Chester Hotels

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Our top choices for Chester hotels

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (915 reviews)
"Staff was very friendly and helpful stay was overall very pleasant!"
United States
Angela
The price is €110
includes taxes & fees
26 Jan - 27 Jan
Homewood Suites by Hilton Wallingford-Meriden

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, (1,001 reviews)
"Always stay here when visting family in CT."
United States
David
The price is €101
includes taxes & fees
25 Jan - 26 Jan
Fairfield by Marriott Inn & Suites Wallingford New Haven

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1,000 reviews)
"The staff and the hotel were amazing."
United States
Jerry
The price is €114
includes taxes & fees
26 Jan - 27 Jan
Hilton Garden Inn Wallingford/Meriden

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (788 reviews)
"Clean room, friendly staff!"
United States
Julie
The price is €130
includes taxes & fees
15 Feb - 16 Feb
Courtyard New Haven Wallingford

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very good, (777 reviews)
"The room was clean and the staff member was very friendly. No complaints. Nice accommodations for the price."
United States
Vanessa
The price is €73
includes taxes & fees
9 Feb - 10 Feb
Rodeway Inn Waterford - New London

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)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,000 reviews)
"Great place!"
United States
Laura
The price is €242
includes taxes & fees
22 Jan - 23 Jan
Water's Edge Resort & Spa

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is €276
includes taxes & fees
26 Jan - 27 Jan
Copper Beech Inn

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)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is €88
includes taxes & fees
15 Feb - 16 Feb
Quality Inn Old Saybrook - Westbrook

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is €298
includes taxes & fees
9 Feb - 10 Feb
Saybrook Point Resort & Marina

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, (1,001 reviews)
"I would stay there again."
United States
George
The price is €97
includes taxes & fees
19 Jan - 20 Jan
Clarion Inn North Haven - New Haven North

The Spa at Norwich Inn

The Spa at Norwich Inn
3.5 star property
Norwich
8.8 out of 10, Excellent, (1,000 reviews)
"Great place!"
United States
Jill
The Spa at Norwich Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is €83
includes taxes & fees
31 Jan - 1 Feb
Liberty Inn

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, (1,000 reviews)
"Recently renovated, in good condition, pleasent staff"
United States
Donald
The price is €94
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express & Suites Meriden by IHG

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, (466 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is €66
includes taxes & fees
26 Jan - 27 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (300 reviews)
"Is good"
United States
Miguel
The price is €75
includes taxes & fees
18 Jan - 19 Jan
Clinton Motel

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (912 reviews)
"Excellent "
United States
David
The price is €66
includes taxes & fees
21 Jan - 22 Jan
Super 8 by Wyndham Old Saybrook

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178 reviews)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
The price is €197
includes taxes & fees
8 Feb - 9 Feb
Westbrook Inn B&B

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, (786 reviews)
"yes it was excellent stay "
United States
smriti
The price is €113
includes taxes & fees
30 Jan - 31 Jan
Hampton Inn & Suites Rocky Hill - Hartford South
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, Connecticut Valley Railroad State Park Trail and Norma Terris Theater 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

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?
Mohegan Sun, located 21 mi (33.7 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 Hyatt Place Uncasville - Casino Area and Motel 6 New Haven - Branford, CT. 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 free WiFi 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. Features 19 restaurants, 2 indoor swimming pools and a full-service spa. Hyatt Place Uncasville - Casino Area and Holiday Inn Norwich by IHG 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, Connecticut Valley Railroad State Park Trail and Norma Terris Theater. 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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