Middlefield Hotels with Pools - Outdoor/Indoor Pools in Middlefield MA

Middlefield 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 Middlefield, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Middlefield Massachusetts hotel and motel rooms for children. Review the list of Middlefield hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Middlefield Hotels with Outdoor or Indoor Pools

Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-389-4121 ~13.40 miles west of Middlefield
  • Pool in hotel: Indoor heated pool/hot tub
  • Three Star Suburban hotel
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From$95
Very Good 4.0 /5 Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham - Lenox
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 +1-888-675-2083 ~13.42 miles west of Middlefield
  • Includes a pool
  • 2-star property
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From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 +1-800-716-8490 ~14.17 miles west of Middlefield
  • Pool in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Midscale Mountain hotel
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From$89
Very Good 4.0 /5 Review Score Call BookMore Details
The Red Lion Inn : 30 Main St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262 +1-800-805-5223 ~15.83 miles west of Middlefield
  • Includes a pool: Year-round pool & hot tub. Our fabulous heated lap pool and hot-tub are open all year, and located right in the center of our property. In the summer months, enjoy the historic pool house with a cocktail and a rousing game of ping pong!
  • 3 star Rural property
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From$229
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 +1-888-965-1860 ~19.52 miles southwest of Middlefield
  • Has a pool!
  • Midscale Resort property
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Club Wyndham Bentley Brook in Albany
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1 Corey Rd., Albany, NY 1237 +1-888-788-5576 ~20.06 miles northwest of Middlefield
  • With a pool!
  • 3 star hotel
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 +1-888-897-9207 ~20.23 miles northwest of Middlefield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain hotel
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From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
D. Hotel Suites & Spa
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Country Club Rd., Holyoke, MA 01040 +1-888-311-4278 ~21.53 miles east of Middlefield
  • Pool in hotel: Relax in our heated indoor pool and whirlpool.
  • 3 star Highway hotel
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst : 9 Greenfield Rd.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 +1-888-469-4795 ~22.16 miles east of Middlefield
  • Pool in hotel: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • 3 star Highway property
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From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke in Holyoke
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-734-9421 ~22.53 miles southeast of Middlefield
  • Pool available: Indoor and heated pool open from 6AM to 10PM
  • 3-star Suburban property
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst : 423 Russell St.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
423 Russell St., Hadley, MA 01035 +1-888-841-5292 ~24.25 miles east of Middlefield
  • Pool available: 6AM-11PM Indoor Pool & Spa
  • Midscale Downtown hotel
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 +1-888-455-5160 ~24.77 miles southeast of Middlefield
  • Pool available: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • 2 star Suburban property
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From$75
Average 3.0 /5 Reviews Call BookMore Details
The Porches Inn at Mass Moca in North Adams
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 +1-888-965-8297 ~24.95 miles north of Middlefield
  • Has swimming pool: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four-star Downtown hotel
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From$199
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-888-906-6358 ~25.47 miles east of Middlefield
  • Pool details: Indoor pool Pool Hours 6am to 11pm
  • Mid-scale Highway hotel
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Springfield West Inn
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 +1-888-749-6785 ~25.55 miles southeast of Middlefield
  • Pool in hotel
  • Mid-scale hotel
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Greenfield - Greenfield
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
184 Shelburne Rd., Greenfield, MA 01301 +1-888-878-9982 ~25.88 miles northeast of Middlefield
  • We have a pool
  • Three Star Suburban property
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From$109
Very Good 4.5 /5 Review Score Call BookMore Details
Maple Terrace Motel - Williamstown
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 +1-888-389-4485 ~26.41 miles north of Middlefield
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Economical Rural hotel
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From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Chicopee, MA - Springfield : 36 Johnny Cake Hollow Rd.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
36 Johnny Cake Hollow Rd., Chicopee, MA 01020 +1-888-389-4121 ~26.94 miles east of Middlefield
  • We have a pool
  • Economy property
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From$60
Poor 2.5 /5 Reviews Call BookMore Details
Sheraton Springfield Monarch Place Hotel - Springfield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1 Monarach Place, Springfield, MA 01144 +1-888-675-2083 ~27.58 miles southeast of Middlefield
  • Has swimming pool: We have a heated indoor pool with a seasonal outdoor sundeck/ patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • High-end Downtown hotel
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From$119
Average 3.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
600 Spring St., Windsor Locks, CT 06096 +1-800-716-8490 ~33.69 miles southeast of Middlefield
  • Has swimming pool: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Mid-scale Airport property
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From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites Marriott Airport
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-800-805-5223 ~33.79 miles southeast of Middlefield
  • Pool details: Small indoor heated pool. Not big enough for large groups of people.
  • Affordable Airport hotel
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From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel - Windsor Locks
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
149 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-965-1860 ~34.07 miles southeast of Middlefield
  • Includes a pool: Indoor Pool
  • Low-priced Airport hotel
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Inn & Suites Airport : 34 Old County Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
34 Old County Rd., Windsor Locks, CT 06096 +1-888-788-5576 ~34.11 miles southeast of Middlefield
  • Pool in hotel: Seasonal-Outdoor
  • Low priced Airport hotel
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From$45
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Windsor Locks, CT - Hartford : 3 National Dr.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
3 National Dr., Windsor, CT 06096 +1-888-897-9207 ~34.18 miles southeast of Middlefield
  • Includes a swimming pool
  • 2 star property
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From$60
Poor 2.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott : 2 Loten Dr.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2 Loten Dr., Windsor Locks, CT 06096 +1-888-311-4278 ~34.46 miles southeast of Middlefield
  • Pool available: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • 3-star Airport property
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From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport in Windsor
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 Day Hill Rd., Windsor, CT 06095 +1-888-469-4795 ~35.39 miles southeast of Middlefield
  • Includes a swimming pool
  • 3-star Downtown hotel
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From$219
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
260 Main St., East Windsor, CT 06088 +1-888-734-9421 ~36.14 miles southeast of Middlefield
  • Pool in hotel: Indoor Pool/ open from 5:30AM-11:00PM
  • 3-star Suburban hotel
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From$40
Average 3.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Windsor Locks
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
383 South Center St., Windsor Locks, CT 06096 +1-888-841-5292 ~36.23 miles southeast of Middlefield
  • Pool details: 9am - 9pm. Indoor heated pool.
  • Mid-scale Airport hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The White House Inn
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 +1-888-455-5160 ~36.49 miles north of Middlefield
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain hotel
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From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 +1-888-965-8297 ~36.69 miles west of Middlefield
  • Pool details: We have an indoor pool and a spa.
  • Midscale Suburban property
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From$117
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites East Greenbush Albany in Castleton
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
99 Miller Rd., Castleton, NY 12033 +1-888-906-6358 ~37.49 miles west of Middlefield
  • Includes a pool: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Midscale Highway hotel
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From$87
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon : 55 Simsbury Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
55 Simsbury Rd., Avon, CT 06001 +1-888-749-6785 ~38.08 miles south of Middlefield
  • Pool available: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Affordable Suburban hotel
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From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford/Windsor
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
100 Dunfey Lane, Windsor, CT 06095 +1-888-878-9982 ~38.40 miles southeast of Middlefield
  • Pool details: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • Midscale Highway hotel
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From$96
Average 3.0 /5 Reviews Call BookMore Details
Cambria Manchester South Windsor
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1000 Long Leaf Lane, South Windsor, CT 06074 +1-888-389-4485 ~41.31 miles southeast of Middlefield
  • Pool details: Indoor Heated Pool
  • Three Star Suburban hotel
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From$89
Average 3.0 /5 Reviews Call BookMore Details
Best Western New Baltimore Inn : 12600 State Route 9w
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192 +1-888-389-4121 ~41.59 miles west of Middlefield
  • Has swimming pool
  • Affordable Rural property
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 +1-888-675-2083 ~43.17 miles northeast of Middlefield
  • Pool details: Indoor pool/ open 6am-11pm
  • Three Star Rural hotel
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Hartford - Hartford
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
315 Trumbull St., Hartford, CT 06103 +1-800-716-8490 ~43.58 miles southeast of Middlefield
  • Has swimming pool: Indoor Swimming Pool and with men's & women saunas.
  • Four-star Downtown property
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From$125
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Hartford Downtown Area : 100 East River Dr.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
100 East River Dr., East Hartford, CT 06108 +1-800-805-5223 ~44.03 miles southeast of Middlefield
  • We have a pool ready for use
  • Three Star Riverfront hotel
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington - Farmington
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2 Farm Glen Blvd., Farmington, CT 06032 +1-888-965-1860 ~44.14 miles south of Middlefield
  • Pool in hotel: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Affordable Suburban property
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford : 351 Pitkin St.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
351 Pitkin St., East Hartford, CT 06108 +1-888-788-5576 ~44.20 miles southeast of Middlefield
  • Pool in hotel: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • Mid-scale Downtown property
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From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Hartford Manchester : 121 Pavilions Dr.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
121 Pavilions Dr., Manchester, CT 06040 +1-888-897-9207 ~44.54 miles southeast of Middlefield
  • Pool in hotel: An indoor heated pool with whirlpool spa, and plenty of fold-out recliners/chair to relax in.
  • 3 star Downtown hotel
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From$98
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Hartford Manchester in Manchester
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
225 Slater St., Manchester, CT 06040 +1-888-311-4278 ~44.55 miles southeast of Middlefield
  • Has swimming pool
  • Mid-scale Suburban hotel
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From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Manchester in Manchester
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
201 Hale Rd., Manchester, CT 06040 +1-888-469-4795 ~44.58 miles southeast of Middlefield
  • Has swimming pool: Seasonal heated outdoor pool
  • 3-star Suburban hotel
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
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