Chester Hotels

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Top 10 trending Chester hotels

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.4 out of 10, Exceptional, (1014)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is €327
includes taxes & fees
17 Dec - 18 Dec
Saybrook Point Resort & Marina

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

3.0 star property
Montville
9.2 out of 10, Wonderful, (1019)
"Great staff, always enjoy for the value"
United States
James
The price is €108
includes taxes & fees
17 Dec - 18 Dec
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Hyatt Place Uncasville - Casino Area

3.0 star property
Montville
9.2 out of 10, Wonderful, (2586)
"Great staff,clean.nice stay"
United States
Richard
The price is €102
includes taxes & fees
10 Dec - 11 Dec
Hyatt Place Uncasville - Casino Area

Holiday Inn Norwich by IHG

3.0 star property
Westside Norwich
7.6 out of 10, Good, (1000)
"Great stay will definitely come back "
United States
Hilda V
The price is €90
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Norwich by IHG

Best Western Plus New England Inn & Suites

2.5 star property
Berlin
8.6 out of 10, Excellent, (1018)
"great stay."
United States
John
The price is €87
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus New England Inn & Suites

Clarion Inn

3.0 star property
North Haven
7.6 out of 10, Good, (1012)
"Nice place. "
United States
Ernest
The price is €104
includes taxes & fees
1 Jan - 2 Jan 2026
Clarion Inn

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 star property
Montville
8.8 out of 10, Excellent, (1859)
"Nice clean quiet place to stay short term. "
United States
Paula
The price is €72
includes taxes & fees
23 Dec - 24 Dec
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Comfort Inn & Suites Meriden East

2.5 star property
Meriden
7.2 out of 10, Good, (1010)
"Ecellent check in very polite staff"
United States
maurice
The price is €85
includes taxes & fees
1 Jan - 2 Jan 2026
Comfort Inn & Suites Meriden East

Motel 6 New Haven - Branford, CT

2.0 star property
Branford
7.2 out of 10, Good, (1012)
"This motel is very clean staff is friendly."
United States
Stacey-Ann
The price is €73
includes taxes & fees
29 Dec - 30 Dec
Motel 6 New Haven - Branford, CT

Quality Inn Cromwell - Middletown

2.5 star property
Cromwell
6.6 out of 10, (1000)
"Nice room for our three night stay. Very clean and friendly staff "
United States
Jamie
The price is €70
includes taxes & fees
7 Dec - 8 Dec
Quality Inn Cromwell - Middletown

Hampton Inn & Suites Rocky Hill - Hartford South

2.5 star property
Rocky Hill
9.2 out of 10, Wonderful, (764)
"Very clean hotel, amazing customer service, great breakfast "
United States
Skylar
The price is €110
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Rocky Hill - Hartford South

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1008)
"We love the stay everything was perfect"
United States
angelica
The price is €173
includes taxes & fees
4 Dec - 5 Dec
Water's Edge Resort & Spa

Sleep Inn & Suites Niantic North

2.5 star property
Niantic
8.4 out of 10, Very good, (1018)
"The room was clean and perfect for a nights stay"
United States
joshua
The price is €77
includes taxes & fees
17 Dec - 18 Dec
Sleep Inn & Suites Niantic North

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex

Holiday Inn Express & Suites Meriden by IHG

2.5 star property
Meriden
8.2 out of 10, Very good, (1000)
"Customer service was amazing. Clean room pool and great breakfast "
United States
Marianne
The price is €102
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Meriden by IHG

Holiday Inn New London - Mystic Area by IHG

3.0 star property
New London
8.4 out of 10, Very good, (1001)
"Room was great, Staff was awesome."
United States
Bryan
The price is €86
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn New London - Mystic Area by IHG

Red Roof Inn Meriden

2.0 star property
Meriden
7.4 out of 10, Good, (1000)
"Room was clean. Plenty of parking spaces. Friendly staff. Good location, several places to eat close by and the hotel is conveniently located near the highway. "
United States
ALLEN
The price is €84
includes taxes & fees
4 Dec - 5 Dec
Red Roof Inn Meriden

Holiday Inn Express Branford-New Haven by IHG

3.0 star property
Branford
8.8 out of 10, Excellent, (1000)
"Nice clean rooms (very big) and varied breakfast selection. Dinner options within walking distance to the hotel. "
United States
Wendy
The price is €98
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Branford-New Haven by IHG

Hampton Inn Norwich

2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1000)
"Wonderful clean hotel. "
United States
Jennifer
The price is €98
includes taxes & fees
16 Dec - 17 Dec
Hampton Inn Norwich

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (339)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is €242
includes taxes & fees
10 Dec - 11 Dec
Madison Beach Hotel
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.

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?
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 Mohegan Sun and Microtel Inn & Suites by Wyndham Uncasville Casino Area. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA: This holiday home rental outside of Chester is located next to a golf course, and offers a garden, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. 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?
Mohegan Sun: Resort, 15-minute walk from Mohegan Sun Casino. Offers 19 restaurants, 2 indoor swimming pools and a full-service spa. Hyatt Place Uncasville - Casino Area and Hampton Inn Norwich 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.

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