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 - Pittsfield
+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 ~13.40 miles west of Middlefield
  • Includes a pool: Indoor heated pool/hot tub
  • Mid-scale Suburban hotel
More Photos Photo of Hilton Garden Inn Lenox Pittsfield Pool
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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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 ~13.42 miles west of Middlefield
  • We have a pool
  • Economical property
More Photos Swimming pool at The Yankee, Trademark Collection by Wyndham
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+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 ~14.17 miles west of Middlefield
  • Pool in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Affordable Mountain property
More Photos Photo of Holiday Inn Club Vacations Oak N Spruce Resort Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
The Red Lion Inn
+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 ~15.83 miles west of Middlefield
  • Pool details: 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!
  • Affordable Rural hotel
More Photos Photo of The Red Lion Inn Pool
From$229
Very Good 4.0 /5 Recent 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 ~19.52 miles southwest of Middlefield
  • We have a pool
  • Midscale Resort hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Club Wyndham Bentley Brook in Hancock
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 ~20.06 miles northwest of Middlefield
  • Has swimming pool: Indoor/Outdoor Pool Hot tub
  • Midscale Mountain property
More Photos Photo of Club Wyndham Bentley Brook Pool
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock
+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 ~20.23 miles northwest of Middlefield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Mid-scale Mountain hotel
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Review Score 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 ~21.53 miles east of Middlefield
  • Has swimming pool: Relax in our heated indoor pool and whirlpool.
  • Midscale Highway hotel
More Photos Pool image of D. Hotel Suites & Spa
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst
+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 ~22.16 miles east of Middlefield
  • Pool in hotel: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • Midscale Highway property
More Photos Photo of Red Roof Inn PLUS+ South Deerfield – Amherst Pool
From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 ~22.53 miles southeast of Middlefield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • Midscale Suburban property
More Photos Pool image of Fairfield Inn & Suites by Marriott Springfield Holyoke
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Hadley Amherst
+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 ~24.25 miles east of Middlefield
  • Has swimming pool: 6AM-11PM Indoor Pool & Spa
  • Midscale Downtown hotel
More Photos Pool image of Courtyard by Marriott Hadley Amherst
From$109
Very Good 4.0 /5 Review Score 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 ~24.77 miles southeast of Middlefield
  • Pool details: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Economy Suburban hotel
More Photos Pool image of Quality Inn West Springfield
From$75
Average 3.0 /5 Reviews Call BookMore Details
The Porches Inn at Mass Moca
+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 ~24.95 miles north of Middlefield
  • Pool details: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four-star Downtown hotel
More Photos Pool image of The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Reviews Call BookMore Details
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Hampton Inn Chicopee / Springfield
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 ~25.40 miles east of Middlefield
  • Has swimming pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 ~25.47 miles east of Middlefield
  • Includes a pool: Indoor pool Pool Hours 6am to 11pm
  • Mid-scale Highway hotel
More Photos Swimming pool at Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Best Western Springfield West Inn
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 ~25.55 miles southeast of Middlefield
  • Includes a pool
  • Affordable property
More Photos Swimming pool at Best Western Springfield West Inn
From$76
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Greenfield
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
184 Shelburne Rd., Greenfield, MA 01301 ~25.88 miles northeast of Middlefield
  • Has swimming pool
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Greenfield
From$109
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Maple Terrace Motel in Williamstown
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 ~26.41 miles north of Middlefield
  • Includes a pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Economy Rural hotel
More Photos Photo of Maple Terrace Motel Pool
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Springfield Monarch Place Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1 Monarach Place, Springfield, MA 01144 ~27.58 miles southeast of Middlefield
  • Pool details: 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
  • Four-star Downtown hotel
More Photos Pool image of Sheraton Springfield Monarch Place Hotel
From$119
Average 3.5 /5 Latest Reviews Call BookMore Details
MGM Springfield in Springfield
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1 Mgm Way, Springfield, MA 01103 ~27.85 miles southeast of Middlefield
  • Has swimming pool: Outdoor Pool open 9am - 9pm, seasonally
  • Four-star Downtown property
More Photos Pool image of MGM Springfield
From$130
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
600 Spring St., Windsor Locks, CT 06096 ~33.69 miles southeast of Middlefield
  • Pool available: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Midscale Airport property
More Photos Swimming pool at Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites Marriott Airport : 225 Ella Grasso Turnpike
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~33.79 miles southeast of Middlefield
  • Includes a pool: Small indoor heated pool. Not big enough for large groups of people.
  • 3-star Airport property
More Photos Pool image of Springhill Suites Marriott Airport
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Windsor Locks Bradley Arpt, 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
149 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~34.07 miles southeast of Middlefield
  • Has swimming pool: Indoor Pool
  • Economical Airport hotel
More Photos Pool image of Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Inn & Suites Airport
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
34 Old County Rd., Windsor Locks, CT 06096 ~34.11 miles southeast of Middlefield
  • Has swimming pool: Seasonal-Outdoor
  • Economy Airport property
More Photos Pool image of Econo Lodge Inn & Suites Airport
From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Windsor Locks, CT - Hartford
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3 National Dr., Windsor, CT 06096 ~34.18 miles southeast of Middlefield
  • Includes a pool
  • Two-star hotel
More Photos Swimming pool at Motel 6 Windsor Locks, CT - Hartford
From$60
Poor 2.0 /5 Review Score Call BookMore Details
Fairfield by Marriott : 2 Loten Dr.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 Loten Dr., Windsor Locks, CT 06096 ~34.46 miles southeast of Middlefield
  • Includes a pool: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • 3-star Airport property
More Photos Swimming pool at Fairfield by Marriott
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Day Hill Rd., Windsor, CT 06095 ~35.39 miles southeast of Middlefield
  • Has a pool!
  • Affordable Downtown property
More Photos Pool image of Courtyard By Marriott Hartford/Windsor Airport
From$219
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport - East Windsor
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
260 Main St., East Windsor, CT 06088 ~36.14 miles southeast of Middlefield
  • Pool in hotel: Indoor Pool/ open from 5:30AM-11:00PM
  • 3-star Suburban property
More Photos Swimming pool at Baymont by Wyndham East Windsor Bradley Airport
From$40
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Windsor Locks
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
383 South Center St., Windsor Locks, CT 06096 ~36.23 miles southeast of Middlefield
  • Includes a pool: 9am - 9pm. Indoor heated pool.
  • Midscale Airport property
More Photos Swimming pool at Ramada by Wyndham Windsor Locks
From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley in East Greenbush
+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 ~36.69 miles west of Middlefield
  • Has swimming pool: We have an indoor pool and a spa.
  • 3 star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very Good 4.0 /5 Hotel 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 ~37.49 miles west of Middlefield
  • Pool in hotel: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3 star Highway property
More Photos Swimming pool at Comfort Inn & Suites East Greenbush Albany
From$87
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon
+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 ~38.08 miles south of Middlefield
  • Includes a pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • 3 star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Hartford Avon
From$129
Very Good 4.0 /5 Recent Reviews 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 ~38.40 miles southeast of Middlefield
  • Has swimming pool: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • Three Star Highway hotel
More Photos Photo of Residence Inn by Marriott Hartford / Windsor Pool
From$96
Average 3.0 /5 Reviews Call BookMore Details
Avon Old Farms Hotel : 279 Avon Mountain Rd.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
279 Avon Mountain Rd., Avon, CT 06001 ~38.87 miles south of Middlefield
  • Pool details: Outdoor seasonal pool, open Memorial Day - Labor Day. Hours 10am-8pm (weather permitting). Food and beverage service by the pool. Lovely outdoor setting nestled in a private area.
  • Three Star Rural hotel
More Photos Pool image of Avon Old Farms Hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Bennington
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 ~39.35 miles north of Middlefield
  • Pool available: Outdoor, seasonal
  • Cheap Suburban hotel
More Photos Photo of Best Western Bennington Pool
From$36
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Bennington in Bennington
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 ~40.03 miles north of Middlefield
  • Pool details: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3 star Mountain hotel
More Photos Swimming pool at Hampton Inn Bennington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Cambria Manchester South Windsor
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1000 Long Leaf Lane, South Windsor, CT 06074 ~41.31 miles southeast of Middlefield
  • Pool in hotel: Indoor Heated Pool
  • 3-star Suburban property
More Photos Photo of Cambria Manchester South Windsor Pool
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western New Baltimore Inn in West Coxsackie
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192 ~41.59 miles west of Middlefield
  • We have a pool
  • Midscale Rural property
More Photos Pool image of Best Western New Baltimore Inn
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Mountaineer Inn
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 ~42.78 miles north of Middlefield
  • Pool in hotel: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Two star Mountain hotel
More Photos Swimming pool at Mountaineer Inn
From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro - Brattleboro
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 ~43.17 miles northeast of Middlefield
  • Pool available: Indoor pool/ open 6am-11pm
  • 3-star Rural property
More Photos Pool image of Holiday Inn Express & Suites Brattleboro
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Hartford
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
315 Trumbull St., Hartford, CT 06103 ~43.58 miles southeast of Middlefield
  • Pool available: Indoor Swimming Pool and with men's & women saunas.
  • Expensive Downtown hotel
More Photos Swimming pool at Hilton Hartford
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington - Farmington
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2 Farm Glen Blvd., Farmington, CT 06032 ~44.14 miles south of Middlefield
  • Has swimming pool: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Affordable Suburban hotel
More Photos Swimming pool at Homewood Suites by Hilton Hartford-Farmington
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Conference Center in Brattleboro
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1380 Putney Rd., Brattleboro, VT 05301 ~44.18 miles northeast of Middlefield
  • Pool available: Heated indoor Pool with Excercise Room. Outdoor pool. (seasonal)
  • 3-star Mountain property
More Photos Swimming pool at Quality Inn & Conference Center
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford in East Hartford
+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 ~44.20 miles southeast of Middlefield
  • Pool available: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • Mid-scale Downtown property
More Photos Photo of Hampton Inn & Suites Hartford / East Hartford Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1378 Putney Rd., Brattleboro, VT 05301 ~44.24 miles northeast of Middlefield
  • Pool available: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • Midscale Rural hotel
More Photos Swimming pool at Hampton Inn Brattleboro
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Hartford Manchester : 225 Slater St.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
225 Slater St., Manchester, CT 06040 ~44.55 miles southeast of Middlefield
  • We have a pool
  • 3-star Suburban hotel
More Photos Pool image of Courtyard by Marriott Hartford Manchester
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Hartford Manchester - Manchester
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
201 Hale Rd., Manchester, CT 06040 ~44.58 miles southeast of Middlefield
  • Pool details: Seasonal heated outdoor pool
  • 3 star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Hartford Manchester
From$109
Very Good 4.0 /5 Review Score Call BookMore Details

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