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Our top choices for Chester hotels

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (122 reviews)
"Newly built hotel with kind staff and a great free breakfast, thank you!"
United States
Leah
The price is AED 446
AED 512 total
includes taxes & fees
13 May - 14 May
Spark by Hilton Guilford

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, (146 reviews)
"Great stay! "
United States
Tanitra
The price is AED 511
AED 756 total
includes taxes & fees
20 May - 21 May
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.6 out of 10, Exceptional, (11 reviews)
"Very clean facility. Friendly staff!"
United States
Dianne
The price is AED 506
AED 582 total
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn & Suites By Hilton North Haven

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area
3.0 star property
Montville
9.2 out of 10, Wonderful, (2,689 reviews)
"Clean hotel, great location, nice big rooms!"
United States
PETER L
The price is AED 422
AED 486 total
includes taxes & fees
1 Jun - 2 Jun
Hyatt Place Uncasville - Casino Area

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (308 reviews)
"Just all around great place"
United States
Stanley
The price is AED 279
AED 321 total
includes taxes & fees
12 May - 13 May
Clinton Motel

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, (1,901 reviews)
"clean and very comfortable stay"
United States
Michelle
The price is AED 278
AED 320 total
includes taxes & fees
28 May - 29 May
Microtel Inn & Suites by Wyndham Uncasville Casino Area

The Williams Center

The Williams Center
3.0 star property
New London
10.0 out of 10, Exceptional, (12 reviews)
"I enjoyed my stay! Clean safe place to stay, and William was very friendly "
United States
Beth
The price is AED 423
AED 487 total
includes taxes & fees
20 May - 21 May
The Williams Center

Hampton Inn Norwich

Hampton Inn Norwich
2.5 star property
Westside Norwich
9.4 out of 10, Exceptional, (1,008 reviews)
"This is a fantastic place to stay!! So clean and all the staff is extremely kind."
United States
Shannon
The price is AED 464
AED 533 total
includes taxes & fees
2 Jun - 3 Jun
Hampton Inn Norwich

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (159 reviews)
"We enjoyed our stay at the Inn. Room is clean and staff was very helpful. "
United States
Kuo
The price is AED 696
AED 801 total
includes taxes & fees
11 May - 12 May
The Niantic Inn

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very Good, (794 reviews)
"The bed was comfortable."
United States
Margaret
The price is AED 281
AED 323 total
includes taxes & fees
11 May - 12 May
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, (1,005 reviews)
"Good location"
United States
Ashley
The price is AED 295
AED 339 total
includes taxes & fees
10 May - 11 May
Pier Blue Inn Old Saybrook - Essex

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, (1,007 reviews)
"The breakfast was perfect and the parking was safe. I was in the area for a retiree’s meeting. I will stay there next year 😊"
United States
Francine
The price is AED 352
AED 405 total
includes taxes & fees
20 May - 21 May
Best Western Plus New England Inn & Suites

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, (243 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is AED 329
AED 378 total
includes taxes & fees
10 May - 11 May
Tower Inn And Suites Of Guilford - Madison

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (233 reviews)
"Would stay again. "
United States
pamela
The price is AED 253
AED 291 total
includes taxes & fees
10 May - 11 May
Lamplighter Motel - Clinton, Connecticut

Solano Inn

Solano Inn
2.5 star property
Portland
8.6 out of 10, Excellent, (229 reviews)
"Great stay, will definitely stay again!"
United States
Chris
The price is AED 377
AED 433 total
includes taxes & fees
21 May - 22 May
Solano Inn

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
Branford
7.2 out of 10, Good, (1,006 reviews)
"This motel was much nicer than I expected. It was clean. Although where you check in isn't pretty, the room definitely surprised me. "
United States
Rhonda
The price is AED 262
AED 304 total
includes taxes & fees
5 Jun - 6 Jun
Motel 6 New Haven - Branford, CT

American Inn

American Inn
2.0 star property
Branford
8.2 out of 10, Very Good, (507 reviews)
"Comfortable, Quiet, A family owned business -not a chain- who will go above and beyond to give you a good night stay. Close to a Stop& Shop Supermarket which has beer and wine. Easy Access to Branford and Thimble Islands. I have provided an annual Fundraising event for the Branford Library for the past 3 years and this has been my place to stay."
United States
Joseph
The price is AED 335
AED 385 total
includes taxes & fees
11 May - 12 May
American Inn

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 AED 296
AED 340 total
includes taxes & fees
17 May - 18 May
Econo Lodge Inn & Suites Old Saybrook Westbrook

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 AED 859
AED 954 total
includes taxes & fees
11 May - 12 May
The Captain Stannard

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, (1,008 reviews)
"Room was clean and parking convenient."
United States
Michael
The price is AED 493
AED 566 total
includes taxes & fees
7 Jun - 8 Jun
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
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 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

Find out more about Chester

Top reasons to visit Chester

  • Outdoor Adventures: Chester offers a variety of thrilling outdoor activities, from hiking in state parks to exploring beautiful beaches.
  • Charming Local Shops: Visitors can discover unique crafts and artisan goods in the town’s delightful shopping scene.
  • Rich Arts Scene: Enjoy local theater performances that showcase Chester's vibrant cultural offerings.
  • Scenic Beauty: Experience picturesque landscapes that provide an ideal backdrop for romantic getaways and family fun.
  • Diverse Accommodations: Choose from charming bed and breakfasts to modern hotels, catering to all traveler needs.

Find great hotels near Chester

Chester, Connecticut offers a delightful array of accommodation options, from charming bed and breakfasts to modern hotels. Whether you're seeking a pet-friendly stay or a business-friendly environment, you'll find plenty of choices tailored to your needs. Enjoy a relaxing beach vacation experience or explore the picturesque surroundings while staying in one of the best hotels in Chester. Your perfect getaway awaits in this quaint New England town.

  • Extended Stay America Suites Hartford Meriden: Designed for the modern traveler, Extended Stay America Suites Hartford Meriden offers a comfortable and convenient stay just 27.4km from Chester. This hotel caters to business travelers and those who wish to bring their pets along, providing a welcoming environment for both. The amenities include fully equipped kitchens in every suite, complimentary Wi-Fi, and laundry facilities. With a pet-friendly policy that allows dogs and cats, guests can enjoy their stay without leaving their furry friends behind.
  • Baymont by Wyndham Branford/New Haven: Located 25.7km from Chester, Baymont by Wyndham Branford/New Haven is perfect for families and adventure seekers. This hotel not only welcomes pets but also offers numerous recreational activities nearby, such as hiking, biking, and boat tours. Families will appreciate the child-friendly amenities, including free cribs and a safe environment for kids to explore. Guests can enjoy a mix of comfort and excitement, making it an ideal choice for those looking to create lasting memories together.
  • Red Roof Inn Meriden: Just 27.4km from Chester, Red Roof Inn Meriden prides itself on being an LGBTQIA-welcoming hotel that is also pet-friendly. It’s an excellent choice for business travelers and leisure guests alike, featuring comfortable rooms that allow pets with certain restrictions. The hotel is known for its accommodating staff and convenient location. With a focus on inclusivity and comfort, guests can feel at home while enjoying their stay in Meriden.

Where to stay near Chester

Chester, Connecticut offers a charming blend of outdoor adventures and romantic scenery, perfect for a memorable vacation. Explore local shops that showcase unique crafts and artisan goods, while the vibrant shopping scene invites you to discover delightful treasures. Experience the warmth of friendly locals and enjoy a family-friendly atmosphere. Whether you visit during the summer or in a winter wonderland, Chester promises a delightful getaway filled with scenic beauty and cozy experiences.

  • Westbrook: Situated 12.9km from Chester, Westbrook offers a charming coastal experience for visitors. With a moderate seasonal influx, the peak travel months from June to August draw those eager for outdoor adventures and romantic getaways. Westbrook is renowned for its stunning scenery, featuring beautiful beaches and lush recreational areas. Golf enthusiasts can enjoy local courses, while resorts provide a perfect retreat. Don't miss the family-friendly beaches and event venues that add to the allure of this picturesque city.
  • Old Saybrook: Located 14.5km from Chester, Old Saybrook is a delightful city that welcomes travelers year-round. While the peak season occurs from June to August, visitors can enjoy a variety of outdoor activities and scenic views regardless of the month. The city's recreational areas, golf courses, and resorts make it an ideal spot for relaxation and adventure. Highlights include stunning beaches and the nearby national state park, which offers a chance to immerse yourself in nature and explore local wildlife.
  • Madison: Also 14.5km from Chester, Madison is a vibrant city perfect for outdoor lovers and adventure seekers. The travel experience here is moderately seasonal, with peak visits in June to August. Madison boasts recreational areas, golf courses, and music concerts, providing a lively atmosphere for all ages. Visitors can explore beautiful family beaches and the nearby national state park, making it an excellent destination for those looking to connect with nature and enjoy exciting activities.

Things to do near Chester

Chester, Connecticut, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy a variety of activities, including outdoor adventures, fun local events, and scenic camping opportunities. Explore the charming recreational areas and immerse yourself in the arts with local theater performances. Chester offers a delightful mix of nature and culture, making it an ideal destination for your vacation.

Shopping

In Chester, you can shop at the Clinton Crossing Premium Outlets, just 12.9km away, offering a variety of brand-name stores. Also nearby is the Essex Saybrook Antique Village Shopping Center, perfect for unique finds. If you're up for a drive, check out the North Madison Shopping Center, also 12.9km away.

Recreation

Experience the serene Fox Hopyard Golf Club for a round of golf surrounded by lush landscapes, or enjoy the outdoor charm at Banner Country Club. For a more active day, head to Connecticut Sportsplex, where you can engage in various sports activities and soak up the vibrant atmosphere.

Adventure

Experience thrilling adventures at Powder Ridge Mountain Park and Resort, a ski field 24.1km from Chester, offering winter sports excitement. For high-speed fun, visit Waterford Speedbowl, located 25.7km away, featuring exhilarating motor racing. Hike the Airline State Park Trail, 27.4km from Chester, for breathtaking outdoor scenery.

Nightlife

Experience enchanting evenings at the Goodspeed Opera House for captivating theater performances, just 6.4km from Chester. For family fun, head to Stay and Play LLC, 14.5km away, where adventure awaits. Don’t miss the Van Vleck Observatory, 16.4km out, offering stellar entertainment and family-friendly vibes.

*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 trip to Chester, Connecticut, consider visiting from December to February when hotel prices are lower, especially on Tuesdays. Utilize Expedia’s search tool to find budget-friendly accommodations by sorting prices from lowest to highest and filtering for eco-friendly options. Combining your hotel stay with flights and activities in an Expedia package can lead to additional savings. Explore free local attractions and use public transportation to keep travel expenses down. Avoid weekends, particularly Saturdays, for more affordable rates.

  • 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 specify your budget, desired location, and additional preferences. You can arrange your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you have the option to narrow down your choices 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 hotel reservations in Chester with your flights and activities through an Expedia package.

Find the best attractions near Chester

Chester, Connecticut, is a perfect destination for those seeking outdoor adventures and romantic getaways amidst beautiful scenery. Visitors can explore a variety of attractions, including national and state parks, enchanting beaches, and historic houses. Whether you're looking for thrilling outdoor experiences or serene landscapes, Chester offers a diverse range of activities that cater to every type of traveler, making it an ideal spot for a memorable vacation.

  • Essex Steam Train: Experience a nostalgic journey aboard a vintage steam train that takes you through the scenic countryside of Connecticut. This railway museum offers a glimpse into the rich history of rail travel while immersing you in the cultural vibes of the area.
  • Gillette Castle State Park: Explore the stunning landscapes and outdoor adventures of Gillette Castle State Park. The park features breathtaking scenery, hiking trails, and the unique architectural design of the castle, making it a perfect spot for adventure seekers and nature lovers.
  • Essex Island Marina: Enjoy the vibrant atmosphere at Essex Island Marina, where you can partake in various water activities like kayaking and paddleboarding. The marina offers a picturesque beach setting, perfect for relaxation and outdoor fun.

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

When visiting Chester, Connecticut, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is 61.2km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, a 4-star hotel just 1.6km from the airport. Providence, RI (PVD-T.F. Green) is 95.0km away, offering options such as the Omni Providence Hotel, a 4-star hotel 11.3km from the airport. Islip, NY (ISP-MacArthur) is 85.3km away, featuring hotels like the Hyatt Regency Long Island, a 3.5-star hotel 6.4km from the airport. All these airports provide convenient access and transportation options to their respective hotels.

Frequently asked questions

What's the best place for a stay in Chester?
Hyatt Place Uncasville - Casino Area, located 20.6 mi (33.1 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 Motel 6 New Haven - Branford, CT and Mohegan Sun. See all available top hotels, or vacation rentals in Chester.
What are some of the best vacation home rentals in Chester?
Cozy, comfy,quiet &close to casinos: This vacation home rental near Chester is equipped with a patio, air-conditioning, and WiFi to help you feel comfortable during your stay. 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! 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?
Hyatt Place Uncasville - Casino Area: Hotel located near Mohegan Sun Casino. Features a snack bar/deli, an indoor pool, and buffet. Mohegan Sun 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.