Find hotels in Chester, CT from $65

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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
9.2 out of 10, Wonderful, (2595)
"Always a pleasure staying here"
United States
Carrie
$98 nightly
The price is $113
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Place Uncasville - Casino Area

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (70)
"Comfortable beds, friendly staff "
United States
Taylor
$104 nightly
The price is $120
Jan 3 - Jan 4, 2026
Total with taxes and fees
Spark by Hilton Guilford

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, (1002)
"great stay."
United States
John
$87 nightly
The price is $100
Jan 2 - Jan 3, 2026
Total with taxes and fees
Best Western Plus New England Inn & Suites

Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG
3.0 star property
New London
8.4 out of 10, Very Good, (1001)
"The young lady at the front desk that welcomed us was absolutely the best."
United States
Corey
$73 nightly
The price is $84
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn New London - Mystic Area by IHG

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, (452)
"Easy check in and check out, comfortable bed, clean"
United States
Eric
$92 nightly
The price is $106
Dec 29 - Dec 30
Total with taxes and fees
Best Western Niantic - New London/Mystic Area

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, (1857)
"We stay here a lot and its clean, affordable and has a nice breakfast. Staff very friendly as well."
United States
Carolan
$72 nightly
The price is $83
Jan 4 - Jan 5, 2026
Total with taxes and fees
Microtel Inn & Suites by Wyndham Uncasville Casino Area

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, (1000)
"I would stay there again."
United States
George
$89 nightly
The price is $102
Dec 26 - Dec 27
Total with taxes and fees
Clarion Inn North Haven - New Haven North

Hampton Inn Norwich

Hampton Inn Norwich
2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1000)
"Nice place to stay"
United States
Scott
$102 nightly
The price is $117
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Norwich

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, (1000)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
$69 nightly
The price is $79
Dec 29 - Dec 30
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex

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, (93)
"My wife loved it…she has a rough week with work and just life in general, so I wanted to do something nice for her and surprised her with a stay here…she was really happy and loved everything about it…can’t wait to do this again 😊"
United States
Keven
$159 nightly
The price is $183
Jan 4 - Jan 5, 2026
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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, (463)
"A very clean and convenient hotel. It’s close to the beach and provides a parking pass for local beach with a refundable deposit."
United States
Anonymous traveler
$67 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Dec 28 - Dec 29
Total with taxes and fees
Clinton Motel

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
$101 nightly
The price is $116
Jan 1 - Jan 2, 2026
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North
2.5 star property
Niantic
8.4 out of 10, Very Good, (1000)
"Clean Room/Polite staff/ Breakfast was basic/ pool area looked maintained."
United States
Sara
$81 nightly
The price is $93
Jan 11 - Jan 12, 2026
Total with taxes and fees
Sleep Inn & Suites Niantic North

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, (1003)
"Great staff, always enjoy for the value"
United States
James
$119 nightly
The price is $137
Dec 25 - Dec 26
Total with taxes and fees
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.6 out of 10, Excellent, (653)
"The staff at check in was so polite, efficient, and genuinely seemed like they cared we were at the hotel, I would give her a 10/10"
United States
Christine
$121 nightly
The price is $139
Jan 1 - Jan 2, 2026
Total with taxes and fees
Springhill Suites by Marriott Hartford Cromwell

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, (235)
"I really enjoy staying here. The family who runs this motel are so nice. I used to live in Guilford and moved out of state. I return to Conn frequently and always stay here. "
United States
Susan B
$89 nightly
The price is $103
Dec 26 - Dec 27
Total with taxes and fees
Tower Inn And Suites Of Guilford - Madison

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, (1000)
"Recently renovated, in good condition, pleasent staff"
United States
Donald
$99 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Holiday Inn Express & Suites Meriden by IHG

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very Good, (774)
"Great deal"
United States
Dan
$80 nightly
The price is $92
Dec 29 - Dec 30
Total with taxes and fees
Rodeway Inn Waterford - New London

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, (774)
"yes it was excellent stay "
United States
smriti
$114 nightly
The price is $131
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn & Suites Rocky Hill - Hartford South
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Where to stay in Chester

Find the best Chester areas and neighborhoods for the activities you enjoy most. Learn more about Chester
Learn more about Chester

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 jewelry 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

Hotels in Chester with star-rating

Find out more about Chester

Top reasons to visit Chester

  • Scenic Outdoor Adventures: Chester offers beautiful state parks and local beaches perfect for hiking, picnicking, and relaxation.
  • Charming Historic Sites: Discover historic houses that reflect Chester's rich heritage and captivating history.
  • Local Arts and Culture: Enjoy engaging local theater performances and vibrant arts events throughout the year.
  • Picturesque Neighborhoods: Stroll through charming neighborhoods that create a magical atmosphere, especially in winter.
  • Diverse Accommodations: Choose from cozy bed and breakfasts to pet-friendly hotels, catering to every traveler's needs.

Find great hotels near Chester

Discover a range of charming accommodations in Chester, Connecticut, perfect for every type of traveler. From cozy bed and breakfasts to pet-friendly hotels, you'll find inviting options that cater to both leisure and business needs. Whether you're seeking a beach vacation experience or a peaceful getaway, Chester's hotels offer the perfect blend of comfort and convenience for your stay.

  • Extended Stay America Suites Hartford Meriden: Designed with business travelers in mind, Extended Stay America Suites Hartford Meriden offers a practical and comfortable stay just 17 miles from Chester. This hotel features spacious suites equipped with full kitchens, making it ideal for those who prefer the convenience of cooking during their stay. With a pet-friendly policy that welcomes dogs and cats, this hotel ensures that you can bring your furry companions along. Business amenities such as free Wi-Fi and meeting facilities cater to your professional needs, while the relaxed atmosphere provides a perfect balance for work and leisure.
  • Baymont by Wyndham Branford/New Haven: Adventure awaits at Baymont by Wyndham Branford/New Haven, located 16 miles from Chester. This family-friendly hotel is perfect for those seeking exciting outdoor activities, with nearby options for hiking, boat tours, and ziplining. Children are well catered for with complimentary cribs and a welcoming environment. The pet-friendly policy allows for a stress-free stay for families traveling with pets, ensuring that every member of the family feels at home. With a commitment to providing a fun-filled experience, this hotel positions itself as an excellent choice for adventurous families.
  • Red Roof Inn Meriden: Welcoming and inclusive, Red Roof Inn Meriden invites travelers 17 miles from Chester to enjoy a comfortable stay that embraces diversity. This LGBTQIA-friendly hotel offers a variety of business amenities, ensuring a convenient experience for professionals. Pets are welcome, allowing guests to bring their furry friends along without worry. The property’s modern design and commitment to service make it a great choice for both business and leisure travelers looking for a friendly atmosphere.

Where to stay near Chester

Chester, Connecticut, offers a charming blend of outdoor adventures and romantic scenery, making it a perfect getaway. Explore the local shops and vibrant shopping scene, where friendly faces and unique finds await. Don't miss the picturesque neighborhoods that transform into a winter wonderland, creating a magical atmosphere. With its family-friendly vibe and budget-friendly options, Chester invites you to enjoy a memorable vacation experience filled with warmth and charm.

  • Old Saybrook: Nestled 9 miles from Chester, Old Saybrook is a charming coastal city that beckons travelers with its stunning outdoor scenery and romantic ambiance. Known for its rich history, visitors can enjoy a relaxing day at the beach, explore scenic lakes, or indulge in a round of golf. The city comes alive during the summer months, with music concerts and various recreational activities that make it a hotspot for families and couples alike. Don't miss the local landmarks that enhance the area’s beauty and charm.
  • Westbrook: Located 8 miles from Chester, Westbrook is a delightful seaside city that offers a blend of outdoor adventures and romantic settings. The town is particularly vibrant from June to August, attracting visitors to its beautiful beaches and well-known resort areas. Whether you're soaking up the sun at the family beach or enjoying live music at a local concert, Westbrook provides a perfect backdrop for relaxation and fun. The event conference venues also make it an ideal spot for gatherings, enhancing its appeal to both leisure and business travelers.
  • Madison: Just 9 miles from Chester, Madison is a picturesque city that captivates with its outdoor adventures and scenic beauty. Visitors flock to this charming destination during the warmer months, taking advantage of its recreational areas and inviting beaches. With attractions like the nearby national state park, Madison is perfect for those seeking adventure and tranquility. The local music concerts and golf courses add to its allure, making it a well-rounded destination for anyone looking to experience the best of Connecticut’s coastal charm.

Things to do near Chester

Chester, Connecticut, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Explore scenic recreational areas, enjoy local theater performances, and participate in engaging educational activities. With plenty of outdoor adventures, fun local events, and camping opportunities, Chester offers a charming atmosphere for a memorable vacation experience.

Shopping

In Chester, you can shop at the Sundial Herb Garden, just 5 miles away, for unique gifts. The North Madison Shopping Center and Clinton Crossing Premium Outlets, both 8 miles away, offer a variety of shopping options. If you're up for a drive, explore more malls in nearby towns.

Recreation

Explore Devil’s Hopyard State Park for serene hikes amidst nature, perfect for relaxation and reflection. For golf enthusiasts, both Banner Country Club and Fox Hopyard Golf Club offer excellent outdoor sports experiences with beautiful landscapes, ideal for unwinding and enjoying the fresh air.

Adventure

Experience the thrill of skiing at Powder Ridge Mountain Park and Resort, located 15 miles from Chester, where winter sports enthusiasts can enjoy snow-covered slopes and adrenaline-pumping activities. For motorsport fans, the Waterford Speedbowl, 16 miles away, offers high-speed racing excitement and a vibrant atmosphere.

Explore the great outdoors at Cromwell Meadows Wildlife Management Area, situated 16 miles from Chester, where you can enjoy hiking, birdwatching, and the beauty of unspoiled nature in a peaceful setting.

Nightlife

In Chester, the Goodspeed Opera House offers a cultural night out with captivating performances just 4 miles away. For an adventurous vibe, head to Brownstone Exploration & Discovery Park, located 15 miles away, or enjoy the starry skies at Van Vleck Observatory, 14 miles from Chester.

*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 during your visit to Chester, consider traveling between December and February when accommodation prices are lower. Tuesdays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find affordable lodging by filtering for eco-friendly options and sorting prices from lowest to highest. You can also save by bundling your hotel, flights, and activities into a package deal. Joining Expedia's One Key membership can provide exclusive discounts and earn you OneKeyCash for future bookings. Additionally, explore free activities and take advantage of Chester's public transport for budget-friendly travel.

  • 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: Utilize Expedia's search feature to refine your options based on your budget, preferred location, and ideal type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chester hotel reservation with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Chester

Chester, Connecticut, is a charming destination perfect for outdoor and romantic getaways. Visitors can explore beautiful state parks, relax at local beaches, and tour historic houses that showcase the area's rich heritage. With its scenic landscapes and adventure opportunities, Chester caters to travelers seeking memorable experiences in nature and history.

  • Essex Steam Train: Experience the charm of a bygone era aboard the Essex Steam Train, a historic railway museum just 5 miles from Chester. Enjoy scenic rides through picturesque landscapes while soaking in the rich culture and history of steam locomotives.
  • Gillette Castle State Park: Explore the adventurous trails and stunning scenery of Gillette Castle State Park, located 3 miles from Chester. This unique park features a castle-like mansion surrounded by breathtaking views, perfect for outdoor enthusiasts and nature lovers alike.
  • Essex Island Marina: Enjoy the outdoor and beach vibes at Essex Island Marina, situated 6 miles from Chester. This marina offers a range of recreational activities, from boating to relaxing by the water, making it a great spot for adventure seekers.

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

To visit Chester, Connecticut, you can fly into several major airports. Bradley International Airport (BDL) in Hartford, CT, is located 38 miles away and offers convenient hotel options such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and the Marriott Hartford Downtown, 12 miles away. T.F. Green Airport (PVD) in Providence, RI, is 59 miles away, with nearby accommodations like the Omni Providence Hotel and Graduate by Hilton Providence, both 7 miles from the airport. Lastly, MacArthur Airport (ISP) in Islip, NY, is 53 miles distant, featuring hotels like Hyatt Regency Long Island, just 4 miles away.

Frequently asked questions

What is the best area to stay in Chester?
The best area to stay in Chester is its charming village center, especially for visitors looking for a walkable, boutique experience.

The village center is a compact and walkable area characterized by its well-preserved historic buildings, independent shops, and art galleries. Main Street and North Main Street are the primary thoroughfares, featuring local eateries, a playhouse, and artisan studios. It's located along the Pattaconk Brook, offering a picturesque New England setting.

Couples often find the village center ideal for a romantic getaway. They can enjoy leisurely strolls, browse unique shops, and dine at local restaurants, many of which offer outdoor seating in pleasant settings. The relaxed pace and scenic surroundings make it superb for unwinding.

Solo travelers looking for a peaceful and engaging experience will also appreciate the village center. It's easy to navigate on foot, and there are various small businesses to explore, from bookshops to craft stores.
When is the best time to go to Chester?
The best time to go to Chester, Connecticut, is during the late spring (May to early June) and fall (September to October) when the weather is most pleasant for outdoor activities and exploring.

Late spring offers comfortable temperatures, typically ranging from the 60s to low 70s Fahrenheit, making it ideal for walking around town, visiting local shops, and enjoying the Connecticut River. The foliage is lush, and gardens are in bloom. This period is particularly good for couples looking for a scenic getaway, as they can enjoy river cruises or explore nearby state parks without the peak summer crowds.

The fall season brings stunning New England foliage, with vibrant reds, oranges, and yellows throughout the area, usually peaking in mid-October. Temperatures are generally in the 50s and 60s Fahrenheit, superb for scenic drives, hiking, and visiting local farms and orchards. This is an excellent time for families to visit, as many local events and festivals celebrate the harvest season, and the cooler weather is comfortable for outdoor excursions.

While summer (July and August) is also popular, with warmer temperatures in the 70s and 80s, it can be more crowded.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 Chester hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chester hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chester hotel?
Prices for hotels in Chester often vary, but you can find a great deal from $65 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 the cheapest rate.

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