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Compare 1,052 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express Branford-New Haven by IHG

3.0 star property
8.8 out of 10, Excellent, (1003)
"Would stay here again "
The price is CA $152
CA $175 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Branford-New Haven by IHG

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 star property
8.8 out of 10, Excellent, (1731)
"Awesome stay!"
The price is CA $102
CA $118 total
includes taxes & fees
Sep 7 - Sep 8
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Best Western Plus New England Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Nice and comfy stay good breakfast great staff "
The price is CA $122
CA $140 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus New England Inn & Suites

Solano Inn

2.5 star property
9.0 out of 10, Wonderful, (176)
"Spacious hotel clean and convenient with the event we had , close distance from "
The price is CA $134
CA $154 total
includes taxes & fees
Aug 24 - Aug 25
Solano Inn

Best Western Niantic - New London/Mystic Area

2.5 star property
9.2 out of 10, Wonderful, (337)
"Decent breakfast and newer amenities "
The price is CA $128
CA $147 total
includes taxes & fees
Sep 14 - Sep 15
Best Western Niantic - New London/Mystic Area

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (51)
"Great stay"
The price is CA $178
CA $261 total
includes taxes & fees
Aug 24 - Aug 25
Postcard Cabins Machimoodus

Spark by Hilton Guilford

2.5 star property
8.2 out of 10, Very good, (21)
"Friendly and helpful staff Great area"
The price is CA $175
CA $201 total
includes taxes & fees
Aug 31 - Sep 1
Spark by Hilton Guilford

Sleep Inn & Suites Niantic

2.5 star property
8.4 out of 10, Very good, (1000)
"Pleasant place to stay ;)"
The price is CA $116
CA $134 total
includes taxes & fees
Sep 7 - Sep 8
Sleep Inn & Suites Niantic

Holiday Inn Express & Suites Meriden by IHG

2.5 star property
8.2 out of 10, Very good, (1003)
"Great Amenities and Fresh Coffee."
The price is CA $152
CA $175 total
includes taxes & fees
Sep 11 - Sep 12
Holiday Inn Express & Suites Meriden by IHG

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1003)
"Perfect spot for my visit"
The price is CA $139
CA $160 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Old Saybrook - Westbrook

Hyatt Place Uncasville - Casino Area

3.0 star property
9.2 out of 10, Wonderful, (2536)
"Great stay! Loved how breakfast was available up until checkout time!"
The price is CA $170
CA $196 total
includes taxes & fees
Aug 27 - Aug 28
Hyatt Place Uncasville - Casino Area

Hampton Inn Norwich

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great stay"
The price is CA $181
CA $208 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Norwich

The Williams Center

2.0 star property
The price is CA $124
CA $143 total
includes taxes & fees
Aug 24 - Aug 25
The Williams Center

Motel 6 New Haven - Branford, CT

2.0 star property
7.0 out of 10, Good, (1003)
"I like that it is close to a lot of good places to eat. "
The price is CA $98
CA $115 total
includes taxes & fees
Aug 28 - Aug 29
Motel 6 New Haven - Branford, CT

Motel 6 Niantic, CT - New London

2.0 star property
7.0 out of 10, Good, (1001)
"Great stay"
The price is CA $94
CA $108 total
includes taxes & fees
Aug 25 - Aug 26
Motel 6 Niantic, CT - New London

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (268)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is CA $109
CA $126 total
includes taxes & fees
Sep 1 - Sep 2
Clinton Motel

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1007)
"Good budget friendly hotel"
The price is CA $111
CA $127 total
includes taxes & fees
Sep 1 - Sep 2
Pier Blue Inn Old Saybrook - Essex

American Inn

2.0 star property
8.0 out of 10, Very good, (459)
"Great place to stay and clean. "
The price is CA $120
CA $139 total
includes taxes & fees
Aug 26 - Aug 27
American Inn

Liberty Inn

2.0 star property
7.4 out of 10, Good, (620)
"Service at front desk was very good!"
The price is CA $110
CA $127 total
includes taxes & fees
Sep 23 - Sep 24
Liberty Inn

Springhill Suites by Marriott Hartford Cromwell

2.5 star property
8.6 out of 10, Excellent, (612)
"Very convenient; good breakfast starts early; excellent staff!"
The price is CA $185
CA $213 total
includes taxes & fees
Sep 7 - Sep 8
Springhill Suites by Marriott Hartford Cromwell
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

1 out of top 10 points of interest in this area

If you're spending some time in Chester Center, Norma Terris Theater and Connecticut Valley Railroad State Park Trail are top sights worth seeing.

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.

Photo by Annette Babek
Open Photo by Annette Babek

Stay near popular Chester attractions

Chester Creek Marina

Chester Creek Marina

Explore the waterfront in Chester with a trip to Chester Creek Marina. While you're in the area, stroll along the beautiful beaches.

Norma Terris Theater

Norma Terris Theater

You can enjoy a show at Norma Terris Theater on your trip to Chester. While you're in the area, stroll along the beautiful beaches.

Find out more about Chester

Find out more about Chester

Top reasons to visit Chester

  • Charming Antique Shops: Explore a variety of delightful antique shops in Chester, perfect for finding unique treasures.
  • Scenic Outdoor Activities: Enjoy picturesque national parks, serene lakes, and inviting beaches for relaxation and adventure.
  • Cultural Attractions: Visit the Chester Gallery and Chester Museum for a taste of local art and history.
  • Vibrant Community Spirit: Experience live music and engaging walking tours that showcase Chester's friendly atmosphere.
  • Convenient Accommodation: Choose from a range of hotels and motels, catering to various needs for a comfortable stay.

Find great hotels in Chester

Discover a variety of hotel accommodations in Chester, Connecticut, offering everything from budget-friendly options to comfortable 4-star stays. Whether you're seeking a family getaway, a pet-friendly escape, or a business trip, Chester's hotels cater to diverse needs. With a selection of motels and hotels nearby, you're sure to find the perfect spot for a memorable vacation experience.

  • Comfort Inn & Suites: Nestled 27.4km away from Chester, Comfort Inn & Suites caters to families and business travellers alike. This hotel features a welcoming atmosphere with amenities that enhance both leisure and productivity. Families can benefit from child-friendly offerings such as cribs (for a fee) and a first aid kit. Business guests will appreciate the multiple meeting rooms and a 24-hour business centre, making it an ideal spot for corporate gatherings. Whether you're travelling for business or pleasure, Comfort Inn & Suites ensures a comfortable stay with all the essentials at your fingertips.
  • Red Roof Inn Meriden: Located 27.4km from Chester, Red Roof Inn Meriden is perfect for business travellers who also want to bring their furry friends along. This pet-friendly hotel allows dogs and cats (with certain fees), making it a great choice for those travelling with pets. The property features essential business amenities, ensuring that you can stay productive during your visit. With a convenient location and a welcoming environment, Red Roof Inn Meriden is an excellent option for travellers looking for a blend of comfort and practicality.
  • Water's Edge Resort & Spa: Just 14.5km from Chester, Water's Edge Resort & Spa offers a picturesque beach theme combined with family-friendly and business amenities. Guests can enjoy direct access to the beach, making it ideal for relaxation and recreation. For business needs, the resort features accessible meeting spaces and a 24-hour business centre. Families will love the playground, arcade game room, and cribs (for a fee), ensuring a fun-filled experience for all ages. This 3.5-star resort beautifully balances leisure and business, making it a prime destination for your vacation.

Where to stay in Chester

Chester, Connecticut, offers a delightful blend of outdoor adventures and romantic scenery, making it an ideal getaway. Explore charming neighbourhoods filled with friendly locals, or take a leisurely stroll along the picturesque Connecticut River. Nearby, you can discover the natural beauty of the surrounding areas, perfect for family-friendly activities or a peaceful escape. Whether you’re seeking budget-friendly options or memorable experiences, Chester is sure to impress with its unique charm and inviting atmosphere.

  • Old Saybrook: Located 14.5km from Chester, Old Saybrook offers a charming coastal experience that attracts visitors year-round, peaking in the summer months. This picturesque city is renowned for its beautiful outdoor spaces, including stunning beaches and scenic parks, perfect for leisurely strolls or romantic picnics. Outdoor enthusiasts can enjoy activities at local golf courses and recreational areas. The nearby casinos add a touch of excitement for those looking to try their luck. Old Saybrook's rich history and inviting atmosphere make it a delightful destination for all.
  • Westbrook: Just 12.9km from Chester, Westbrook is a vibrant city known for its seasonal appeal, particularly in the summer. Visitors flock here for its breathtaking scenery and romantic settings. The coastline features inviting beaches, ideal for family outings. Westbrook's lively atmosphere is enhanced by local casinos, resorts, and music concerts. With its combination of natural beauty and entertainment options, Westbrook offers a dynamic travel experience for those seeking both relaxation and adventure.
  • Deep River: A mere 4.8km from Chester, Deep River boasts a rich natural landscape that captivates visitors throughout the year, especially in the spring and summer. This quaint city is perfect for outdoor activities, with access to beautiful lakes and national state parks. Visitors can enjoy recreational areas and local golf courses, making it an ideal spot for nature lovers. The charming local beaches add to its appeal, providing a tranquil escape for those looking to unwind and connect with nature.

Things to do in Chester

Chester, Connecticut, offers a delightful blend of outdoor activities and romantic scenery, making it perfect for a tranquil getaway. Explore antique shops, enjoy live music, and take part in engaging walking tours. Don't miss the chance to visit local recreational areas and perhaps catch a show at the theatre. A trip to Chester promises a charming experience filled with unique attractions and vibrant community spirit.

Shopping

For a delightful shopping experience in Chester, visit Sundial Herb Garden, just 8.0km away, for unique gifts. Clinton Crossing Premium Outlets and North Madison Shopping Center, both 12.9km away, offer a variety of family-friendly stores and entertainment options. If you're up for a drive, explore even more nearby shopping centres.

Recreation

Explore Devil's Hopyard State Park for serene hiking trails and the soothing sounds of nature, perfect for relaxation. For sports enthusiasts, Fox Hopyard Golf Club and Banner Country Club offer beautiful courses surrounded by lush landscapes, ideal for an invigorating day outdoors.

Adventure

Experience the thrill of skiing at Powder Ridge Mountain Park and Resort, located 18.0km from Chester, where the sports vibes are invigorating. For adrenaline junkies, the Waterford Speedbowl, 25.7km away, offers exciting motor racing. Alternatively, explore the Airline State Park Trail, 27.4km from Chester, for stunning outdoor scenery.

Nightlife

In Chester, the Goodspeed Opera House enchants with its romantic theatre performances, while Stay and Play LLC offers thrilling arcade adventures for families. For a cosmic experience, the Van Vleck Observatory invites visitors to explore the universe, making for a delightful night out in the area.

Booking tips and Expedia advantages for Chester

To save money during your visit to Chester, consider exploring free attractions like Gillette Castle State Park and Hammonasset Beach State Park. Plan your trip between December and February for lower accommodation rates, as Tuesdays are the cheapest days to stay. Utilize Expedia's search tools to find budget-friendly hotels and consider booking packages that combine your stay with flights and activities for additional savings. For the best deals, compare hotel prices and look for eco-certified options to support sustainable 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: Expedia's search tool enables you to choose your budget, preferred location, and additional criteria to tailor your search. You can arrange the results to display prices from lowest to highest, ensuring you view the most affordable hotels first. Additionally, you have the option to narrow your choices 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 potentially save money by combining your hotel stay in Chester with your flights and activities by opting for an Expedia package.

Find the best attractions in Chester

Chester, Connecticut, offers a delightful escape for outdoor enthusiasts and couples seeking scenic beauty. With its picturesque national parks, inviting beaches, and serene lakes, the area provides ample opportunities for adventure and relaxation. Don't miss exploring the Chester Gallery and the Chester Museum, and consider staying at nearby hotels for a convenient getaway experience. Chester's charm and attractions promise a memorable vacation filled with nature and culture.

  • Gillette Castle State Park: Located 4.8km from Chester, this enchanting park features stunning architecture and scenic views. Wander the hiking trails, explore the unique castle built by actor William Gillette, and enjoy the natural beauty of the surrounding landscapes, perfect for outdoor adventures.
  • Essex Steam Train: Situated 8.0km away, this railway museum offers a fascinating glimpse into the region's rich history. Experience the charm of vintage steam locomotives as you embark on a scenic train ride through picturesque Connecticut, immersing yourself in the cultural heritage of the area.
  • Wesleyan University: About 22.5km from Chester, this historic university boasts beautiful architecture and a vibrant arts scene. Stroll through the campus, visit its galleries, and soak in the cultural atmosphere that has inspired generations of scholars and artists.

Best time to go to Chester

Visitor numbers in Chester is generally unchanged in popularity throughout the year. The best time to visit Chester is dependant 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

Chester, Connecticut, is conveniently accessible via major airports, with Hartford’s Bradley International Airport (BDL) located 61.2km away. Notable hotels near BDL include the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the charming Simsbury 1820 House, situated 11.3km away. Providence’s T.F. Green Airport (PVD) is 95.0km from Chester, with excellent accommodations like the Omni Providence Hotel and Renaissance Providence Downtown Hotel, both 11.3km from the airport. Additionally, Islip’s MacArthur Airport (ISP) is 85.3km away, featuring hotels such as Hyatt Regency Long Island, 6.4km from ISP, ensuring a comfortable stay for visitors.

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 traveler data. Other good options for your trip to the area are Mohegan Sun and Hyatt Place Uncasville - Casino Area. See all available top hotels, or vacation rentals in Chester.

What are some of the best vacation home rentals in Chester?

Thames River Retreat · CT College+Casinos+USCGA: This vacation home rental near Chester is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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?

Mohegan Sun: Resort, 15-minute walk from Mohegan Sun Casino. Offers 19 restaurants, 2 indoor pools, and a full-service spa. Hyatt Place Uncasville - Casino Area and Holiday Inn Norwich by IHG 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 7 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, Norma Terris Theater, and Connecticut Valley Railroad State Park Trail. Additionally, you might want to add Chester Creek Marina 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.