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 - 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 in hotel: Indoor Pool
  • Mid-scale Mountain property
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From$79
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn Waterbury : 777 Chase Pkwy.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
777 Chase Pkwy., Waterbury, CT 06708 +1-888-675-2083 ~2.52 miles east of Middlebury
  • Our hotel comes with a pool
  • 3 star Suburban property
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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
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
522 Heritage Rd., Southbury, CT 06488 +1-800-716-8490 ~6.20 miles west of Middlebury
  • Includes a 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 Read Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
120 Laning St., Southington, CT 06489 +1-800-805-5223 ~14.47 miles east of Middlebury
  • Has swimming pool: Outdoor pool. The hours are 6AM-10PM.
  • Mid-scale Suburban hotel
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From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven : 2260 Whitney Ave.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2260 Whitney Ave., Hamden, CT 06518 +1-888-965-1860 ~15.46 miles southeast of Middlebury
  • Includes a pool: The indoor pool is open from 10am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
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From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus North Haven Hotel
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 +1-888-788-5576 ~16.67 miles southeast of Middlebury
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3-star Suburban hotel
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury - Danbury
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
116 Newtown Rd., Danbury, CT 06810 +1-888-897-9207 ~16.97 miles west of Middlebury
  • Has swimming pool: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3 star Highway hotel
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From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Danbury - Danbury
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
81 Newtown Rd., Danbury, CT 06810 +1-888-311-4278 ~17.39 miles west of Middlebury
  • Pool in hotel: 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 8:00 AM until 10:00 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
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From$89
Very Good 4.0 /5 Review Score 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 available: Indoor pool open 7am to 10pm
  • Three Star Highway hotel
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From$92
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel - Danbury
+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
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton Shelton
+1-888-841-5292

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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 property
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Shelton - 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
  • Includes a pool: Indoor Heated Pool Square Feet-1284 Hours-6am-11pm
  • 3-star Suburban property
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From$85
Very Good 4.0 /5 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
  • Our hotel comes with a pool
  • 3-star Suburban property
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From$105
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hyatt House Shelton in 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
  • Pool available: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3 star Suburban property
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From$94
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Wallingford Meriden
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
100 Miles Dr., Wallingford, CT 06492 +1-888-749-6785 ~18.36 miles east of Middlebury
  • Pool details: Refreshing Outdoor Pool Opened Memorial Day - Labor Day (possibly a few more weeks with warm weather at the hotels discretion)
  • Low-priced Suburban hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden - Wallingford
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 +1-888-878-9982 ~18.65 miles east of Middlebury
  • Pool details: Indoor Salt Water Pool
  • Affordable Suburban hotel
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From$63
Very Good 4.0 /5 Recent Reviews Call BookMore Details
New Haven Hotel : 229 George St.
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
229 George St., New Haven, CT 06510 +1-888-389-4485 ~18.66 miles southeast of Middlebury
  • Pool in hotel: We do not have a pool.
  • Mid-scale Downtown property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Berlin Meriden in Berlin
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2387 Berlin Turnpike, Berlin, CT 06037 +1-888-389-4121 ~18.97 miles east of Middlebury
  • Pool available: Large outdoor pool. Hours from 7am - 10pm.
  • Inexpensive hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn Shelton Fairfield County - Shelton
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1001 Bridgeport Ave., Shelton, CT 06484 +1-888-675-2083 ~19.07 miles south of Middlebury
  • Has swimming pool: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Midscale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Plus New England Inn & Suites
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2253 Berlin Turnpike, Berlin, CT 06037 +1-800-716-8490 ~19.08 miles east of Middlebury
  • Pool in hotel: 20,000 Gallon heated indoor pool.
  • Affordable Suburban property
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From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven in New Haven
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 +1-800-805-5223 ~19.52 miles southeast of Middlebury
  • Pool in hotel
  • 3-star Downtown property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites New Haven - South - West Haven
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
510 Saw Mill Rd., West Haven, CT 06516 +1-888-965-1860 ~19.78 miles southeast of Middlebury
  • Pool in hotel: 6am to 10am
  • Affordable Suburban property
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
490 Saw Mill Rd., West Haven, CT 06516 +1-888-788-5576 ~19.81 miles southeast of Middlebury
  • Includes a pool: from 6am-10pm daily.
  • Mid-scale Highway property
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From$77
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford in Orange
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
136 Marsh Hill Rd., Orange, CT 06477 +1-888-897-9207 ~20.18 miles south of Middlebury
  • Pool details: Outdoor Seasonal Pool and Fire pit
  • 3-star Suburban hotel
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Trumbull Marriott Shelton - Trumbull
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
180 Hawley Ln, Trumbull, CT 06611 +1-888-311-4278 ~20.73 miles south of Middlebury
  • Includes a 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.
  • Mid-scale Suburban property
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From$93
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Hartford Farmington
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 Farm Glen Blvd., Farmington, CT 06032 +1-888-469-4795 ~21.25 miles northeast of Middlebury
  • Pool in hotel: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • 3 star Suburban property
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2 Suites
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 +1-888-734-9421 ~21.32 miles southeast of Middlebury
  • Pool in hotel: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury 5-star Suburban property
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From$150
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 +1-888-841-5292 ~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!
  • Economical Highway property
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From$104
Average 3.0 /5 Guest Reviews Call BookMore Details
Ethan Allen Hotel
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
21 Lake Ave. Ext, Danbury, CT 06811 +1-888-455-5160 ~21.34 miles west of Middlebury
  • Pool in hotel: Our outdoor pool is open Memorial day through labor day.
  • 3-star Suburban property
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From$85
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Milford
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
291 Old Gate Lane, Milford, CT 06460 +1-888-965-8297 ~21.35 miles south of Middlebury
  • Includes a pool: Indoor pool 5AM - 10PM
  • Midscale Suburban property
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From$89
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
4 Sebethe Dr., Cromwell, CT 06416 +1-888-906-6358 ~21.92 miles east of Middlebury
  • Pool available: Indoor Pool, saunas.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard By Marriott Farmington
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1583 Southeast Rd., Farmington, CT 06032 +1-888-749-6785 ~22.36 miles northeast of Middlebury
  • Has swimming pool: Indoor pool
  • Three Star Suburban hotel
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From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites By Marriott - Danbury
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
30 Old Ridgebury Rd., Danbury, CT 06810 +1-888-878-9982 ~22.86 miles west of Middlebury
  • We have a pool ready for use
  • Midscale Suburban hotel
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Danbury
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
119 Mill Plain Rd., Danbury, CT 06811 +1-888-389-4485 ~23.14 miles west of Middlebury
  • Pool in hotel: Indoor heated pool
  • Three Star Suburban property
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From$89
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South - Rocky Hill
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
685 Cromwell Ave., Rocky Hill, CT 06067 +1-888-389-4121 ~24.05 miles east of Middlebury
  • Has swimming pool: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • 3 star Suburban hotel
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From$105
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill in Rocky Hill
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
680 Cromwell Ave., Rocky Hill, CT 06067 +1-888-675-2083 ~24.14 miles east of Middlebury
  • Pool in hotel: Indoor
  • Three Star Suburban hotel
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From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Suites
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 +1-800-716-8490 ~24.25 miles south of Middlebury
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • 3 star Suburban property
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From$87
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
55 Simsbury Rd., Avon, CT 06001 +1-800-805-5223 ~24.39 miles northeast of Middlebury
  • Pool details: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Midscale Suburban property
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Inn at Middletown : 70 Main St.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 +1-888-965-1860 ~24.42 miles east of Middlebury
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • 3-star Downtown hotel
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From$99
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven - Branford
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 +1-888-788-5576 ~24.61 miles southeast of Middlebury
  • Pool details: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • 2 star Suburban hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Hartford South Hotel - Rocky Hill
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
100 Capital Blvd., Rocky Hill, CT 06067 +1-888-897-9207 ~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
  • 4-star Suburban property
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Bridgeport Trumbull Fairfield An Ihg Hotel : 1070 Main St.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1070 Main St., Bridgeport, CT 06604 +1-888-311-4278 ~24.80 miles south of Middlebury
  • Has swimming pool: Our indoor pool is open from 7am-10pm year-round.
  • Mid-scale Downtown hotel
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From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford - Wethersfield
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1330 Silas Deane Highway, Wethersfield, CT 06109 +1-888-469-4795 ~26.18 miles east of Middlebury
  • Has swimming pool: Indoor pool with hot tub.
  • 3 star Highway hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Hartford Hotel & Suites
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
185 Brainard Rd., Hartford, CT 06114 +1-888-734-9421 ~27.41 miles northeast of Middlebury
  • Pool available: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • Midscale Downtown hotel
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From$77
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hartford Downtown - Hartford
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
315 Trumbull St., Hartford, CT 06103 +1-888-841-5292 ~28.01 miles northeast of Middlebury
  • Includes a pool: Indoor Swimming Pool and with men's & women saunas.
  • Expensive Downtown property
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From$125
Average 3.0 /5 Reviews Call BookMore Details
Marriott Hartford Downtown
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
200 Columbus Blvd., Hartford, CT 06103 +1-888-455-5160 ~28.07 miles northeast of Middlebury
  • We have a pool ready for use
  • Expensive Downtown property
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From$169
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford - East Hartford
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
351 Pitkin St., East Hartford, CT 06108 +1-888-965-8297 ~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
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury in Glastonbury
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
85 Glastonbury Blvd., Glastonbury, CT 06033 +1-888-906-6358 ~28.94 miles east of Middlebury
  • Pool available: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • Affordable Suburban property
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From$129
Very Good 4.5 /5 Reviews Call BookMore Details
Homewood Suites by Hilton-Hartford South-Glastonbury, CT : 65 Glastonbury Blvd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
65 Glastonbury Blvd., Glastonbury, CT 06033 +1-888-749-6785 ~29.01 miles east of Middlebury
  • Pool details: 9AM to 9PM, outdoor seasonal pool
  • Mid-scale Suburban hotel
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Norwalk
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
560 Main Ave., Norwalk, CT 06851 +1-888-878-9982 ~30.45 miles southwest of Middlebury
  • Pool details: Indoor pool 7AM-10PM
  • Midscale Suburban hotel
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From$68
Very Good 4.0 /5 Review Score Call BookMore Details
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