Chester Connecticut Accommodations

Find accommodations in Chester with the hotel list provided below. Search for cheap and discounted hotel and motel rates in or close to Chester, CT for your corporate or personal leisure travel. We list the best Chester Connecticut hotel rooms. Review the Chester hotel list below to find the perfect lodging. We also have a map of the Chester hotels. Planning a group? Lock in Chester Group Hotel Rates

The Chester center is approximately 2 miles south of Gillettes Castle and 8 miles northwest of Old Saybrook Amtrak.

This historic town is situated on the Connecticut River and is home to a variety of restaurants, and businesses. Visitors can explore the city's many historic sites, like the Chester Green and the Old Town Hall, or take a scenic walk along the riverfront. One of the best ways to experience Chester is to stroll down Main Street, which is lined with beautiful 18th and 19th-century buildings. There are a few hotels in Chester, CT, as well as several great B&B places. In addition, there is a number of vacation rental properties available in the area. From antique shops to art galleries your eyes will definitely find what to appreciate. There are also a number of parks and recreation areas in Chester, making it the perfect destination to enjoy the outdoors. Whether you're looking for a quiet escape or a lively community, it is a wonderful place to be. More from this guide...

Chester Hotels, Motels & Accommodations

Quality Inn Old Saybrook Westbrook in Old Saybrook 100 Essex Rd., Old Saybrook, CT 06475 Website Call ~8.11 miles southeast of Chester
  • Mid-scale Suburban hotel
  • 3 floors in property
From£57
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Old Saybrook 37 Spencer Plain Rd., Old Saybrook, CT 06475 Call ~8.96 miles south of Chester
  • Economical Oceanfront property
  • Free breakfast available
From£43
Average 3.0 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook - Old Saybrook 1750 Boston Post Rd., Old Saybrook, CT 06475 Call ~9.18 miles south of Chester
  • Two-star Suburban hotel
  • 11 suites in property
From£43
Very good 4.0 /5 Review Score Call BookMore Details
Pier Blue Inn Old Saybrook - Essex - Old Saybrook 1430 Boston Post Rd., Old Saybrook, CT 06475 Call ~9.22 miles south of Chester
  • Two star Beach hotel
  • Free comp. breakfast
From£42
Average 3.0 /5 Recent Reviews Call BookMore Details
Water's Edge Resort & Spa : 1525 Boston Post Rd. 1525 Boston Post Rd., Westbrook, CT 06498 Call ~9.38 miles south of Chester
  • Mid-scale Beach property
  • Hotel has 9 meeting rooms
From£116
Very good 4.0 /5 Recent Reviews Call BookMore Details
Saybrook Point Resort & Marina 2 Bridge St., Old Saybrook, CT 06475 Call ~10.37 miles southeast of Chester
  • 3 star Riverfront hotel
  • 81 sleeping rooms in hotel
From£145
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Niantic, CT - New London : 269 Flanders Rd. 269 Flanders Rd., Niantic, CT 06357 Call ~12.76 miles east of Chester
  • Two star hotel
  • Check in: 15:00
From£43
Average 3.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Niantic / East Lyme : 256 Flanders Rd. 256 Flanders Rd., Niantic, CT 06357 Call ~12.77 miles east of Chester
  • 2 star property
  • 46 sleeping rooms in hotel
From£43
Average 3.0 /5 Read Reviews Call BookMore Details
Aderi Hotel Niantic : 239 Flanders Rd. 239 Flanders Rd., Niantic, CT 06357 Call ~12.81 miles east of Chester
  • Low priced Suburban property
  • 90 sleeping rooms in hotel
From£40
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Niantic North 5 King Arthur Dr., Niantic, CT 06357 Website Call ~12.83 miles east of Chester
  • Inexpensive Suburban property
  • Gym is available on property
From£35
Average 3.5 /5 Guest Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 Call ~12.85 miles east of Chester
  • Affordable Suburban hotel
  • Hotel has 5 suites
From£55
Average 3.0 /5 Latest Reviews Call BookMore Details
Madison Beach Hotel 94 West Wharf Rd., Madison, CT 06443 Call ~13.20 miles southwest of Chester
  • Four star Beach property
  • 4 floors in hotel
From£73
Average 3.0 /5 Guest Reviews Call BookMore Details
Tower Inn And Suites Of Guilford - Madison 320 Boston Post Rd., Guilford, CT 06437 Call ~14.20 miles southwest of Chester
  • Two star Highway hotel
  • Has environment-friendly policy See more
From£36
Average 3.0 /5 Guest Reviews Call BookMore Details
Spark by Hilton Guilford in Guilford 300 Boston Post Rd., Guilford, CT 06437 Call ~14.21 miles southwest of Chester
  • 2-star hotel
  • Free breakfast available
From£43
Very good 4.0 /5 Read Reviews Call BookMore Details
Inn at Middletown in Middletown 70 Main St., Middletown, CT 06457 Call ~14.31 miles northwest of Chester
  • Three Star Downtown property
  • Hotel has 6 floors
From£72
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Rodeway Inn Waterford - New London 211 Pkwy. North, Waterford, CT 06385 Website Call ~14.70 miles east of Chester
  • Economy Suburban property
  • Check in: 3:00 pm
From£43
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn PLUS+ & Suites Guilford - Guilford 2300 Boston Post Rd., Guilford, CT 06437 Call ~16.08 miles west of Chester
  • Low Cost Rural property
  • Hotel has an eco-friendly policy Learn more
From£43
Average 3.0 /5 Review Score Call BookMore Details
Best Way Inn 31 Meriden Rd., Rockfall, CT 06455 Call ~16.65 miles northwest of Chester
  • Inexpensive Highway hotel
  • Check in: 12:00 PM
From£43
Average 3.0 /5 Reviews Call BookMore Details
Mohegan Sun 1 Mohegan Sun Blvd., Uncasville, CT 06382 Call ~16.78 miles east of Chester
  • 4-star Resort property
  • Fitness / Gym is on-site
From£218
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford : 401 North Frontage Rd. 401 North Frontage Rd., Waterford, CT 06385 Call ~17.01 miles east of Chester
  • Mid-scale Suburban hotel
  • Check in: 3PM
From£84
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn New London Mystic 380 Bayonet St., New London, CT 06320 Call ~17.13 miles east of Chester
  • Low Cost property
  • 2 floors in hotel
From£43
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden - Wallingford 1181 Barnes Rd., Wallingford, CT 06492 Call ~17.20 miles west of Chester
  • 3 star Suburban hotel
  • Hotel has 139 rooms
From£46
Very good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn : 269 North Frontage Rd. 269 North Frontage Rd., New London, CT 06320 Call ~17.29 miles east of Chester
  • Low-priced Suburban property
  • 136 rooms in hotel
From£43
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Mystic - New London : 707 Colman St. 707 Colman St., New London, CT 06320 Call ~17.46 miles east of Chester
  • Two star Highway property
  • Check in: 1500
From£30
Average 3.5 /5 Reviews Call BookMore Details
Courtyard New Haven Wallingford in Wallingford 600 Northrop Rd., Wallingford, CT 06492 Call ~17.49 miles west of Chester
  • 3 star Suburban hotel
  • 4 conference rooms in property
From£43
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Wallingford Meriden - Wallingford 100 Miles Dr., Wallingford, CT 06492 Call ~17.49 miles west of Chester
  • Inexpensive Suburban property
  • Free breakfast
From£43
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492 Call ~17.55 miles west of Chester
  • Midscale Suburban property
  • Check in time: 3:00pm
From£76
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Norwich by IHG 10 Laura Blvd., Norwich, CT 06360 Call ~17.97 miles east of Chester
  • Affordable Suburban hotel
  • Gym is available on property
From£72
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Hartford Cromwell 76 Berlin Rd., Cromwell, CT 06416 Call ~18.11 miles northwest of Chester
  • 3 star Highway hotel
  • 123 suites in hotel
From£58
Very good 4.0 /5 Review Score Call BookMore Details
Mainstay Suites by Choice Hartford Meriden Closed 1151 East Main St., Meriden, CT 06450 Call ~18.19 miles west of Chester
  • 2-star Suburban hotel
  • Free comp. breakfast
From£43
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Uncasville Casino Area : 1954 Norwich New London Tpke 1954 Norwich New London Tpke, Uncasville, CT 06382 Website Call ~18.28 miles east of Chester
  • Inexpensive Highway property
  • Check-in time: 3:00 pm
From£43
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Meriden 10 Bee St., Meriden, CT 06450 Call ~18.36 miles west of Chester
  • Affordable Suburban hotel
  • Hotel has 122 rooms
From£57
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Uncasville 2255 Norwich New London Turnpike, Montville, CT 06382 Call ~18.43 miles east of Chester
  • Mid-scale hotel
  • 2 meeting rooms in property
From£72
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Cromwell - Middletown - Cromwell 111 Berlin Rd., Cromwell, CT 06416 Website Call ~18.43 miles northwest of Chester
  • Cheap Highway hotel
  • Check-in: 3.PM
From£40
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG 35 Governor Winthrop Blvd., New London, CT 06320 Call ~18.46 miles east of Chester
  • Three Star Downtown hotel
  • Gym / Fitness Center Available
From£65
Very good 4.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Suites Hartford Meriden 366 Bee St., Meriden, CT 06450 Call ~18.49 miles west of Chester
  • Two star hotel
  • Check in time: 3:00pm
From£50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Lion Hotel Cromwell - Cromwell 100 Berlin Rd., Cromwell, CT 06416 Call ~18.49 miles northwest of Chester
  • Affordable Suburban hotel
  • 5 floors in hotel
From£50
Average 3.0 /5 Guest Reviews Call BookMore Details
American Inn - Branford 565 East Main St., Branford, CT 06405 Call ~18.50 miles west of Chester
  • Low Cost Highway property
  • 2 floors in hotel
From£43
Very good 4.0 /5 Read Reviews Call BookMore Details
Rodeway Inn & Suites Branford - Guilford - Branford 81 Leetes Island Rd., Branford, CT 06405 Call ~18.52 miles west of Chester
  • Low-priced Beach property
  • 5 suites in property
From£51
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area - Uncasville 2049 Norwich New London Turnpike, Uncasville, CT 06382 Website Call ~18.54 miles east of Chester
  • Three Star Suburban property
  • 6 floors in property
From£72
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Meriden East in Meriden 900 East Main St., Meriden, CT 06450 Call ~18.60 miles west of Chester
  • 3 star Downtown hotel
  • 102 rooms in hotel
From£58
Very good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven 3 Business Park Dr., Branford, CT 06405 Call ~18.65 miles west of Chester
  • Low priced Suburban hotel
  • Fitness / Gym is on-site
From£43
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Cromwell/Middletown in Cromwell 1 Industrial Park Rd. Cromwell, Cromwell, CT 06416 Call ~18.68 miles northwest of Chester
  • Inexpensive Highway hotel
  • Hotel has an eco-friendly policy See policy
From£43
Average 3.0 /5 Read Reviews Call BookMore Details
Encore Apartments 275 Research Pkwy., Meriden, CT 06450 Call ~18.84 miles west of Chester
  • Mid-scale Suburban property
  • Check-in time: 3:00 PM
From£43
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell - Cromwell 4 Sebethe Dr., Cromwell, CT 06416 Call ~18.85 miles northwest of Chester
  • Three Star Suburban hotel
  • 21 conference rooms in property
From£58
Average 3.0 /5 Review Score Call BookMore Details
The Spa at Norwich Inn 607 West Thames St., Norwich, CT 06360 Call ~18.98 miles east of Chester
  • High-end Suburban hotel
  • Check-in time: 4:00 PM
From£109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Thames Inn : 193 Thames St. 193 Thames St., Groton, CT 06340 Call ~19.08 miles east of Chester
  • Cheap hotel
  • Hotel has 26 rooms
From£40
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Inn at Ocean Avenue : 917 Ocean Ave. 917 Ocean Ave., New London, CT 06320 Call ~19.11 miles east of Chester
  • 3 star hotel
From£164
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn & Conference Center by Wyndham Branford New Haven : 375 East Main St. 375 East Main St., Branford, CT 06405 Call ~19.40 miles west of Chester
  • Two-star Downtown property
  • Check in time: 3:00pm
Comfort Suites Near Casinos Norwich-Uncasville CT - Norwich 275 Otrobando Ave., Norwich, CT 06360 Call ~19.42 miles east of Chester
  • Economy Rural hotel
  • Check-in: 11:00
From£65
Average 3.0 /5 Guest Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing

The Best Time to Visit Chester, CT

Chester is located in the southernmost part of the state. The climate in Chester is continental and characterized by hot, humid summers and cold, snowy winters. The average high in July is around 86 degrees and the average low in January is 20 degrees. Chester is a beautiful town in Connecticut that is perfect for a getaway any time of year. However, the general consensus is that the shoulder seasons of spring and fall are the best periods to go. During these seasons, you'll be able to enjoy the city's natural beauty, as well as all of its festivals and events. Some of the most popular events include the Chester Fair (held in August) and the nearby Harvest Festival (held in October). The shops and restaurants are busy, but not too crowded. If you're searching for a more low-key visit, the winter months are also a great time to come to Chester. During this period, you can enjoy the town's holiday decorations and take part in some of the seasonal activities, like ice skating and sledding.

Chester, CT, Hotel Discounts

Doesn't matter if you're browsing for a last-minute deal or planning ahead, there's sure to be something for you. Check out our website for the latest specials on hotel accommodations in Chester, CT. Our selection offers an array of amenities, including complimentary breakfast, and Wi-Fi. We also provide package deals that can save you even more money on your stay. So whether you're seeking a romantic getaway or a weekend trip, there's sure to be a nice place for you.

The Historic Sites of Chester, CT

There are many historic sites in Chester, CT, that are worth visiting. The Chester Meeting House is one of the oldest buildings in Chester. Opened in 1793, it has been used as a church, town hall, and theater over the centuries. It is a beautiful example of colonial architecture and served as a gathering spot for the community for many years. The Chester Cemetery is another location that is worth visiting. It is the final resting place for many of Chester's early settlers and their families.Chester Green is a historic park that has been a part of the town for centuries. It is a beautiful area to stroll around and take in the historic buildings that surround it.Don't miss out on seeing the Goodspeed Opera House, built in 1876 by William Goodspeed, a successful businessman, and philanthropist. The Opera House was designed by noted architect Jabez Comstock and is one of the finest examples of his work. The building is constructed of stone and brick and features a grand staircase, a balcony, and a proscenium arch. It has hosted an abundance of performances, such as operas, ballets, plays, and musicals.Chester is a place where the past comes alive and where the future is being created. Finally, you can pay a visit to the Chester Historical Society, dedicated to preserving the history of the city and the surrounding area. Visitors can see a variety of artifacts and exhibits including documents, photographs, books, and objects. The Society is a great resource for anyone interested in learning about the history of the region. Doesn't matter if you're a history buff or just looking to learn more about the town, Chester's historic sites are sure to interest you.

 

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