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/Accommodations

Quality Inn Old Saybrook - Westbrook
+1-888-389-4121
100 Essex Rd., Old Saybrook, CT 06475 Website +1-888-389-4121 ~8.13 miles southeast of Chester
  • Mid-scale Suburban property
  • Free comp. breakfast
From£62
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Old Saybrook : 37 Spencer Plain Rd.
+1-888-675-2083
37 Spencer Plain Rd., Old Saybrook, CT 06475 +1-888-675-2083 ~8.97 miles south of Chester
  • 2-star Oceanfront property
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook in Old Saybrook
+1-800-716-8490
1750 Boston Post Rd., Old Saybrook, CT 06475 +1-800-716-8490 ~9.19 miles south of Chester
  • Economy Suburban hotel
  • Hotel has 3 floors
From£46
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Pier Blue Inn Old Saybrook - Essex : 1430 Boston Post Rd.
+1-800-805-5223
1430 Boston Post Rd., Old Saybrook, CT 06475 +1-800-805-5223 ~9.23 miles south of Chester
  • Cheap Beach property
  • Free complimentary breakfast
From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Water's Edge Resort & Spa
+1-888-965-1860
1525 Boston Post Rd., Westbrook, CT 06498 +1-888-965-1860 ~9.39 miles south of Chester
  • Three Star Beach hotel
  • Check-in: 4:00pm
From£125
Very good 4.0 /5 Recent Reviews Call BookMore Details
Saybrook Point Resort & Marina - Old Saybrook
+1-888-788-5576
2 Bridge St., Old Saybrook, CT 06475 +1-888-788-5576 ~10.39 miles southeast of Chester
  • 3 star Riverfront hotel
  • 12 meeting rooms in hotel
From£156
Very good 4.0 /5 Read Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-897-9207
269 Flanders Rd., Niantic, CT 06357 +1-888-897-9207 ~12.78 miles east of Chester
  • Cheap hotel
  • 96 rooms in hotel
From£47
Average 3.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Niantic / East Lyme : 256 Flanders Rd.
+1-888-311-4278
256 Flanders Rd., Niantic, CT 06357 +1-888-311-4278 ~12.80 miles east of Chester
  • Cheap property
  • 2 floors in property
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Aderi Hotel Niantic : 239 Flanders Rd.
+1-888-469-4795
239 Flanders Rd., Niantic, CT 06357 +1-888-469-4795 ~12.84 miles east of Chester
  • Low-priced Suburban hotel
  • 90 rooms in hotel
From£43
Average 3.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Niantic : 5 King Arthur Dr.
+1-888-734-9421
5 King Arthur Dr., Niantic, CT 06357 Website +1-888-734-9421 ~12.85 miles east of Chester
  • Economical Suburban hotel
  • 8 suites in hotel
From£38
Average 3.5 /5 Latest Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area
+1-888-841-5292
265 Flanders Rd., Niantic, CT 06357 +1-888-841-5292 ~12.88 miles east of Chester
  • Midscale Suburban property
  • Free comp. breakfast
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Madison Beach Hotel
+1-888-455-5160
94 West Wharf Rd., Madison, CT 06443 +1-888-455-5160 ~13.22 miles southwest of Chester
  • Four star Beach property
  • 5 meeting rooms in property
From£156
Very good 4.0 /5 Latest Reviews Call BookMore Details
Tower Inn And Suites Of Guilford - Madison : 320 Boston Post Rd.
+1-888-965-8297
320 Boston Post Rd., Guilford, CT 06437 +1-888-965-8297 ~14.23 miles southwest of Chester
  • Low-priced Highway hotel
  • Hotel has 19 rooms
From£39
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn Guilford near I-95
+1-888-906-6358
300 Boston Post Rd., Guilford, CT 06437 +1-888-906-6358 ~14.24 miles southwest of Chester
  • Two-star property
  • 45 rooms in property
From£47
Very good 4.0 /5 Latest Reviews Call BookMore Details
Inn at Middletown in Middletown
+1-888-749-6785
70 Main St., Middletown, CT 06457 +1-888-749-6785 ~14.32 miles northwest of Chester
  • Affordable Downtown property
  • 100 rooms in property
From£78
Very good 4.5 /5 Guest Reviews Call BookMore Details
Rodeway Inn Waterford New London
+1-888-878-9982
211 Pkwy. North, Waterford, CT 06385 Website +1-888-878-9982 ~14.73 miles east of Chester
  • Cheap Suburban property
  • Check in time: 3:00 pm
From£47
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ & Suites Guilford : 2300 Boston Post Rd.
+1-888-389-4485
2300 Boston Post Rd., Guilford, CT 06437 +1-888-389-4485 ~16.11 miles west of Chester
  • Two star Rural hotel
  • 32 suites in hotel
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Best Way Inn in Rockfall
+1-888-389-4121
31 Meriden Rd., Rockfall, CT 06455 +1-888-389-4121 ~16.66 miles northwest of Chester
  • Cheap Highway hotel
  • Check in: 12:00 PM
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mohegan Sun in Uncasville
+1-888-675-2083
1 Mohegan Sun Blvd., Uncasville, CT 06382 +1-888-675-2083 ~16.80 miles east of Chester
  • Four star Resort property
  • Hotel has 36 floors
From£235
Very good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford : 401 North Frontage Rd.
+1-800-716-8490
401 North Frontage Rd., Waterford, CT 06385 Website +1-800-716-8490 ~17.04 miles east of Chester
  • 3 star Suburban hotel
  • Hotel has a green policy Read more
From£90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn New London Mystic - New London
+1-800-805-5223
380 Bayonet St., New London, CT 06320 +1-800-805-5223 ~17.16 miles east of Chester
  • Two star property
  • Hotel has 2 floors
From£47
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden - Wallingford
+1-888-965-1860
1181 Barnes Rd., Wallingford, CT 06492 +1-888-965-1860 ~17.21 miles west of Chester
  • Affordable Suburban property
  • 6 floors in hotel
From£49
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn
+1-888-788-5576
269 North Frontage Rd., New London, CT 06320 +1-888-788-5576 ~17.33 miles east of Chester
  • Low Cost Suburban property
  • Check in time: 3:00pm
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Mystic - New London in New London
+1-888-897-9207
707 Colman St., New London, CT 06320 +1-888-897-9207 ~17.49 miles east of Chester
  • 2-star Highway hotel
  • Fitness center on property
From£33
Average 3.5 /5 Reviews Call BookMore Details
Courtyard New Haven Wallingford
+1-888-311-4278
600 Northrop Rd., Wallingford, CT 06492 +1-888-311-4278 ~17.51 miles west of Chester
  • 3-star Suburban hotel
  • Check-in: 3:00pm
From£47
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Wallingford Meriden
+1-888-469-4795
100 Miles Dr., Wallingford, CT 06492 +1-888-469-4795 ~17.51 miles west of Chester
  • Low Cost Suburban property
  • Access to gym on-site
From£47
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-888-734-9421
90 Miles Dr., Wallingford, CT 06492 +1-888-734-9421 ~17.57 miles west of Chester
  • Affordable Suburban property
  • 104 sleeping rooms in hotel
From£82
Very good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Norwich : 10 Laura Blvd.
+1-888-841-5292
10 Laura Blvd., Norwich, CT 06360 +1-888-841-5292 ~17.98 miles east of Chester
  • Affordable Suburban property
  • Hotel has 12 meeting rooms
From£63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Hartford Cromwell
+1-888-455-5160
76 Berlin Rd., Cromwell, CT 06416 +1-888-455-5160 ~18.12 miles northwest of Chester
  • 3-star Highway property
  • 123 suites in hotel
From£63
Very good 4.0 /5 Reviews Call BookMore Details
Mainstay Suites by Choice Hartford Meriden Closed : 1151 East Main St.
+1-888-965-8297
1151 East Main St., Meriden, CT 06450 +1-888-965-8297 ~18.20 miles west of Chester
  • Cheap Suburban hotel
  • Check in: 03:00 PM
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Uncasville Casino Area in Uncasville
+1-888-906-6358
1954 Norwich New London Tpke, Uncasville, CT 06382 Website +1-888-906-6358 ~18.30 miles east of Chester
  • 2-star Highway property
  • Free complimentary breakfast
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Meriden
+1-888-749-6785
10 Bee St., Meriden, CT 06450 +1-888-749-6785 ~18.38 miles west of Chester
  • Midscale Suburban property
  • 4 floors in property
From£62
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Uncasville
+1-888-878-9982
2255 Norwich New London Turnpike, Montville, CT 06382 +1-888-878-9982 ~18.45 miles east of Chester
  • Affordable hotel
  • 2 conference rooms in property
From£78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Cromwell - Middletown in Cromwell
+1-888-389-4485
111 Berlin Rd., Cromwell, CT 06416 Website +1-888-389-4485 ~18.45 miles northwest of Chester
  • 2-star Highway property
  • 4 floors in property
From£43
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn New London - Mystic Area, an IHG Hotel in New London
+1-888-389-4121
35 Governor Winthrop Blvd., New London, CT 06320 +1-888-389-4121 ~18.50 miles east of Chester
  • Mid-scale Downtown property
  • Check in: 3:00pm
From£70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Suites Hartford Meriden
+1-888-675-2083
366 Bee St., Meriden, CT 06450 +1-888-675-2083 ~18.50 miles west of Chester
  • Low-priced property
  • Hotel has 2 suites
From£54
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Lion Hotel Cromwell
+1-800-716-8490
100 Berlin Rd., Cromwell, CT 06416 +1-800-716-8490 ~18.51 miles northwest of Chester
  • Affordable Suburban property
  • 20 conference rooms in property
From£54
Average 3.0 /5 Review Score Call BookMore Details
American Inn
+1-800-805-5223
565 East Main St., Branford, CT 06405 +1-800-805-5223 ~18.54 miles west of Chester
  • Two-star Highway property
  • 2 floors in hotel
From£47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn & Suites Branford - Guilford in Branford
+1-888-965-1860
81 Leetes Island Rd., Branford, CT 06405 +1-888-965-1860 ~18.56 miles west of Chester
  • Low-priced Beach property
  • 5 suites in property
From£55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area
+1-888-788-5576
2049 Norwich New London Turnpike, Uncasville, CT 06382 Website +1-888-788-5576 ~18.56 miles east of Chester
  • Midscale Suburban property
  • Free complimentary breakfast
From£78
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-897-9207
900 East Main St., Meriden, CT 06450 +1-888-897-9207 ~18.61 miles west of Chester
  • Affordable Downtown property
  • Hotel has 102 rooms
From£63
Very good 4.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven
+1-888-311-4278
3 Business Park Dr., Branford, CT 06405 +1-888-311-4278 ~18.69 miles west of Chester
  • Economy Suburban hotel
  • Free breakfast available
From£47
Average 3.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Cromwell/Middletown - Cromwell
+1-888-469-4795
1 Industrial Park Rd. Cromwell, Cromwell, CT 06416 +1-888-469-4795 ~18.69 miles northwest of Chester
  • Economy Highway hotel
  • Free breakfast
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Encore Apartments
+1-888-734-9421
275 Research Pkwy., Meriden, CT 06450 +1-888-734-9421 ~18.85 miles west of Chester
  • Affordable Suburban property
  • Hotel has 150 rooms
From£47
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell : 4 Sebethe Dr.
+1-888-841-5292
4 Sebethe Dr., Cromwell, CT 06416 +1-888-841-5292 ~18.86 miles northwest of Chester
  • Three Star Suburban property
  • 21 meeting rooms in hotel
From£63
Average 3.0 /5 Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich
+1-888-455-5160
607 West Thames St., Norwich, CT 06360 +1-888-455-5160 ~19.00 miles east of Chester
  • 4 star Suburban hotel
  • 9 conference rooms in property
From£117
Very good 4.0 /5 Read Reviews Call BookMore Details
Thames Inn
+1-888-965-8297
193 Thames St., Groton, CT 06340 +1-888-965-8297 ~19.11 miles east of Chester
  • Low Cost property
  • Check-in: 1pm
From£43
Very good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Suites Near Casinos Norwich-Uncasville CT in Norwich
+1-888-906-6358
275 Otrobando Ave., Norwich, CT 06360 +1-888-906-6358 ~19.43 miles east of Chester
  • Economy Rural property
  • Check-in: 11:00
From£70
Average 3.0 /5 Review Score Call BookMore Details
Days Inn & Conference Center by Wyndham Branford New Haven
+1-888-749-6785
375 East Main St., Branford, CT 06405 +1-888-749-6785 ~19.44 miles west of Chester
  • Cheap Downtown property
  • Hotel has 2 floors
Baymont by Wyndham Groton / Mystic
+1-888-878-9982
360 Court 12, Groton, CT 06340 +1-888-878-9982 ~19.60 miles east of Chester
  • Midscale Suburban hotel
  • Free breakfast available
From£63
Average 3.0 /5 Recent 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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