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.

Middlebury Hotels with Outdoor or Indoor Pools

Wyndham Southbury
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1284 Strongtown Rd., Southbury, CT 06488 +1-888-389-4121 ~3.38 miles southwest of Middlebury
  • Pool details: Indoor Pool
  • Affordable Mountain property
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From$79
Average 3.5 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown in Waterbury
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
63 Grand St., Waterbury, CT 06702 +1-888-675-2083 ~4.27 miles east of Middlebury
  • Has swimming pool: 6am to 11pm 25ft indoor heated pool
  • 3-star Downtown property
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From$87
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Waterbury
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
777 Chase Pkwy., Waterbury, CT 06708 +1-800-716-8490 ~2.52 miles east of Middlebury
  • Our hotel comes with a pool
  • Midscale Suburban hotel
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From$79
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Heritage Hotel, Golf, Spa & Conf Ctr, BW Premier Collection - Southbury
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
522 Heritage Rd., Southbury, CT 06488 +1-800-805-5223 ~6.20 miles west of Middlebury
  • Has swimming pool: 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
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From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel : 120 Laning St.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
120 Laning St., Southington, CT 06489 +1-888-965-1860 ~14.47 miles east of Middlebury
  • Pool available: Outdoor pool. The hours are 6AM-10PM.
  • Midscale Suburban property
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From$60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hamden Hotel & Suites New Haven
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2260 Whitney Ave., Hamden, CT 06518 +1-888-788-5576 ~15.46 miles southeast of Middlebury
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
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From$45
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn North Haven
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 +1-888-897-9207 ~16.67 miles southeast of Middlebury
  • Includes a pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Mid-scale Suburban property
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From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
116 Newtown Rd., Danbury, CT 06810 +1-888-311-4278 ~16.97 miles west of Middlebury
  • Pool in hotel: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Midscale Highway hotel
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From$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Plainville
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
400 New Britain Ave., Plainville, CT 06062 +1-888-469-4795 ~17.40 miles northeast of Middlebury
  • Pool in hotel: Indoor pool open 7am to 10pm
  • Midscale Highway property
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From$92
Very good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Danbury Bethel
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
80 Newtown Rd., Danbury, CT 06810 +1-888-734-9421 ~17.57 miles west of Middlebury
  • Pool in hotel: Seasonal Outdoor Pool
  • 3-star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton Shelton - Shelton
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
695 Bridgeport Ave., Shelton, CT 06484 +1-888-841-5292 ~17.84 miles south of Middlebury
  • Has swimming pool: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • 3-star Suburban hotel
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From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Shelton in Shelton
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
780 Bridgeport Ave., Shelton, CT 06484 +1-888-455-5160 ~18.07 miles south of Middlebury
  • Has swimming pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Midscale Suburban hotel
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From$85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 +1-888-965-8297 ~18.30 miles east of Middlebury
  • Has swimming pool
  • 3 star Suburban hotel
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From$105
Very good 4.5 /5 Reviews Call BookMore Details
Hyatt House Shelton
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
830 Bridgeport Ave., Shelton, CT 06484 +1-888-906-6358 ~18.34 miles south of Middlebury
  • Includes a pool: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Three Star Suburban hotel
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From$94
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden in Wallingford
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 +1-888-749-6785 ~18.65 miles east of Middlebury
  • Includes a pool: Indoor Salt Water Pool
  • Affordable Suburban hotel
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From$63
Very good 4.0 /5 Review Score Call BookMore Details
New Haven Hotel - New Haven
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
229 George St., New Haven, CT 06510 +1-888-878-9982 ~18.66 miles southeast of Middlebury
  • Pool details: We do not have a pool.
  • Three Star Downtown hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Berlin Meriden
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
2387 Berlin Turnpike, Berlin, CT 06037 +1-888-389-4485 ~18.97 miles east of Middlebury
  • Pool in hotel: Large outdoor pool. Hours from 7am - 10pm.
  • Cheap hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn Shelton Fairfield County
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1001 Bridgeport Ave., Shelton, CT 06484 +1-888-389-4121 ~19.07 miles south of Middlebury
  • Pool in hotel: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • 3 star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus New England Inn & Suites
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2253 Berlin Turnpike, Berlin, CT 06037 +1-888-675-2083 ~19.08 miles east of Middlebury
  • Pool in hotel: 20,000 Gallon heated indoor pool.
  • Affordable Suburban hotel
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From$68
Very good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven - New Haven
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 +1-800-716-8490 ~19.52 miles southeast of Middlebury
  • Has a pool!
  • Affordable Downtown hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven : 490 Saw Mill Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
490 Saw Mill Rd., West Haven, CT 06516 +1-800-805-5223 ~19.81 miles southeast of Middlebury
  • Pool in hotel: from 6am-10pm daily.
  • Mid-scale Highway hotel
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From$76
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford - Orange
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
136 Marsh Hill Rd., Orange, CT 06477 +1-888-965-1860 ~20.18 miles south of Middlebury
  • Pool details: Outdoor Seasonal Pool and Fire pit
  • Three Star Suburban property
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From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Trumbull Marriott Shelton in Trumbull
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
180 Hawley Ln, Trumbull, CT 06611 +1-888-788-5576 ~20.73 miles south of Middlebury
  • Has swimming pool: 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.
  • Affordable Suburban property
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From$93
Very good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2 Farm Glen Blvd., Farmington, CT 06032 +1-888-897-9207 ~21.25 miles northeast of Middlebury
  • Pool available: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • 3 star Suburban hotel
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Home2 Suites
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 +1-888-311-4278 ~21.32 miles southeast of Middlebury
  • Includes a pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury 5-star Suburban hotel
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From$150
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel : 278 Old Gate Lane
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 +1-888-469-4795 ~21.32 miles south of Middlebury
  • Has swimming 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!
  • Cheap Highway hotel
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From$104
Average 3.0 /5 Read Reviews Call BookMore Details
Ethan Allen Hotel
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
21 Lake Ave. Ext, Danbury, CT 06811 +1-888-734-9421 ~21.34 miles west of Middlebury
  • Pool details: Our outdoor pool is open Memorial day through labor day.
  • 3 star Suburban hotel
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From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
4 Sebethe Dr., Cromwell, CT 06416 +1-888-841-5292 ~21.92 miles east of Middlebury
  • Pool in hotel: Indoor Pool, saunas.
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Farmington in Farmington
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1583 Southeast Rd., Farmington, CT 06032 +1-888-455-5160 ~22.36 miles northeast of Middlebury
  • Pool available: Indoor pool
  • 3-star Suburban property
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From$59
Very good 4.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Danbury An Ihg Hotel - Danbury
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
18 Old Ridgebury Rd., Danbury, CT 06810 +1-888-965-8297 ~22.79 miles west of Middlebury
  • Pool in hotel: Indoor heated salt water filtrated pool. Hours are from 6am-11pm.
  • Midscale Suburban hotel
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From$60
Very good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites By Marriott - Danbury : 30 Old Ridgebury Rd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
30 Old Ridgebury Rd., Danbury, CT 06810 +1-888-906-6358 ~22.86 miles west of Middlebury
  • We have a pool ready for use
  • 3-star Suburban property
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Danbury - Danbury
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
119 Mill Plain Rd., Danbury, CT 06811 +1-888-749-6785 ~23.14 miles west of Middlebury
  • Has swimming pool: Indoor heated pool
  • Mid-scale Suburban property
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From$89
Very good 4.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
685 Cromwell Ave., Rocky Hill, CT 06067 +1-888-878-9982 ~24.05 miles east of Middlebury
  • Pool details: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Affordable Suburban property
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From$105
Very good 4.5 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill in Rocky Hill
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
680 Cromwell Ave., Rocky Hill, CT 06067 +1-888-389-4485 ~24.14 miles east of Middlebury
  • Pool in hotel: Indoor
  • 3 star Suburban hotel
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From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Suites - Stratford
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 +1-888-389-4121 ~24.25 miles south of Middlebury
  • Pool in hotel: 6AM to 10PM indoor pool @ 30x18"
  • Midscale Suburban property
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From$87
Very good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon : 55 Simsbury Rd.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
55 Simsbury Rd., Avon, CT 06001 +1-888-675-2083 ~24.39 miles northeast of Middlebury
  • Pool in hotel: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Three Star Suburban property
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From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Inn at Middletown in Middletown
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 +1-800-716-8490 ~24.42 miles east of Middlebury
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • Midscale Downtown property
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From$99
Very good 4.5 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 +1-800-805-5223 ~24.61 miles southeast of Middlebury
  • Includes a pool: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Cheap Suburban property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Sheraton Hartford South Hotel
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
100 Capital Blvd., Rocky Hill, CT 06067 +1-888-965-1860 ~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 hotel
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From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Bridgeport Trumbull Fairfield An Ihg Hotel
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1070 Main St., Bridgeport, CT 06604 +1-888-788-5576 ~24.80 miles south of Middlebury
  • Pool available: Our indoor pool is open from 7am-10pm year-round.
  • 3-star Downtown property
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From$95
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1330 Silas Deane Highway, Wethersfield, CT 06109 +1-888-897-9207 ~26.18 miles east of Middlebury
  • Pool in hotel: Indoor pool with hot tub.
  • Midscale Highway hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Hartford Hotel & Suites - Hartford
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
185 Brainard Rd., Hartford, CT 06114 +1-888-311-4278 ~27.41 miles northeast of Middlebury
  • Pool in hotel: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • Three Star Downtown property
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From$77
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Marriott Hartford Downtown : 200 Columbus Blvd.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
200 Columbus Blvd., Hartford, CT 06103 +1-888-469-4795 ~28.07 miles northeast of Middlebury
  • We have a pool
  • High end Downtown hotel
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From$169
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford : 351 Pitkin St.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
351 Pitkin St., East Hartford, CT 06108 +1-888-734-9421 ~28.54 miles northeast of Middlebury
  • Pool in hotel: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • Midscale Downtown hotel
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury - Glastonbury
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
85 Glastonbury Blvd., Glastonbury, CT 06033 +1-888-841-5292 ~28.94 miles east of Middlebury
  • Includes a pool: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • Affordable Suburban property
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From$129
Very good 4.5 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton-Hartford South-Glastonbury, CT in Glastonbury
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
65 Glastonbury Blvd., Glastonbury, CT 06033 +1-888-455-5160 ~29.01 miles east of Middlebury
  • Has swimming pool: 9AM to 9PM, outdoor seasonal pool
  • 3-star Suburban property
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From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield / Towneplace Suites Hartford
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
363 Roberts St., East Hartford, CT 06108 +1-888-965-8297 ~30.38 miles northeast of Middlebury
  • Includes a pool: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • Mid-scale Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Norwalk
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
560 Main Ave., Norwalk, CT 06851 +1-888-906-6358 ~30.45 miles southwest of Middlebury
  • Has swimming pool: Indoor pool 7AM-10PM
  • Midscale Suburban hotel
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From$68
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford/Windsor in Windsor
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
100 Dunfey Lane, Windsor, CT 06095 +1-888-749-6785 ~32.25 miles northeast of Middlebury
  • Pool in hotel: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • 3-star Highway property
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From$96
Average 3.0 /5 Guest Reviews Call BookMore Details
Norwalk Inn & Conference Center : 99 East Ave.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
99 East Ave., Norwalk, CT 06851 +1-888-878-9982 ~32.50 miles southwest of Middlebury
  • Includes a pool: Seasonal, salt water pool. Additional fees may apply.
  • 4-star Suburban property
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From$66
Very good 4.0 /5 Review Score Call BookMore Details
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