful really enjoy ..
So clean and beautiful really enjoy ..
Edyta
Clinton Motel
Clinton MotelClinton
10/10 Excellent
large room, comfortable beds, great location
large room, comfortable beds, great location
Amy
Westbrook Inn B&B
Westbrook Inn B&BWestbrook Center
10/10 Excellent
friendly staff and welcome on arrival, tastefully decorated. comfortable and relaxed. Breakfast could be improved, A place of this caliber, I would expect fresh bread and toast, sweet butter, eggs to order, rather than the packaged food service microwave prepared hash browns, sausage slice and packaged mini quiche tarts. The caned tangerine accented with mint was refreshing. good coffee.
friendly staff and welcome on arrival, tastefully decorated. comfortable and relaxed. Breakfast could be improved, A place of this caliber, I would expect fresh bread and toast, sweet butter, eggs to order, rather than the packaged food service microwave prepared hash browns, sausage slice and packaged mini quiche tarts. The caned tangerine accented with mint was refreshing. good coffee.
david
Spark by Hilton Guilford
Spark by Hilton GuilfordGuilford
10/10 Excellent
This was my first time staying and will absolutely be coming back! The rooms were clean and lovely. Breakfast was a perfect start to our early mornings. And the staff was so nice and welcoming!
This was my first time staying and will absolutely be coming back! The rooms were clean and lovely. Breakfast was a perfect start to our early mornings. And the staff was so nice and welcoming!
Bryauna
Saybrook Point Resort & Marina
Saybrook Point Resort & MarinaOld Saybrook Center
10/10 Excellent
Loved the service and the relaxing and beautiful resort with history!
Loved the service and the relaxing and beautiful resort with history!
Robin
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - EssexSaybrook Manor
10/10 Excellent
great coffee machine and coffee mugs in room, not paper cups and crappy kuerig pods
great coffee machine and coffee mugs in room, not paper cups and crappy kuerig pods
James
Copper Beech Inn
Copper Beech InnIvoryton
10/10 Excellent
On a country road only a 5-minute drive from the fascinating town of Essex on the mouth of the Connecticut River, this is a traditional, handsome setting with excellent service and food.
We stayed in one of the newer outer buildings, and our room was spacious and nicely updated. Service was outstanding. Outer buildings an ADA challenge but not the older central inn.
We had a great stay.
On a country road only a 5-minute drive from the fascinating town of Essex on the mouth of the Connecticut River, this is a traditional, handsome setting with excellent service and food.
We stayed in one of the newer outer buildings, and our room was spacious and nicely updated. Service was outstanding. Outer buildings an ADA challenge but not the older central inn.
We had a great stay.
Peter
The Homestead
The HomesteadMadison Center
10/10 Excellent
Breakfast should be more robust off season. Hefty price just for a room
Breakfast should be more robust off season. Hefty price just for a room
Mitchell
Inn at Harbor Hill Marina
Inn at Harbor Hill MarinaNiantic
10/10 Excellent
This is a perfectly located hidden gem in a quaint beach town. The service and accommodations were exceptional. Highly recommended!
This is a perfectly located hidden gem in a quaint beach town. The service and accommodations were exceptional. Highly recommended!
NianticQuaint
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld Saybrook
10/10 Excellent
I had read the property reviews before arriving. They weren’t great, so I was a bit worried. All in all, though, we did not find any concerns. Updates would be a bonus for sure. The lobby did have a musty smell, but nowhere else that we went in the building. The breakfast was easy and good. Our room was very clean and comfortable.
I had read the property reviews before arriving. They weren’t great, so I was a bit worried. All in all, though, we did not find any concerns. Updates would be a bonus for sure. The lobby did have a musty smell, but nowhere else that we went in the building. The breakfast was easy and good. Our room was very clean and comfortable.
Terry
Madison Beach Hotel
Madison Beach HotelMadison Center
10/10 Excellent
I enjoyed my stay from the moment I met the valet attendant! Check in was easy and efficient. Bar staff and room service were extraordinary!
I highly recommend the Madison Beach Motel to everyone!
I enjoyed my stay from the moment I met the valet attendant! Check in was easy and efficient. Bar staff and room service were extraordinary!
I highly recommend the Madison Beach Motel to everyone!
Donald
The Scranton Seahorse Inn
The Scranton Seahorse InnMadison Center
10/10 Excellent
Walkable to town and Michael was a pleasure to work with.
Walkable to town and Michael was a pleasure to work with.
Torrey
Solano Inn
Solano InnPortland
10/10 Excellent
The pictures on the website are exactly how the room looks. Very clean
The pictures on the website are exactly how the room looks. Very clean
Daphne
Liberty Inn
Liberty InnOld Saybrook
10/10 Excellent
The room was just what I need for my stay.
The room was just what I need for my stay.
Anonymous traveler
Inn at Middletown
Inn at MiddletownWashington Street Historic District
10/10 Excellent
Everything was fine except the parking situation. Valet is not preferable and street parking becomes a problem.
Everything was fine except the parking situation. Valet is not preferable and street parking becomes a problem.
Anonymous traveler
Motel 6 Old Saybrook, CT
Motel 6 Old Saybrook, CTOld Saybrook
10/10 Excellent
What a delightful surprise to have found such a very comfortable room - fresh sheets and towels each day ... hot, hot water in the shower ... stationary and pens on the desk ... a walk-in closet with an ironing board and iron ... a refrigerator ... a desk and a table - perfect for the laptop ... good sized flat-screen TV ... wi-fi ... courteous management and help ... across the street from a fine shopping mall and grocery store ... all kinds of restaurants on the nearby main road ... the...
What a delightful surprise to have found such a very comfortable room - fresh sheets and towels each day ... hot, hot water in the shower ... stationary and pens on the desk ... a walk-in closet with an ironing board and iron ... a refrigerator ... a desk and a table - perfect for the laptop ... good sized flat-screen TV ... wi-fi ... courteous management and help ... across the street from a fine shopping mall and grocery store ... all kinds of restaurants on the nearby main road ... the...
Anonymous traveler
Best Western Niantic - New London/Mystic Area
Best Western Niantic - New London/Mystic AreaNiantic
10/10 Excellent
Property was clean and the staff was excellent.
Property was clean and the staff was excellent.
Al
Frequently Asked Questions
What are some of the best vacation home rentals in Chester?
New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental near Chester is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
For more details about picking new dates or cancelling your trip to Chester, go to https://www.expedia.com/service/.
Where is the best hotel to stay with easy access to Norma Terris Theater?
Riverwind Inn Bed & Breakfast is one of the top choices for your stay based on our traveler data, and this 3-star B&B offers free breakfast and free parking. It's located 1.8 mi (2.9 km) from Norma Terris Theater. Other good options within a few miles include Boardman House Inn and The Old Sindelar Farm.
What are some accommodations with pools in Chester?
Regency Inn & Suites New London, Mystic: Features a snack bar/deli, an indoor pool, and buffet. Hyatt Place Uncasville - Casino Area and Water's Edge Resort & Spa are a couple of other choices that offer an onsite pool. View all hotels with pools in Chester.
What's the best accommodation near Tweed - New Haven Regional Airport (HVN)?
Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.
How is it to stay in Chester?
Visitors can enjoy all that Chester has to offer including the waterfront, parks, and theaters. In Chester, there are 5 hotels and other accommodations to choose from. Find out more about Chester.
What should I see while I'm in Chester?
Favorite places to visit include Connecticut River, Chester Creek Marina, and Norma Terris Theater. Additionally, you might want to add Connecticut Valley Railroad State Park Trail to your itinerary. Check out what more to see and do in Expedia's Chester guide.
What's the seasonal weather like in Chester?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches.
What's the best place for a stay in Chester?
Regency Inn & Suites New London, Mystic, located 19.1 mi (30.8 km) from the heart of Chester, is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Pier Blue Inn Old Saybrook - Essex and Hyatt Place Uncasville - Casino Area. See all available top hotels, or vacation rentals in Chester.