Middlebury Hotels with Pools - Outdoor/Indoor Pools in Middlebury CT

Middlebury hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Middlebury, CT for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Middlebury Connecticut hotel and motel rooms for children. Review the list of Middlebury hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Middlebury Hotels with Outdoor or Indoor Pools

Wyndham Southbury - Southbury 1284 Strongtown Rd., Southbury, CT 06488
Call Us
~3.38 miles southwest of Middlebury
  • Includes a pool: Indoor Pool
  • Affordable Mountain hotel
More Photos Swimming pool at Wyndham Southbury
From$79
Average 3.5 /5 Recent Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Middlebury" Get Alexa Skill →
Courtyard by Marriott Waterbury Downtown 63 Grand St., Waterbury, CT 06702
Call Us
~4.27 miles east of Middlebury
  • Pool in hotel: 6am to 11pm 25ft indoor heated pool
  • Three Star Downtown property
More Photos Swimming pool at Courtyard by Marriott Waterbury Downtown
From$87
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Heritage Hotel & Conference Center : 522 Heritage Rd. 522 Heritage Rd., Southbury, CT 06488
Call Us
~6.20 miles west of Middlebury
  • Pool details: Indoor heated salt water pool (year round)- 22' X 40' with adjacent large jacuzzi Outdoor Olympic Size - Heated salt water pool (May-September) - 33' X 60'
  • High-end Rural hotel
More Photos Swimming pool at Heritage Hotel & Conference Center
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Southington Chesire Ct 64 Knotter Dr., Cheshire, CT 06410
Call Us
~10.99 miles east of Middlebury
  • Includes a pool: Indoor Heated Salt Water Pool Open daily 7am until 10pm
  • 3-star Highway property
More Photos Pool image of Holiday Inn Southington Chesire Ct
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Southington : 778 West St. 778 West St., Southington, CT 06489
Call Us
~12.43 miles east of Middlebury
  • Pool available: Indoor pool
  • Affordable Rural hotel
More Photos Photo of Residence Inn Southington Pool
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut 42 Century Dr., Bristol, CT 06010
Call Us
~13.45 miles northeast of Middlebury
  • Pool available: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • Mid-scale Suburban hotel
More Photos Pool image of DoubleTree by Hilton Hotel Bristol, Connecticut
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel : 120 Laning St. 120 Laning St., Southington, CT 06489
Call Us
~14.47 miles east of Middlebury
  • Pool available: Outdoor pool. The hours are 6AM-10PM.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Express Southington An Ihg Hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven in Hamden 2260 Whitney Ave., Hamden, CT 06518
Call Us
~15.46 miles southeast of Middlebury
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban property
More Photos Swimming pool at Hamden Hotel and Suites – Hamden New Haven
From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Inn North Haven : 201 Washington Ave. 201 Washington Ave., North Haven, CT 06473
Call Us
~16.67 miles southeast of Middlebury
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3 star Suburban hotel
More Photos Pool image of Clarion Inn North Haven
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury : 116 Newtown Rd. 116 Newtown Rd., Danbury, CT 06810
Call Us
~16.97 miles west of Middlebury
  • Pool in hotel: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Midscale Highway hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Danbury
From$79
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott 400 New Britain Ave., Plainville, CT 06062
Call Us
~17.40 miles northeast of Middlebury
  • Pool available: Indoor pool open 7am to 10pm
  • Three Star Highway property
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Danbury 3 Eagle Rd., Danbury, CT 06810
Call Us
~17.48 miles west of Middlebury
  • Includes a pool: Dive into relaxation in our indoor swimming pool. The pool area is open daily from 5:00 AM until 12:00 AM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • 3 star Suburban hotel
More Photos Swimming pool at Courtyard by Marriott Danbury
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel 80 Newtown Rd., Danbury, CT 06810
Call Us
~17.57 miles west of Middlebury
  • Pool details: Seasonal Outdoor Pool
  • 3 star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites Danbury Bethel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Hilton Garden Inn Shelton 25 Old Stratford Rd., Shelton, CT 06484
Call Us
~17.79 miles south of Middlebury
  • Includes a pool: Indoor heated pool and whirlpool.
  • Midscale Highway hotel
More Photos Photo of Hilton Garden Inn Shelton Pool
From$89
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Shelton 695 Bridgeport Ave., Shelton, CT 06484
Call Us
~17.82 miles south of Middlebury
  • Includes a pool: Indoor heated pool Open daily from 9:00 am to 9:00 pm
  • Midscale Suburban property
More Photos Photo of Hampton Inn Shelton Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Middlebury" Get Alexa Skill →
Courtyard by Marriott Shelton : 780 Bridgeport Ave. 780 Bridgeport Ave., Shelton, CT 06484
Call Us
~18.07 miles south of Middlebury
  • Pool available: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3-star Suburban hotel
More Photos Pool image of Courtyard by Marriott Shelton
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden : 90 Miles Dr. 90 Miles Dr., Wallingford, CT 06492
Call Us
~18.30 miles east of Middlebury
  • Our hotel comes with a pool
  • Three Star Suburban property
More Photos Photo of Homewood Suites by Hilton Wallingford Meriden Pool
From$105
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hyatt House Shelton 830 Bridgeport Ave., Shelton, CT 06484
Call Us
~18.34 miles south of Middlebury
  • Has swimming pool: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Three Star Suburban property
More Photos Photo of Hyatt House Shelton Pool
From$94
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden in Wallingford 1181 Barnes Rd., Wallingford, CT 06492
Call Us
~18.65 miles east of Middlebury
  • Pool in hotel: Indoor Salt Water Pool
  • Affordable Suburban property
More Photos Pool image of Hilton Garden Inn Wallingford / Meriden
From$63
Very Good 4.0 /5 Latest Reviews Call BookMore Details
New Haven Hotel - New Haven 229 George St., New Haven, CT 06510
Call Us
~18.66 miles southeast of Middlebury
  • Pool in hotel: We do not have a pool.
  • Mid-scale Downtown hotel
More Photos Pool image of New Haven Hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn Shelton Fairfield County 1001 Bridgeport Ave., Shelton, CT 06484
Call Us
~19.07 miles south of Middlebury
  • Pool available: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Affordable Suburban hotel
More Photos Swimming pool at Residence Inn Shelton Fairfield County
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus New England Inn & Suites : 2253 Berlin Turnpike 2253 Berlin Turnpike, Berlin, CT 06037
Call Us
~19.08 miles east of Middlebury
  • Pool details: 20,000 Gallon heated indoor pool.
  • 3-star Suburban property
More Photos Pool image of Best Western Plus New England Inn & Suites
From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven - New Haven 400 Sargent Dr., New Haven, CT 06511
Call Us
~19.52 miles southeast of Middlebury
  • Has swimming pool
  • 3-star Downtown hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham New Haven Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Hartford/Farmington 301 Colt Highway, Farmington, CT 06032
Call Us
~19.71 miles northeast of Middlebury
  • Pool available: Dive into relaxation in our indoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily from 6:00 AM until 11:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • 3-star Suburban property
More Photos Pool image of Hampton Inn & Suites Hartford/Farmington
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven - West Haven 490 Saw Mill Rd., West Haven, CT 06516
Call Us
~19.81 miles southeast of Middlebury
  • Pool available: from 6am-10pm daily.
  • 3-star Highway property
More Photos Photo of Best Western Executive Hotel Of New Haven - West Haven Pool
From$77
Average 3.0 /5 Latest Reviews Call BookMore Details
Hartford Marriott Farmington in Farmington 15 Farm Springs Rd., Farmington, CT 06032
Call Us
~20.50 miles northeast of Middlebury
  • Pool details: Indoor Pool (Heated) and Outdoor Pool (Seasonal) Hours: Sat: 06:00 AM - 11:00 PM, Sun: 06:00 AM - 11:00 PM, Mon: 06:00 AM - 11:00 PM, Tue: 06:00 AM
  • Mid-scale Suburban property
More Photos Pool image of Hartford Marriott Farmington
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Trumbull Marriott Shelton - Trumbull 180 Hawley Ln, Trumbull, CT 06611
Call Us
~20.73 miles south of Middlebury
  • Pool details: The Trumbull Marriott has an indoor pool and seasonal outdoor pool. Also in the indoor pool area is a whirlpool spa and 2 work out rooms. On the Rox is a seasonal bar and grill by the outdoor pool.
  • Midscale Suburban hotel
More Photos Pool image of Trumbull Marriott Shelton
From$93
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites : 30 Frontage Rd. 30 Frontage Rd., East Haven, CT 06512
Call Us
~21.32 miles southeast of Middlebury
  • Pool available: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury Five Star Suburban hotel
More Photos Pool image of Home2 Suites
From$150
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel 278 Old Gate Lane, Milford, CT 06460
Call Us
~21.32 miles south of Middlebury
  • Includes a pool: Whether it's freezing cold or blazing hot outside you can relax in our indoor pool which features the Roll A Cover system! With this system, when the weather allows, we can open the roof and walls to our pool to give an outdoor experience in an indoor pool! Truly unique, truly amazing and the Holiday Inn Express & Suites Milford Ct is the only hotel in Milford Ct with this incredible feature!
  • Economy Highway property
More Photos Pool image of Holiday Inn Express & Suites Milford An Ihg Hotel
From$104
Average 3.0 /5 Read Reviews Call BookMore Details
Ethan Allen Hotel : 21 Lake Ave. Ext 21 Lake Ave. Ext, Danbury, CT 06811
Call Us
~21.34 miles west of Middlebury
  • Pool available: Our outdoor pool is open Memorial day through labor day.
  • 3-star Suburban property
More Photos Photo of Ethan Allen Hotel Pool
From$85
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Milford : 291 Old Gate Ln 291 Old Gate Ln, Milford, CT 06460
Call Us
~21.37 miles south of Middlebury
  • Has swimming pool: Indoor pool 5AM - 10PM
  • Affordable Suburban property
More Photos Swimming pool at Hilton Garden Inn Milford
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Farmington 1583 Southeast Rd., Farmington, CT 06032
Call Us
~22.36 miles northeast of Middlebury
  • Has swimming pool: Indoor pool
  • Three Star Suburban property
More Photos Pool image of Courtyard by Marriott Farmington
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Branford New Haven by IHG in Branford 309 East Main St., Branford, CT 06405
Call Us
~23.94 miles southeast of Middlebury
  • Pool in hotel
  • Midscale Suburban hotel
More Photos Pool image of Holiday Inn Express Branford New Haven by IHG
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South 685 Cromwell Ave., Rocky Hill, CT 06067
Call Us
~24.05 miles east of Middlebury
  • Includes a pool: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn & Suites Rocky Hill - Hartford South
From$105
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill in Rocky Hill 680 Cromwell Ave., Rocky Hill, CT 06067
Call Us
~24.14 miles east of Middlebury
  • Pool details: Indoor
  • Affordable Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Hartford Rocky Hill
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Suites : 1500 South Ave. 1500 South Ave., Stratford, CT 06615
Call Us
~24.25 miles south of Middlebury
  • Pool in hotel: 6AM to 10PM indoor pool @ 30x18"
  • 3-star Suburban property
More Photos Swimming pool at Quality Suites
From$87
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon : 55 Simsbury Rd. 55 Simsbury Rd., Avon, CT 06001
Call Us
~24.39 miles northeast of Middlebury
  • Includes a pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Affordable Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Hartford Avon
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn at Middletown in Middletown 70 Main St., Middletown, CT 06457
Call Us
~24.42 miles east of Middlebury
  • Pool details: 6:00am - 10:00pm Indoor Pool
  • Three Star Downtown hotel
More Photos Pool image of Inn at Middletown
From$99
Very Good 4.5 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford/New Haven 3 Business Park Dr., Branford, CT 06405
Call Us
~24.61 miles southeast of Middlebury
  • Pool in hotel: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Two-star Suburban hotel
More Photos Pool image of Baymont by Wyndham Branford/New Haven
From$60
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Hartford South Hotel 100 Capital Blvd., Rocky Hill, CT 06067
Call Us
~24.67 miles east of Middlebury
  • Pool in hotel: Indoor heated pool and spa. Complimentary use for overnight guest. Hours: 5:00 AM - 10:00 PM Pool Type: Heated, indoor saline (no chlorine) pool Depth: 3ft - 5ft, or .5m-1.5m Handicap Accessible: Yes, our pool features an ADA lift
  • Four star Suburban property
More Photos Pool image of Sheraton Hartford South Hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hartford South Rocky Hill by IHG 20 Waterchase Dr., Rocky Hill, CT 06067
Call Us
~26.03 miles east of Middlebury
  • Has swimming pool: Seasonal Outdoor Pool Open Memorial Day Weekend - Labor Day Weekend. Weather Permitted. Open 9am-9pm.
  • 2-star Suburban property
More Photos Photo of Holiday Inn Express Hartford South Rocky Hill by IHG Pool
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford in Wethersfield 1330 Silas Deane Highway, Wethersfield, CT 06109
Call Us
~26.18 miles east of Middlebury
  • Pool in hotel: Indoor pool with hot tub.
  • Mid-scale Highway hotel
More Photos Swimming pool at Comfort Inn Wethersfield Hartford
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Hartford Hotel & Suites 185 Brainard Rd., Hartford, CT 06114
Call Us
~27.41 miles northeast of Middlebury
  • Includes a pool: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • Mid-scale Downtown hotel
More Photos Pool image of Best Western Hartford Hotel & Suites
From$77
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford 351 Pitkin St., East Hartford, CT 06108
Call Us
~28.54 miles northeast of Middlebury
  • Includes a pool: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • Three Star Downtown property
More Photos Photo of Hampton Inn & Suites Hartford / East Hartford Pool
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury 85 Glastonbury Blvd., Glastonbury, CT 06033
Call Us
~28.94 miles east of Middlebury
  • Includes a pool: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • Mid-scale Suburban property
More Photos Pool image of Hilton Garden Inn Hartford South / Glastonbury
From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott East Hartford - East Hartford 363b Roberts St., East Hartford, CT 06108
Call Us
~30.36 miles northeast of Middlebury
  • Pool in hotel: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • 3-star Highway property
More Photos Photo of Towneplace Suites by Marriott East Hartford Pool
From$65
Poor 2.5 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites East Hartford 363a Roberts St., East Hartford, CT 06108
Call Us
~30.38 miles northeast of Middlebury
  • Pool available: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • Three Star Highway hotel
More Photos hotel room
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor - Windsor 100 Dunfey Lane, Windsor, CT 06095
Call Us
~32.25 miles northeast of Middlebury
  • Pool in hotel: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Mid-scale Highway property
More Photos Pool image of Residence Inn by Marriott Hartford Windsor
From$96
Average 3.0 /5 Reviews Call BookMore Details
Norwalk Inn & Conference Center - Norwalk 99 East Ave., Norwalk, CT 06851
Call Us
~32.50 miles southwest of Middlebury
  • Pool in hotel: Seasonal, salt water pool. Additional fees may apply.
  • High end Suburban property
More Photos Pool image of Norwalk Inn & Conference Center
From$66
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt House Hartford North / Windsor - Windsor 200 Corporate Dr., Windsor, CT 06095
Call Us
~32.85 miles northeast of Middlebury
  • Includes a pool: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Mid-scale Suburban hotel
More Photos Photo of Hyatt House Hartford North / Windsor Pool
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details

Next: Show All Available Middlebury Hotels with Pricing
Back to Top