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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, (2,691 reviews)
"Clean hotel, great location, nice big rooms!"
United States
PETER L
The price is CA $143
CA $165 total
includes taxes & fees
May 12 - May 13
Hyatt Place Uncasville - Casino 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, (1,897 reviews)
"clean and very comfortable stay"
United States
Michelle
The price is CA $116
CA $133 total
includes taxes & fees
May 4 - May 5
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
Branford
7.2 out of 10, Good, (1,003 reviews)
"Staff were courteous and considerate"
United States
MICHAEL
The price is CA $97
CA $113 total
includes taxes & fees
May 3 - May 4
Motel 6 New Haven - Branford, CT

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (115 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
The price is CA $144
CA $166 total
includes taxes & fees
May 6 - May 7
Spark by Hilton Guilford

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, (472 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 CA $110
CA $126 total
includes taxes & fees
May 4 - May 5
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hampton Inn Norwich

Hampton Inn Norwich
2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1,011 reviews)
"Very clean,staff was very friendly"
United States
Maureen
The price is CA $167
CA $192 total
includes taxes & fees
May 26 - May 27
Hampton Inn Norwich

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,003 reviews)
"Exceeded my expectations. Very cozy, staff was incredibly welcoming and accommodating, and the breakfast was incredible. I would highly recommend to anyone and will stay here again soon. "
United States
Cyrus
The price is CA $230
CA $265 total
includes taxes & fees
Apr 29 - Apr 30
Inn at Harbor Hill Marina

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,004 reviews)
"Convenient location for an affordable price "
United States
Jonathan
The price is CA $170
CA $196 total
includes taxes & fees
May 11 - May 12
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
8.8 out of 10, Excellent, (1,003 reviews)
"Perfect overnight stay and right off the highway. Breakfast was also very good (much better than most hotels) and the staff were very accommodating and friendly."
United States
Michael
The price is CA $177
CA $203 total
includes taxes & fees
May 3 - May 4
Fairfield by Marriott Inn & Suites Wallingford New Haven

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (307 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is CA $106
CA $122 total
includes taxes & fees
Apr 29 - Apr 30
Clinton Motel

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, (1,000 reviews)
"Breakfast was lovely and staff very helpful"
United States
Karen
The price is CA $184
CA $212 total
includes taxes & fees
May 3 - May 4
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, (1,005 reviews)
"The hotel was absolutely amazing "
United States
Richard
The price is CA $148
CA $170 total
includes taxes & fees
May 4 - May 5
Clarion Inn North Haven - New Haven North

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is CA $312
CA $347 total
includes taxes & fees
May 11 - May 12
The Captain Stannard

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, (1,004 reviews)
"Fresh but limited parking lot was great"
United States
frank
The price is CA $120
CA $138 total
includes taxes & fees
May 3 - May 4
Best Western Plus New England Inn & Suites

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (575 reviews)
"Great menu and service. Love the hotel."
United States
Dan
The price is CA $217
CA $276 total
includes taxes & fees
Apr 29 - Apr 30
Inn at Middletown

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is CA $372
CA $412 total
includes taxes & fees
May 10 - May 11
Westbrook Inn B&B

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 to stay on the shoreline. Privately owned so you.are supporting local businesses!"
United States
John
The price is CA $111
CA $128 total
includes taxes & fees
May 17 - May 18
Pier Blue Inn Old Saybrook - Essex

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very good, (791 reviews)
"The bed was comfortable."
United States
Margaret
The price is CA $117
CA $134 total
includes taxes & fees
May 10 - May 11
Rodeway Inn Waterford - New London

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, (1,004 reviews)
"Room was clean and parking convenient."
United States
Michael
The price is CA $189
CA $218 total
includes taxes & fees
May 25 - May 26
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Motel 6 Niantic, CT - New London

Motel 6 Niantic, CT - New London
2.0 star property
Niantic
7.0 out of 10, Good, (1,000 reviews)
"Clean rooms easy access quiet area staff was exellent will stay again "
United States
kevin
The price is CA $107
CA $123 total
includes taxes & fees
May 15 - May 16
Motel 6 Niantic, CT - New London
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 and neighborhoods 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

Recent Reviews in Chester

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 landscapes ideal for hiking, biking, and leisurely strolls along the river.
  • Vibrant Arts Scene: Experience local theatre and opera performances that showcase Chester's cultural richness.
  • Charming Downtown: Explore unique shops and local eateries, creating a friendly atmosphere perfect for leisurely outings.
  • Historic Attractions: Visit the Chester Meeting House and other historic sites that reflect the town's heritage.
  • Relaxing Accommodations: Enjoy a range of cozy hotels and bed & breakfasts, perfect for a romantic getaway.

Find great hotels near Chester

Discover a range of hotel accommodations in Chester, Connecticut, tailored to various travel needs. Whether you're looking for a cozy bed & breakfast or a business-friendly hotel, Chester offers options that cater to both leisure and work travellers. Embrace the charm of this quaint town while enjoying pet-friendly amenities and a relaxing beach vacation experience. Your perfect Chester hotel awaits.

  • Red Roof Inn Meriden: Red Roof Inn Meriden is a budget-friendly hotel located 27.4km from Chester, ideal for travellers seeking a simple and practical stay. This property is particularly pet-friendly, allowing for a hassle-free experience for those travelling with furry companions. Guests appreciate the convenient amenities such as variable pet fees and a waiver for service animals. Whether you’re on a business trip or a casual getaway, this hotel provides a comfortable base to explore the surrounding area without breaking the bank.
  • Baymont by Wyndham Branford/New Haven: Baymont by Wyndham Branford/New Haven is a budget-friendly hotel situated 25.7km from Chester, perfect for families and adventure seekers. The property offers a variety of outdoor activities nearby, including skydiving, hiking, and boat tours, making it a great choice for those looking to add some excitement to their stay. This welcoming hotel also caters to families with children’s amenities, ensuring a comfortable experience for guests of all ages. Additionally, the pet-friendly policy allows you to bring your furry friends along for the adventure.
  • Sleep Inn & Suites Niantic North: Sleep Inn & Suites Niantic North is a budget-friendly lodging option just 24.1km from Chester, boasting a solid guest rating of 8.4 out of 10. This property is well-suited for families and business travellers alike, offering essential amenities for children such as free cribs and safety features like window guards. Guests enjoy a pleasant atmosphere where comfort and convenience come together, making it an excellent choice for a relaxed stay while still being close to local attractions.

Where to stay near Chester

Chester, Connecticut, offers a delightful blend of outdoor adventures and romantic scenery, perfect for a getaway. Explore its charming downtown, featuring unique shops and local eateries, while immersing yourself in the friendly atmosphere. Nearby towns provide additional picturesque landscapes and family-friendly activities, making it an ideal destination for all. Whether you're enjoying a leisurely stroll or seeking budget-friendly experiences, Chester and its surroundings promise a memorable vacation filled with warmth and charm.

  • Westbrook: Nestled 12.9km from Chester, Westbrook is a charming coastal city that attracts visitors with its beautiful outdoor scenery and romantic atmosphere. The peak travel season from June to August showcases the area’s vibrant beach culture, while quieter months from October to December still offer delightful experiences. Westbrook is home to various popular venues, including resorts, golf courses, and live music concerts. Highlights include the stunning local beaches and family-friendly spots perfect for sunbathing and recreational activities. With its picturesque landscapes, Westbrook provides a serene escape for nature lovers and couples alike.
  • Old Saybrook: Located 14.5km from Chester, Old Saybrook is a historic city that charms visitors year-round with its scenic beauty and outdoor offerings. Although visitor numbers peak during the summer months, this city maintains a steady flow of tourists, particularly from June to August and slightly lower in January to March. Old Saybrook features recreational areas and golf courses, alongside its inviting resorts. The nearby beaches and the stunning landscapes of the national state park create an ideal setting for relaxation and exploration, making it a wonderful destination for romantic getaways and family outings.
  • Deep River: A mere 4.8km from Chester, Deep River is a quaint city that offers a delightful blend of outdoor activities and cultural experiences. While it sees peak visitors in April and during the summer months, the charm of Deep River endures throughout the year. This city boasts lovely recreational areas and a vibrant local theatre scene. Nature enthusiasts will appreciate the nearby lake and national state park, both ideal for hiking and picnicking. With its romantic ambiance and scenic views, Deep River invites visitors to unwind and explore its natural beauty.

Things to do in Chester

Chester, Connecticut, is perfect for outdoor and romantic getaways, boasting stunning scenery and a vibrant arts scene. Visitors can explore recreational areas, enjoy theatre and opera performances, and take in scenic spots along the river. Don't miss the chance to experience river rides and Chester sightseeing tours, along with various nightlife options that add to the charm of this picturesque town.

Shopping

In Chester, visit local shops like The Pink Sleigh for unique gifts and Chester Village West for charming boutiques. If you're up for a drive, check out the Westfarms Mall, located 24.1km away, featuring a wide range of retailers and dining options to enhance your shopping experience.

Recreation

The Spa at Chester offers a tranquil escape with rejuvenating treatments, calming massages, and holistic therapies. For outdoor enthusiasts, the nearby Connecticut River provides kayaking, hiking trails, and stunning views, perfect for reconnecting with nature and enhancing your wellness journey.

Adventure

Explore the scenic trails at the Cockaponset State Forest, perfect for hiking and mountain biking amidst lush greenery. For a thrilling experience, try zip-lining at Adventure Park at The Adventure Park at Discovery Museum, where you can soar through the treetops and enjoy breathtaking views of the landscape.

Nightlife

Chester offers a charming nightlife, with cozy spots like The River Tavern for casual dining and drinks. For a more lively atmosphere, visit the Chester Meeting House, which often hosts events and live music. Enjoy a relaxed evening in this quaint Connecticut town.

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

Booking tips and Expedia advantages for Chester

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are March and December to January, 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 arrange your search results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Chester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Chester

Chester, Connecticut, is perfect for a romantic getaway filled with outdoor adventures and scenic views. Visitors can explore local attractions such as the Chester Meeting House, historic houses, and nearby state parks. The charming town also offers opportunities for leisurely strolls along the beach, making it a delightful destination for anyone seeking relaxation and exploration in a picturesque setting.

  • Hammonasset Beach State Park: Experience the breathtaking scenery and outdoor adventures at Connecticut's largest shoreline park. With miles of sandy beaches, hiking trails, and picnic areas, it's perfect for nature enthusiasts seeking relaxation or thrill.
  • Westbrook Town Beach: Enjoy the laid-back beach vibes at Westbrook Town Beach, where you can soak up the sun, swim in calm waters, or enjoy a leisurely stroll along the shore, making it an ideal spot for families and beach lovers.
  • Goose Island: Discover the charm of Goose Island, where outdoor activities abound. This picturesque island offers scenic landscapes and beach vibes, perfect for kayaking, birdwatching, or simply enjoying nature's beauty.

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 SunnyAverageAverage
March38.5°F (3.6°C)Light RainMostly SunnyAverageSlightly Low
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

When planning your trip to Chester, Connecticut, you can consider flying into one of three major airports. New York's JFK Airport, 138.4km away, offers nearby accommodations like the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. LaGuardia Airport, 135.2km from Chester, features luxurious options such as The Plaza and The Pierre, both 5-star hotels just 8.0km away. The closest airport is Hartford's Bradley International Airport, located 61.2km away, with convenient stays like the 4-star DoubleTree by Hilton, just 1.6km from the airport. Each airport provides various transportation services to ensure a smooth arrival to Chester.

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 café, 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, 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?
Members always get our best prices. Find our best Chester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $101 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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