Photo by Annette Babek

Find hotels in Chester, CT from SAR 242

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Check prices for these dates

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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Compare 1,062 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
  • Breakfast included
  • Spa
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.6 out of 10, Excellent, (497)
  • cleanliness
    Nature reserves surround this charming riverside inn where guests can explore outdoors before returning for a rejuvenating massage treatment

What verified guests said

"Tired, expensive needs update"

Copper Beech Inn highlights

The Copper Beech Inn sits along the river, offering an upscale retreat with full breakfast and a garden worth lingering in. Travelers can unwind at the spa, enjoy sunshine on the terrace, and connect with free WiFi. Previous visitors consistently praise the attentive staff.
The price is SAR 1,047
SAR 1,204 total
includes taxes & fees
29 Jun - 30 Jun
Copper Beech Inn
Postcard Cabins Machimoodus
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Machimoodus

2.0 star property
  • Kitchen
  • Pet friendly
  • Parking included
  • Air conditioning
  • Outdoor Space
9.8 out of 10, Exceptional, (29)

What verified guests said

"Great stay"
The price is SAR 522
SAR 751 total
includes taxes & fees
26 Jun - 27 Jun
Postcard Cabins Machimoodus
The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.6 out of 10, Exceptional, (227)
  • cleanliness
    Guests at The Captain Stannard B&B Country Inn start their mornings with continental breakfast before heading to the beach with complimentary umbrellas

What verified guests said

"Very nice place and the owners are super people and treat their customers very well! I loved it here and would definitely stay here again!"

The Captain Stannard highlights

This welcoming Westbrook Center inn combines comfort with convenience. Enjoy continental breakfast, relax in the garden or on the terrace. Free WiFi keeps you connected, and beach umbrellas and towels make seaside visits easy. Guests love the tasty breakfast and attentive staff.
The Captain Stannard
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Game room
10.0 out of 10, Exceptional, (151)
  • cleanliness
    A coastal getaway where borrowed bikes await exploration and quiet corners invite readers to settle in with their favorite books

What verified guests said

"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"

Westbrook Inn B&B highlights

Westbrook Inn B&B offers a coastal retreat near Westbrook Town Beach and Tanger Outlets. Guests enjoy a free full breakfast, relax in the garden, use WiFi in their rooms, play in the arcade/game room, or borrow books from the library.
The price is SAR 1,074
SAR 1,193 total
includes taxes & fees
2 Jul - 3 Jul
Westbrook Inn B&B
Super 8 by Wyndham Old Saybrook
Exterior

Super 8 by Wyndham Old Saybrook

2.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Room service
7.0 out of 10, Good, (878)
  • cleanliness
    Business travelers and leisure seekers find their perfect balance at this welcoming hotel with a refreshing pool and practical amenities for every need.

What verified guests said

"A simple, affordable, conveniently located, and pleasant stay."

Super 8 by Wyndham Old Saybrook highlights

Located in the heart of Old Saybrook, Super 8 by Wyndham Old Saybrook offers both productivity and relaxation. Travelers connect at the business center, enjoy in-room WiFi, cool off with a swim in the pool, and satisfy cravings at the vending machine.
The price is SAR 287
SAR 340 total
includes taxes & fees
7 Jul - 8 Jul
Super 8 by Wyndham Old Saybrook
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
7.6 out of 10, Good, (1005)
  • cleanliness
    The indoor pool invites relaxation, and The Comfort Cafe serves satisfying American dishes. Attentive staff make this hotel a standout choice for travelers.

What verified guests said

"Property was clean and the staff was accommodating. Free hot breakfast is always a plus "

Quality Inn Old Saybrook - Westbrook highlights

Quality Inn Old Saybrook - Westbrook offers a charming experience with its morning breakfast buffet. Guests can swim in the indoor pool or visit nearby attractions like Essex Library and Essex Island Marina. Visitors consistently praise the helpful, accommodating staff.
The price is SAR 415
SAR 477 total
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Old Saybrook - Westbrook
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
  • On private beach
  • Pool
  • Hot Tub
  • Spa
  • Parking included
  • Free WiFi
8.8 out of 10, Excellent, (1000)
  • cleanliness
    Travelers relax in cabanas at Water's Edge Resort & Spa or savor Italian cuisine with stunning views - a perfect balance of beach time and comfort

What verified guests said

"It was a wonderful stay except for the weather! Very friendly staff."

Water's Edge Resort & Spa highlights

Water's Edge Resort & Spa offers beach relaxation and comfortable amenities. Enjoy the private beach, Swedish massages at the spa, and dine at three on-site Italian restaurants. Free WiFi and a playground keep children entertained.
The price is SAR 931
SAR 1,136 total
includes taxes & fees
29 Jun - 30 Jun
Water's Edge Resort & Spa
Liberty Inn
Exterior

Liberty Inn

2.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
7.4 out of 10, Good, (597)
  • cleanliness
    Travelers start their day with a continental breakfast at this welcoming hotel, where self parking adds convenience to the morning routine

What verified guests said

"Basic hotel for one night"

Liberty Inn highlights

Liberty Inn offers a practical morning ritual with continental breakfast to fuel your day. Stay connected with in-room WiFi and enjoy free self parking. The on-site vending machine provides extra refreshment options for a comfortable stay.
The price is SAR 317
SAR 365 total
includes taxes & fees
1 Jul - 2 Jul
Liberty Inn
Econo Lodge Inn & Suites Old Saybrook Westbrook
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
7.2 out of 10, Good, (432)
  • cleanliness
    A tranquil garden and refreshing pool await at this centrally located motel where convenience meets comfort in the heart of Old Saybrook Westbrook

What verified guests said

"Great and affordable place to stay "

Econo Lodge Inn & Suites Old Saybrook Westbrook highlights

Econo Lodge Inn & Suites Old Saybrook Westbrook offers a peaceful garden retreat, swimming pool, laundry facilities, free in-room WiFi, and complimentary lobby coffee and tea. With a 24-hour front desk, it's an ideal base for adventures.
The price is SAR 336
SAR 386 total
includes taxes & fees
25 Jun - 26 Jun
Econo Lodge Inn & Suites Old Saybrook Westbrook
Clinton Motel
Property grounds

Clinton Motel

2.5 star property
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
8.4 out of 10, Very Good, (253)

What verified guests said

"Great and quiet stay, friendly owners, just right! "
The price is SAR 334
SAR 384 total
includes taxes & fees
29 Jun - 30 Jun
Clinton Motel
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Microwave
7.8 out of 10, Good, (980)
  • cleanliness
    Attentive staff creates a homey atmosphere in serene surroundings, while everything travelers need remains within easy reach at this welcoming inn.

What verified guests said

"Great location. "

Pier Blue Inn Old Saybrook - Essex highlights

In the heart of Saybrook Manor, Pier Blue Inn Old Saybrook - Essex welcomes travelers with free in-room WiFi and convenient barbecue grills. The smoke-free property has earned praise from previous guests specifically for its helpful staff who enhance the stay experience.
The price is SAR 317
SAR 364 total
includes taxes & fees
14 Jul - 15 Jul
Pier Blue Inn Old Saybrook - Essex
Lamplighter Motel - Clinton, Connecticut
Exterior

Lamplighter Motel - Clinton, Connecticut

2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
6.2 out of 10, (198)

What verified guests said

"the place is kept clean the room is pretty basic price on room was okay near or not far from major attractions "
The price is SAR 281
SAR 324 total
includes taxes & fees
25 Jun - 26 Jun
Lamplighter Motel - Clinton, Connecticut
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (16)
  • cleanliness
    Travelers start their day with local flavors at breakfast before relaxing in the garden or unwinding on outdoor furniture surrounded by natural beauty

What verified guests said

"Great and historic. "

James Pharmacy Bed & Breakfast highlights

James Pharmacy Bed & Breakfast welcomes guests in a charming Connecticut River town. The property offers a serene garden retreat, free in-room WiFi for staying connected, and convenient extended parking. Outdoor furniture provides perfect spots to relax after exploring the area.
The price is SAR 1,546
SAR 2,167 total
includes taxes & fees
25 Jun - 26 Jun
James Pharmacy Bed & Breakfast
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
  • Pool
  • Hot Tub
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
9.4 out of 10, Exceptional, (1002)

What verified guests said

"Beautiful property and a great place to relax"
Saybrook Point Resort & Marina
Madison Beach Hotel
Front of property - evening/night

Madison Beach Hotel

4.0 star property
  • On private beach
  • Spa
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
9.4 out of 10, Exceptional, (296)
  • cleanliness
    Travelers find serenity at this oceanfront retreat where sun loungers and fireplaces offer relaxation with water views, complemented by fine dining and yoga classes

What verified guests said

"I loved everything about the property "

Madison Beach Hotel highlights

Located in Madison Center, Madison Beach Hotel offers an upscale escape with a private beach and ocean views from The Wharf restaurant. Guests can enjoy treatments at The Sounds of the Sea Spa, free WiFi, yoga classes, and explore nearby shops.
The price is SAR 1,687
SAR 1,940 total
includes taxes & fees
6 Jul - 7 Jul
Madison Beach Hotel
Spark by Hilton Guilford
Exterior

Spark by Hilton Guilford

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
8.8 out of 10, Excellent, (3)
  • cleanliness
    Travelers find a welcoming home base with attentive staff at this convenient I-95 stopover, where comfort meets practicality for road-weary guests

What verified guests said

"I wished you had some hair conditioner. "

Spark by Hilton Guilford highlights

The Comfort Inn Guilford offers a warm coastal retreat with welcoming staff. Travelers appreciate practical amenities like dry cleaning, a communal lobby TV, and reliable in-room WiFi included with every stay.
The price is SAR 539
SAR 620 total
includes taxes & fees
30 Jun - 1 Jul
Spark by Hilton Guilford
The Bevin House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers

The Bevin House Bed & Breakfast

3.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Game room
9.6 out of 10, Exceptional, (74)
  • cleanliness
    Travelers can tour local vineyards for wine tastings, play a round of golf, and unwind by the firepit with beautiful views at this welcoming retreat

What verified guests said

"Welcoming, fun, and absolutely stunning! A cuddly turkey didn’t hurt either. "

The Bevin House Bed & Breakfast highlights

The Bevin House Bed & Breakfast is next to a golf course with 18-hole access. Wine enthusiasts enjoy nearby winery tours and tastings. The property features a terrace with scenic views, a cozy firepit for evening relaxation, and in-room WiFi for staying connected.
The price is SAR 976
SAR 1,083 total
includes taxes & fees
25 Jun - 26 Jun
The Bevin House Bed & Breakfast
Tower Inn And Suites Of Guilford - Madison
Exterior

Tower Inn And Suites Of Guilford - Madison

2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
  • Microwave
7.4 out of 10, Good, (213)
  • cleanliness
    Travelers find comfort at this welcoming inn with 24/7 front desk service and vending machines for late-night cravings.

What verified guests said

"Good for quick stay over "

Tower Inn And Suites Of Guilford - Madison highlights

Tower Inn And Suites Of Guilford provides a restful base in the Guilford-Madison area. Guests stay connected with complimentary in-room WiFi while the 24-hour reception team stands ready to assist with any needs. Hunger strikes are easily satisfied with on-site vending machines.
The price is SAR 418
SAR 481 total
includes taxes & fees
1 Jul - 2 Jul
Tower Inn And Suites Of Guilford - Madison
Solano Inn
Lake

Solano Inn

2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping
  • Kitchen
9.0 out of 10, Wonderful, (145)
  • cleanliness
    This charming Solano inn delivers both comfort and convenience, creating a relaxing atmosphere for travelers seeking a hassle-free stay.

What verified guests said

"Check in was smooth and nice. Pleasantly surprised at how spacious the room is. Great for the price! Highly recommend for anyone who needs a place to stay while visiting Portland!"

Solano Inn highlights

Located in the heart of Solano, the Solano Inn offers practical amenities like laundry facilities and free in-room WiFi. Travelers appreciate express check-out, self-parking, and the inn's strategic location, putting them exactly where they need to be.
Solano Inn
Inn at Middletown
Front of property - evening/night

Inn at Middletown

3.5 star property
  • Pool
  • Hot Tub
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.0 out of 10, Wonderful, (476)
  • cleanliness
    Travelers can enjoy delicious meals at the on-site restaurant before relaxing by the indoor pool or stepping out to explore downtown Middletown's attractions

What verified guests said

"The food was exceptional, Breakfast and dinner. Loved the outside dinning area. "

Inn at Middletown highlights

Inn at Middletown sits in the city center, offering a welcoming retreat with thoughtful amenities. Guests can relax on the terrace, work out in the gym, or soak in the spa tub. The Tavern at the Armory serves American cuisine, while high-speed WiFi keeps everyone connected.
Inn at Middletown
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 map

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

Experience the marina, parks, and theater in Chester!

See all hotels in Chester
Hands down the place to be in Chester!!!!
Photo by Annette Babek
Open Photo by Annette Babek

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?

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing: This vacation home rental near Chester is equipped with an indoor pool, air-conditioning, and cable TV to help you feel comfortable during your stay. Kitchen amenities like a fridge and a microwave can make your vacation run smoothly. 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 Clarion Inn 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 9 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.