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

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Our top choices for Chester hotels

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area
3.0 star property
Montville
9.0 out of 10, Wonderful, (2,693 reviews)
"Very clean and comfortable rooms- staff was very friendly and helpful. I would definitely stay here again !"
United States
Ann
The price is Rp1.881.810
Rp2.164.081 total
includes taxes & fees
22 Jul - 23 Jul
Hyatt Place Uncasville - Casino Area

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (148 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is Rp2.042.750
Rp2.349.163 total
includes taxes & fees
12 Jul - 13 Jul
Spark by Hilton Guilford

Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic
2.5 star property
New London
6.0 out of 10, (1,002 reviews)
"Great location and cheap!!!"
United States
Abdel Jose
The price is Rp1.733.953
Rp1.994.046 total
includes taxes & fees
29 Jun - 30 Jun
Regency Inn & Suites New London, Mystic

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, (1,926 reviews)
"It was close to the casino and the price was good!"
United States
Claudia
The price is Rp1.355.799
Rp1.559.168 total
includes taxes & fees
12 Jul - 13 Jul
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,003 reviews)
"Great place to stay for the week"
United States
Noah
The price is Rp1.953.498
Rp2.246.523 total
includes taxes & fees
29 Jun - 30 Jun
Baymont by Wyndham Branford/New Haven

Hampton Inn & Suites Rocky Hill - Hartford South

Hampton Inn & Suites Rocky Hill - Hartford South
2.5 star property
Rocky Hill
9.2 out of 10, Wonderful, (845 reviews)
"Clean rooms, and very pleasant and helpful staff."
United States
Chad
The price is Rp2.237.203
Rp2.572.784 total
includes taxes & fees
12 Jul - 13 Jul
Hampton Inn & Suites Rocky Hill - Hartford South

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, (1,005 reviews)
"Breakfast was lovely and staff very helpful"
United States
Karen
The price is Rp2.347.782
Rp2.699.950 total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Branford-New Haven by IHG

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1,006 reviews)
"Excellent customer service and good location"
United States
Tina
The price is Rp1.965.147
Rp2.259.919 total
includes taxes & fees
19 Jul - 20 Jul
Clarion Inn North Haven - New Haven North

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is Rp2.117.484
Rp2.435.107 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn Old Saybrook - Westbrook

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.6 out of 10, Excellent, (1,002 reviews)
"The property was clean, comfortable, staff was friendly and convenient to the Oakdale"
United States
Raymond
The price is Rp2.242.042
Rp2.578.348 total
includes taxes & fees
5 Jul - 6 Jul
Fairfield by Marriott Inn & Suites Wallingford New Haven

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 Rp1.706.174
Rp1.962.100 total
includes taxes & fees
2 Jul - 3 Jul
Best Western Plus New England Inn & Suites

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (319 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is Rp1.684.668
Rp1.937.368 total
includes taxes & fees
29 Jun - 30 Jun
Clinton Motel

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, (1,002 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is Rp1.598.642
Rp1.838.439 total
includes taxes & fees
7 Jul - 8 Jul
Pier Blue Inn Old Saybrook - Essex

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,004 reviews)
"Charenne at the front desk was awesome helping us."
United States
Ellen
The price is Rp2.442.589
Rp2.808.977 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Wallingford/Meriden

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.2 out of 10, Wonderful, (988 reviews)
"Very Pleasant Setting with Nice Rooms."
United States
Jessica
The price is Rp2.566.430
Rp2.951.395 total
includes taxes & fees
5 Jul - 6 Jul
Homewood Suites by Hilton Wallingford-Meriden

Hampton Inn Norwich

Hampton Inn Norwich
2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1,005 reviews)
"Friendly staff...nice breakgast...very clean...quiet"
United States
Vanessa
The price is Rp2.263.190
Rp2.602.668 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn Norwich

Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.4 out of 10, Very good, (1,001 reviews)
"Our room was gorgeous and very clean. Staff was super friendly."
United States
Ashlynn
The price is Rp2.276.094
Rp2.617.508 total
includes taxes & fees
1 Jul - 2 Jul
Holiday Inn Express & Suites Meriden by IHG

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (267 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is Rp4.192.296
Rp4.653.448 total
includes taxes & fees
1 Jul - 2 Jul
The Captain Stannard

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (817 reviews)
"Everything was great! Staff was awesome!"
United States
Dawn
The price is Rp2.491.158
Rp2.864.832 total
includes taxes & fees
5 Jul - 6 Jul
Courtyard New Haven Wallingford

Quality Inn Cromwell - Middletown

Quality Inn Cromwell - Middletown
2.5 star property
Cromwell
6.6 out of 10, (1,001 reviews)
"Everything good ."
United States
Alessandro
The price is Rp1.309.919
Rp1.506.407 total
includes taxes & fees
30 Jun - 1 Jul
Quality Inn Cromwell - Middletown
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.
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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

More cheap stays in Chester

Find out more about Chester

Top reasons to visit Chester

  • Scenic Outdoor Activities: Chester offers stunning natural beauty, perfect for outdoor adventures and romantic getaways.
  • Charming Downtown: Explore the quaint downtown area filled with friendly locals and unique shops.
  • Vibrant Arts Scene: Enjoy live music, theatre performances, and captivating opera experiences throughout the town.
  • Family-Friendly Attractions: Discover national parks and local parks that provide fun for all ages.
  • Varied Accommodation Options: Choose from cosy bed and breakfasts to comfortable hotels, catering to every traveller's needs.

Find great hotels near Chester

Discover the charm of Chester, Connecticut, where a delightful array of lodging options awaits you. From quaint bed and breakfasts to comfortable hotels, there’s something for every traveller. Enjoy pet-friendly accommodations, ideal for adventurous getaways or business trips, all while exploring local attractions. Whether you seek the Thistle Inn or reviews of Chester hotels, your perfect stay in this picturesque town is just around the corner.

  • Baymont by Wyndham Branford/New Haven: Located approximately 26km from Chester, Baymont by Wyndham Branford/New Haven offers a budget-friendly lodging option ideal for families and adventurous travellers. The hotel’s unique theme revolves around outdoor experiences, featuring a range of adventure sports such as boat tours, skydiving, and ziplining, all available nearby. Families will appreciate the dedicated amenities for children, including complimentary cribs. Additionally, the hotel welcomes pets, with specific policies in place to accommodate furry companions, making it an excellent choice for a family vacation that includes your four-legged friends.
  • Red Roof Inn Meriden: Situated about 27km from Chester, Red Roof Inn Meriden caters particularly to business travellers and pet owners. This budget-friendly accommodation boasts a welcoming atmosphere for guests accompanied by pets, with flexible policies that allow pets in rooms for a variable fee. The hotel’s emphasis on convenience for business guests is complemented by its comfortable amenities, ensuring a pleasant stay. The property also accommodates service animals without additional charges, making it an excellent option for those travelling with special needs.
  • Sleep Inn & Suites Niantic North: Just 24km from Chester, Sleep Inn & Suites Niantic North is a highly-rated, budget-friendly hotel perfect for families and business travellers alike. With a guest rating of 8.4 out of 10, this hotel offers child-friendly amenities such as window guards and free cribs, ensuring a safe environment for younger guests. The hotel’s modern facilities and attentive service create a welcoming atmosphere for all visitors, making it an appealing choice for both leisure and business stays.

Where to stay near Chester

Chester, Connecticut, offers a delightful blend of outdoor charm and romantic scenery, making it an ideal weekend getaway. Stroll through the quaint downtown area, where friendly locals create a welcoming atmosphere. Discover the beauty of New England by exploring the surrounding regions, filled with picturesque landscapes and family-friendly activities. Whether you’re seeking adventure or simply wish to unwind, Chester is a perfect destination for a memorable vacation experience.

  • Old Saybrook: Nestled 14km from Chester, Old Saybrook is a charming coastal city that offers a delightful blend of outdoor adventures and scenic beauty. Visitors are drawn here for its romantic atmosphere and stunning landscapes. The peak travel season from June to August sees an influx of tourists eager to enjoy the local beaches and recreational areas. Key highlights include the tranquil family beach, various golf courses, and the picturesque national state park, making it an ideal destination for families and couples alike seeking relaxation and leisure.
  • Westbrook: Located 13km away from Chester, Westbrook is a vibrant city that showcases the allure of Connecticut’s shoreline. With a moderately seasonal influx of visitors, particularly from June to August, it is an excellent spot for outdoor enthusiasts and those looking for a romantic getaway. The local attractions include beautiful beaches and lively music concerts, alongside opportunities to enjoy golf. The event conference venue also adds to its offerings, making Westbrook an engaging destination for both leisure and business travellers.
  • Deep River: Just 5km from Chester, Deep River is a quaint city that attracts visitors year-round, peaking in popularity during the spring and summer months. Known for its scenic landscapes and outdoor activities, it has become a favourite for those seeking a romantic retreat. Notable local attractions include a serene lake, national state park, and inviting beaches. The community’s recreational areas and theatres provide a rich cultural experience, ensuring that visitors have a memorable time exploring the charm of Deep River.

Things to do near Chester

Shopping

In Chester, you can explore local shops like The Bee & Thistle and The Chester Gallery for unique gifts and souvenirs. If you're up for a drive, visit the Westfarms Mall, offering a variety of popular retail brands and dining options to enhance your shopping experience.

Recreation

The Spa at Chester offers rejuvenating treatments in a tranquil setting, featuring soothing massages and revitalising facials. For outdoor enthusiasts, the nearby Chester Creek offers scenic trails for hiking and peaceful spots for meditation, providing an ideal backdrop for relaxation and reflection amidst nature.

Adventure

Waterford Speedbowl is an exhilarating motor racing venue located 26km from Chester. Experience the thrill of high-speed races amidst a vibrant atmosphere, where the roar of engines and the excitement of the crowd create an unforgettable adventure for motorsport enthusiasts.

Nightlife

Chester's nightlife offers a charming blend of local pubs and inviting eateries. Visit The Chester Restaurant for a delightful meal, or enjoy live music at The Pattaconk 1850 Bar & Grill. For a relaxed atmosphere, stop by The River Tavern, where you can sip cocktails by the water.

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

Booking tips and Expedia advantages for Chester

For a budget-friendly trip to Chester, Connecticut, consider visiting between December and February when accommodation prices are lower. Tuesdays typically offer the best rates for stays, while Saturdays tend to be the priciest. Use Expedia's search tool to filter by budget and eco-friendly options, ensuring you find affordable hotel deals. Pair your hotel booking with flights and activities for potential savings. Additionally, explore free local attractions and utilise public transport to further reduce costs during your visit.

  • 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 specify your budget, preferred location, and additional preferences. You can organise your results to display prices from lowest to highest, ensuring you view the most affordable hotels first. Additionally, you have the option to refine your selection by hotel type; for instance, by selecting the Eco-certified filter, you will be presented with sustainable and environmentally-friendly hotels available for booking.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Chester with your flights and activities by opting for an Expedia package.

Find the best attractions near Chester

Chester, Connecticut, is perfect for an outdoor and romantic getaway, boasting stunning scenery and various attractions. Visitors can explore national parks, beautiful beaches, and local parks that offer adventure and picturesque experiences. Don't miss the chance to visit Chester itself and utilise a Chester map for easy navigation to these delightful points of interest.

  • Major General Joseph Spencer Memorial: Situated 6km from Chester, this monument pays tribute to a pivotal figure in American history. Visitors will appreciate its cultural significance and serene surroundings, making it a reflective spot to learn about the contributions of Major General Spencer during the Revolutionary War.
  • General William Hart House: Located 16km away, this historic house offers a glimpse into 18th-century life. The architecture and period furnishings provide an immersive experience, allowing visitors to explore the rich cultural heritage of the region.
  • Hammonasset Beach State Park: Also 16km from Chester, this expansive state park boasts stunning coastal scenery. Ideal for outdoor enthusiasts, it offers activities such as hiking, swimming, and birdwatching, all against a backdrop of natural beauty and adventure.

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

Accessing Chester, Connecticut, is convenient with several major airports nearby. New York's JFK Airport is situated 138km away, with luxurious hotel options like The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport, 135km from Chester, offers nearby five-star accommodations such as Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, located approximately 5 to 10km away. Additionally, White Plains Airport, 109km from Chester, has upscale hotels like The Opus Westchester, just 6km from the airport, with various transport services available for easy access. This makes your journey to Chester seamless and enjoyable.

Frequently asked questions

What's the best place for a stay in Chester?
Motel 6 New Haven - Branford, CT, located 17.6 mi (28.3 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 Regency Inn & Suites New London, Mystic and Hyatt Place Uncasville - Casino Area. See all available top hotels, or 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?
Regency Inn & Suites New London, Mystic: Offers 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 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 6 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, Chester Creek Marina and Norma Terris Theater. Additionally, you might want to add Connecticut Valley Railroad State Park Trail 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.

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