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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (131 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is €105
includes taxes & fees
25 Jun - 26 Jun
Spark by Hilton Guilford

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (313 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is €77
includes taxes & fees
3 Jun - 4 Jun
Clinton Motel

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area
3.0 star property
Montville
9.2 out of 10, Wonderful, (2,701 reviews)
"Very close to the casino and overall great place to stay."
United States
Ouida
The price is €109
includes taxes & fees
17 Jun - 18 Jun
Hyatt Place Uncasville - Casino Area

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, (155 reviews)
"I loved the location and the view!"
United States
Gabrielly
The price is €187
includes taxes & fees
3 Jun - 4 Jun
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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, (1,913 reviews)
"We loved this place we had a concert at Mohegan Sun and this was perfect for us"
United States
Lynne
The price is €88
includes taxes & fees
14 Jun - 15 Jun
Microtel Inn & Suites by Wyndham 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, (22 reviews)
"Very clean facility. Friendly staff!"
United States
Dianne
The price is €129
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn & Suites By Hilton North Haven

The Williams Center

The Williams Center
3.0 star property
New London
9.8 out of 10, Exceptional, (18 reviews)
"I enjoyed my stay! Clean safe place to stay, and William was very friendly "
United States
Beth
The price is €107
includes taxes & fees
3 Jun - 4 Jun
The Williams Center

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (235 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is €78
includes taxes & fees
3 Jun - 4 Jun
Lamplighter Motel - Clinton, Connecticut

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, (1,000 reviews)
"Great place very inexpensive."
United States
Kathy
The price is €91
includes taxes & fees
7 Jun - 8 Jun
Pier Blue Inn Old Saybrook - Essex

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,000 reviews)
"Good clean hotel with friendly staff"
United States
Ritesh
The price is €108
includes taxes & fees
4 Jun - 5 Jun
Baymont by Wyndham Branford/New Haven

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very good, (800 reviews)
"Great stay. Spacious room, comfortable beds and friendly front desk."
United States
Selma
The price is €86
includes taxes & fees
21 Jun - 22 Jun
Rodeway Inn Waterford - New London

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is €112
includes taxes & fees
7 Jun - 8 Jun
Quality Inn Old Saybrook - Westbrook

Hampton Inn Norwich

Hampton Inn Norwich
2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1,000 reviews)
"The hotel was clean. Breakfast was good."
United States
Meryl
The price is €141
includes taxes & fees
11 Jun - 12 Jun
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)
"Had a quick weekend trip and stayed two nights. Room was clean, staff was friendly. Lots of parking and easy to get to. Would return if I’m ever back in CT! "
Canada
William Colby
The price is €71
includes taxes & fees
7 Jun - 8 Jun
Motel 6 New Haven - Branford, CT

Grand Lake Hotel

Grand Lake Hotel
2.0 star property
Lebanon
7.0 out of 10, Good, (20 reviews)
"The bed was very comfortable. The walking trail was good too."
United States
DORIS
The price is €89
includes taxes & fees
3 Jun - 4 Jun
Grand Lake Hotel

American Inn

American Inn
2.0 star property
Branford
8.2 out of 10, Very good, (520 reviews)
"Good and comfy stay for a night when in a crunch"
United States
Shauna
The price is €98
includes taxes & fees
3 Jun - 4 Jun
American Inn

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, (477 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is €80
includes taxes & fees
8 Jun - 9 Jun
Econo Lodge Inn & Suites Old Saybrook Westbrook

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (649 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is €79
includes taxes & fees
3 Jun - 4 Jun
Liberty Inn

Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic
2.5 star property
New London
6.0 out of 10, (1,003 reviews)
"Rooms were great size and clean. "
United States
Michael Parlatore
The price is €82
includes taxes & fees
11 Jun - 12 Jun
Regency Inn & Suites New London, Mystic

Thames Inn & Marina

Thames Inn & Marina
2.0 star property
Groton
7.4 out of 10, Good, (350 reviews)
"All around a wonderful stay "
United States
Levaun
The price is €90
includes taxes & fees
3 Jun - 4 Jun
Thames Inn & Marina
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

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.

Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery

Top Chester Hotel Reviews

More cheap stays in Chester

Find out more about Chester

Top reasons to visit Chester

  • Scenic Outdoor Activities: Chester offers stunning landscapes perfect for hiking, picnicking, and exploring nature.
  • Charming Local Events: Join the community for local events like the Chester Sunday Market and Lobster Fest.
  • Vibrant Arts Scene: Explore local theatres and art galleries showcasing the town's cultural richness.
  • Picturesque Streets: Stroll through delightful streets lined with quaint shops and charming architecture.
  • Diverse Accommodation Options: Choose from charming bed and breakfasts to family-friendly hotels, catering to all travellers.

Find great hotels near Chester

Explore a delightful range of hotel accommodations in Chester, Connecticut, perfect for every type of traveller. Whether you seek a charming bed and breakfast or a business-friendly hotel, you’ll find welcoming services and pet-friendly options. Enjoy a beach vacation experience while discovering the local treasures, like the Chester Gallery. Your ideal getaway awaits in this picturesque town.

  • Extended Stay America Suites Hartford Meriden: Nestled 27.4km from Chester, Extended Stay America Suites Hartford Meriden is an ideal choice for business travellers seeking a pet-friendly environment. This hotel offers a range of business amenities, ensuring a productive stay. Guests can enjoy the convenience of in-room kitchens, enabling them to prepare their own meals. With a welcoming atmosphere and a commitment to accommodating pets, this establishment is perfect for those who wish to blend work with comfort.
  • Baymont by Wyndham Branford/New Haven: Located 25.7km away from Chester, Baymont by Wyndham Branford/New Haven is the perfect destination for families and adventure seekers alike. Offering a variety of exciting activities nearby, including Segway tours, ziplining, and hiking, this hotel caters to guests looking for a fun-filled getaway. Children are well-catered for, with free cribs and a family-friendly environment. Additionally, the hotel’s pet-friendly policy allows furry companions to join the adventure.
  • Red Roof Inn Meriden: Situated 27.4km from Chester, Red Roof Inn Meriden is a welcoming haven for business travellers and the LGBTQIA community. This hotel prides itself on its inclusive atmosphere and offers essential business facilities for a seamless work experience. With a flexible pet policy and the option to bring dogs and cats along, guests can enjoy a hassle-free stay. The property is designed to make every visitor feel at home, ensuring a comfortable and enjoyable experience.

Where to stay near Chester

Chester, Connecticut, is a charming town perfect for those seeking a romantic and scenic getaway. Explore its picturesque streets, delightful shops, and vibrant arts scene. The surrounding areas offer a family-friendly atmosphere, catering to both budget-conscious travellers and those seeking a tranquil escape. Discover the beauty of Chester and its welcoming community, making it an ideal destination for a memorable vacation filled with outdoor adventures and quaint charm.

  • Old Saybrook: Nestled 14.5km from Chester, Old Saybrook is a charming coastal city that offers a delightful blend of outdoor activities and scenic beauty. Visitors flock to this quaint destination primarily during the summer months for its stunning beaches and tranquil lake views. Whether you're enjoying a romantic stroll along the shoreline or playing a round of golf, the city's recreational areas provide ample opportunity for relaxation and enjoyment. Notable attractions include the picturesque family beach, where you can bask in the sun or partake in water sports, as well as various music concerts that enliven the summer evenings.
  • Westbrook: Located a mere 12.9km from Chester, Westbrook is another inviting coastal city known for its vibrant outdoor scene and laid-back atmosphere. The peak travel season occurs in the summer, drawing visitors who seek both romance and adventure amidst the scenic landscapes. With its resorts and recreational areas, Westbrook caters to those looking to unwind or engage in exciting activities. The local beaches are perfect for families, while the event conference venues host a variety of gatherings and concerts, ensuring there's always something happening in this lively town.
  • Madison: Approximately 14.5km from Chester, Madison is a delightful city that promises outdoor enthusiasts an array of adventures. This moderately seasonal destination sees a surge of visitors during the warmer months, attracted by its stunning beaches and nearby national state park. The recreational areas and golf courses are perfect for leisure seekers, while music concerts throughout the summer add a cultural touch. Families will find joy at the local beaches, where fun and relaxation go hand in hand, making Madison an ideal spot for those craving both scenery and excitement.

Things to do near Chester

Chester, Connecticut, is perfect for outdoor and romantic getaways, offering stunning scenery and a variety of activities. Visitors can enjoy local events such as the Chester Sunday Market and the Lobster Fest, alongside cultural attractions like the local theatre and art offerings. This charming town is ideal for those seeking a blend of leisure and entertainment in a picturesque setting.

Shopping

In Chester, you can explore the Sundial Herb Garden, just 8.0km away, for unique gifts. The North Madison Shopping Center and Clinton Crossing Premium Outlets, both 12.9km away, offer a variety of shops and family-friendly vibes. If you're up for a drive, check out more extensive shopping destinations nearby.

Recreation

Explore Devil’s Hopyard State Park for serene hikes and picturesque waterfalls, perfect for relaxation. Try your hand at golfing at Banner Country Club or Fox Hopyard Golf Club, where you can enjoy the outdoor scenery and invigorating sports in a charming setting.

Adventure

At Powder Ridge Mountain Park and Resort, 24.1km from Chester, enjoy thrilling skiing and snowboarding amidst beautiful winter landscapes. Experience the adrenaline at Waterford Speedbowl, located 25.7km away, where motor racing delivers excitement and adventure. For a tranquil outdoor experience, visit Cromwell Meadows Wildlife Management Area, also 25.7km from Chester.

Nightlife

Experience the vibrant nightlife in Chester with a visit to the Goodspeed Opera House for a touch of culture and romance. For some adventurous fun, venture to Brownstone Exploration & Discovery Park, or gaze at the stars at Van Vleck Observatory for a unique evening of entertainment.

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

Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, visit during the off-peak months of December to February when prices are lower. Aim for a Tuesday stay, as it's the least expensive day. Use Expedia’s search tool to set a budget and sort hotels from lowest to highest price, and consider eco-certified options for sustainability. Additionally, look for package deals that combine flights, hotels, and activities for further savings. Exploring the town on foot is also a cost-effective way to enjoy Chester's charm without spending on transport.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are December to February, where the prices are slightly lower. This is in comparison to May and July to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can organise your results to display prices from lowest to highest, ensuring that you see the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can enjoy some savings by combining your hotel stay in Chester with your flights and activities when you book an Expedia package.

Find the best attractions near Chester

Chester, Connecticut, is an ideal destination for those seeking outdoor, romantic getaways amidst stunning scenery. Visitors can explore a variety of attractions, including state parks, picturesque beaches, and historic houses. Whether you're an adventure enthusiast or simply looking to immerse yourself in nature's beauty, Chester offers a delightful array of experiences to make your holiday truly memorable.

  • Essex Steam Train: Experience the charm of yesteryear aboard this historical railway museum. Just 8.0km from Chester, the Essex Steam Train offers a delightful journey through picturesque landscapes, immersing visitors in the rich cultural heritage of the region.
  • Gillette Castle State Park: Located 4.8km from Chester, this national park is a gem for outdoor enthusiasts. Explore the stunning scenery and adventurous trails surrounding the unique castle, which offers a perfect blend of nature and history.
  • Essex Island Marina: Situated 9.7km away, this marina is a haven for those seeking adventure and relaxation. Enjoy beach vibes and outdoor activities, from boating to fishing, while soaking in the beautiful coastal views.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

For your visit to Chester, Connecticut, you have several airport options. Bradley International Airport (BDL) in Hartford, CT, is situated 61.2km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. T.F. Green Airport (PVD) in Providence, RI, is 95.0km away, with the Omni Providence Hotel conveniently located 11.3km from the airport. Islip MacArthur Airport (ISP) is 85.3km distant, offering hotel choices like the Hyatt Regency Long Island, located 6.4km from the airport. Each hotel provides accessible transport services to their respective airports, ensuring a smooth journey.

Frequently asked questions

What's the best place for a stay in Chester?
Hyatt Place Uncasville - Casino Area, located 20.6 mi (33.1 km) from the heart of Chester, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Mohegan Sun and Red Roof Inn Meriden. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Cozy, comfy,quiet &close to casinos: This holiday home rental outside of Chester is equipped with a patio, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! Most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What are some accommodation options with pools in Chester?
Hyatt Place Uncasville - Casino Area: Hotel located near Mohegan Sun Casino. Features a snack bar/deli, an indoor pool and buffet. Mohegan Sun and Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area are a couple of other choices with an on-site pool. View all hotels with pools in Chester.
What's it like to stay in Chester?
Visitors can enjoy all that Chester has to offer, including the waterfront, parks and theatres. In Chester, there are 7 hotels and other accommodation options to choose from. Find out more about Chester.
What should I see while I'm in Chester?
Favourite places to visit include Connecticut River, Norma Terris Theater and Connecticut Valley Railroad State Park Trail. Additionally, you might want to add Chester Creek Marina to your itinerary. Take a look at what more there is to see and do in Expedia's Chester guide.
What's the weather like in Chester?
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 2°C. Average annual precipitation for Chester is 1382 mm.

Explore a world of travel with Expedia