Chester Hotels from ₹5,580

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 Chester hotels and places to stay

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 ₹25,184
₹31,200 total
includes taxes & fees
3 Jan - 4 Jan 2026
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 ₹9,820
₹11,293 total
includes taxes & fees
14 Dec - 15 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 ₹9,269
₹10,660 total
includes taxes & fees
15 Dec - 16 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 ₹8,168
₹9,393 total
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 ₹7,909
₹9,095 total
includes taxes & fees
14 Dec - 15 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 ₹9,439
₹10,854 total
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 ₹6,570
₹7,555 total
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 ₹7,729
₹8,889 total
includes taxes & fees
25 Dec - 26 Dec
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 ₹6,561
₹7,635 total
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 ₹6,322
₹7,270 total
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 ₹9,959
₹11,453 total
includes taxes & fees
2 Jan - 3 Jan 2026
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 ₹14,214
₹17,890 total
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 ₹7,003
₹8,054 total
includes taxes & fees
16 Dec - 17 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, (1001)
"Customer service was amazing. Clean room pool and great breakfast "
United States
Marianne
The price is ₹9,242
₹10,629 total
includes taxes & fees
15 Dec - 16 Dec
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 ₹7,809
₹8,981 total
includes taxes & fees
14 Dec - 15 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 ₹7,611
₹8,753 total
includes taxes & fees
7 Dec - 8 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 ₹8,526
₹9,805 total
includes taxes & fees
21 Dec - 22 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 ₹8,884
₹10,217 total
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 ₹21,958
₹25,251 total
includes taxes & fees
1 Jan - 2 Jan 2026
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

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.

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 boasts picturesque parks and beaches, perfect for nature lovers and outdoor enthusiasts.
  • Cultural Experiences: Visitors can enjoy local theatre performances and explore charming neighbourhoods rich in history.
  • Family-Friendly Attractions: Nearby attractions, including Busch Gardens, provide fun for all ages.
  • Diverse Accommodation Options: From cosy bed and breakfasts to modern hotels, Chester offers a variety of places to stay.
  • Romantic Scenery: The town's stunning landscapes create a perfect backdrop for a romantic getaway.

Find great hotels near Chester

Discover a delightful selection of hotel accommodations in Chester, Connecticut, catering to various needs and preferences. From charming bed and breakfasts to modern hotels, you will find options that provide excellent amenities, including pet-friendly facilities and business services. Enjoy a beach vacation experience while having access to fitness centres and renowned hotel groups like Aberdeen Hotels and Abode Chester. Your ideal getaway awaits in this picturesque town.

  • Extended Stay America Suites Hartford Meriden: Nestled 27.4km from Chester, the Extended Stay America Suites Hartford Meriden is perfect for business travellers seeking a comfortable stay with pet-friendly options. This hotel provides a conducive environment for working professionals with facilities designed to cater to their needs. Enjoy the convenience of in-room kitchens and complimentary Wi-Fi, allowing for a seamless blend of work and leisure. Pets are welcome here, subject to certain restrictions, making it an ideal choice for those wishing to travel with their furry companions.
  • Baymont by Wyndham Branford/New Haven: Situated 25.7km away from Chester, the Baymont by Wyndham Branford/New Haven offers a vibrant atmosphere for families and adventure seekers alike. Guests can indulge in a variety of exciting activities such as boat tours, ziplining, and hiking, all within easy reach. The hotel prides itself on being pet-friendly, ensuring a welcoming environment for families travelling with pets. Children are well catered for with free cribs and family-oriented amenities, making this hotel a fantastic choice for a memorable family getaway.
  • Red Roof Inn Meriden: Located 27.4km from Chester, the Red Roof Inn Meriden stands out as a welcoming destination for business travellers and LGBTQIA guests. The hotel’s commitment to inclusivity is reflected in its affiliation with LGBTQI travel guides. Offering a range of amenities tailored for professionals, guests can enjoy the comfort of pet-friendly accommodations, perfect for those who wish to bring their pets along. With a focus on comfort and community, this hotel is ideal for those seeking a friendly and accommodating stay.

Where to stay near Chester

Chester, Connecticut, offers a delightful blend of outdoor activities and romantic scenery, perfect for a memorable getaway. Explore charming neighbourhoods filled with friendly locals, and enjoy budget-friendly accommodations suitable for students. Nearby attractions promise a family-friendly atmosphere, making it an ideal destination for all. Whether you're strolling through picturesque parks or indulging in local eateries, Chester provides an inviting experience that captures the essence of New England charm.

  • Old Saybrook: Nestled 14.5km from Chester, Old Saybrook is a charming coastal city offering a delightful blend of outdoor activities and romantic scenery. The area is particularly popular during the warmer months from June to August, attracting visitors to its picturesque beaches and tranquil lakes. Enjoy leisurely strolls along the waterfront, play a round of golf, or attend lively music concerts that fill the summer evenings with joy. Key attractions include the family-friendly beach and scenic recreational areas, making it an ideal destination for those seeking relaxation and adventure alike.
  • Westbrook: Located a mere 12.9km from Chester, Westbrook is a vibrant city known for its scenic beauty and outdoor experiences. With visitor numbers peaking in the summer months, this destination is perfect for couples looking for a romantic getaway or families seeking fun in the sun. Westbrook boasts beautiful beaches and a variety of recreational venues, including resorts and music events. The local attractions, such as event conference venues, make it an excellent choice for both leisure and business travellers. Embrace the coastal charm and create unforgettable memories in Westbrook.
  • Madison: Situated 14.5km from Chester, Madison is a picturesque city that invites adventure seekers and nature lovers alike. With a moderately seasonal influx of visitors, particularly from June to August, this area is renowned for its stunning beaches and the nearby national state park. Visitors can enjoy a range of activities including golf, music concerts, and exploring recreational areas. Madison’s captivating scenery and outdoor adventures promise an enriching experience, whether you’re looking to relax by the beach or hike through lush landscapes. This charming city is a must-visit on your journey.

Things to do near Chester

Chester offers a delightful blend of outdoor activities, romantic scenery, and cultural experiences. Visitors can explore the picturesque recreational areas, enjoy performances at the local theatre, and engage in educational pursuits. Not to be missed are thrilling boat adventures and a trip to Busch Gardens, providing ample opportunities for fun and relaxation in this charming Connecticut town.

Shopping

In Chester, you can visit Sundial Herb Garden, a delightful store just 8.0km away, perfect for unique gifts. The North Madison Shopping Center and Clinton Crossing Premium Outlets, both 12.9km away, offer a great variety of shops for souvenirs. If you're up for a drive, explore more options beyond that.

Recreation

Explore Devil’s Hopyard State Park for tranquil hiking trails and serene picnic spots amidst nature’s beauty, perfect for relaxation. Enjoy a round of golf at Banner Country Club or Fox Hopyard Golf Club, both offering stunning outdoor settings and a chance to unwind while engaging in sport.

Adventure

Powder Ridge Mountain Park and Resort, located 24.1km from Chester, offers exhilarating skiing experiences amidst stunning snowy landscapes. For adrenaline junkies, Waterford Speedbowl, 25.7km away, provides thrilling motor racing events. Alternatively, explore the natural beauty of Cromwell Meadows Wildlife Management Area, also 25.7km from Chester, for outdoor adventures.

Nightlife

For a delightful evening in Chester, catch a show at the nearby Goodspeed Opera House, just 6.4km away, embracing culture and romance. Alternatively, unleash your adventurous spirit at Brownstone Exploration & Discovery Park, 24.1km away, or gaze at the stars at Van Vleck Observatory, 16.4km away.

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

Booking tips and Expedia advantages for Chester

For a budget-friendly visit to Chester, Connecticut, consider travelling between December and February when accommodation prices are lower. Tuesdays tend to be the most cost-effective days to book, while Saturdays are pricier. Use Expedia’s search tool to filter options by budget and location, and sort results from lowest to highest price for the best deals. Additionally, you can save significantly by bundling your hotel stay with flights and activities. Explore free local attractions and utilise public transport for economical travel around the area.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings by combining your Chester hotel accommodation with your flights and activities through an Expedia package.

Find the best attractions near Chester

Chester, Connecticut, offers a delightful escape for outdoor enthusiasts and romantics alike, with its scenic beauty and historical charm. Visitors can explore a variety of attractions, including national and state parks, picturesque beaches, and historic houses. Whether you're seeking adventure or simply wish to soak in the stunning landscapes, Chester provides a perfect backdrop for an unforgettable holiday experience.

  • Essex Steam Train: Experience the charm of a bygone era as you ride this historic steam train. Journey through picturesque landscapes, immersing yourself in the rich culture and heritage of the region, all while enjoying the rhythmic sounds of the locomotive.
  • Gillette Castle State Park: Explore the stunning grounds of this unique castle, offering breathtaking scenery and numerous outdoor activities. Ideal for adventure seekers, you can hike the trails, picnic by the river, or simply soak in the majestic views.
  • Essex Island Marina: Embrace the outdoors at this beautiful marina, where you can indulge in water sports, relax on the beach, or take a leisurely stroll along the shoreline. The vibrant atmosphere makes it a perfect spot for adventure enthusiasts.

Best time to go to Chester

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.

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

Chester, Connecticut, is conveniently accessible via several major airports. Hartford's Bradley International Airport (BDL) is 61.2km away, with notable hotels such as the 4-star DoubleTree by Hilton Hartford - Bradley Airport, 1.6km from BDL, and the 4-star Marriott Hartford Downtown, 19.3km away. Providence's T.F. Green Airport (PVD) is located 95.0km from Chester, with excellent accommodations like the Omni Providence Hotel, 11.3km from PVD. Islip's MacArthur Airport (ISP) is 85.3km away, featuring hotels such as the 3.5-star Hyatt Regency Long Island, 6.4km from ISP. Each airport offers accessible transportation options to nearby hotels.

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.
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.

Explore a world of travel with Expedia