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 in Pittsfield
+1-888-389-4121

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1032 South St., Pittsfield, MA 01201 +1-888-389-4121 ~13.40 miles west of Middlefield
  • Includes a pool: Indoor heated pool/hot tub
  • 3 star Suburban property
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From$95
Very good 4.0 /5 Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr.
+1-888-675-2083

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8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-675-2083 ~13.43 miles west of Middlefield
  • Pool in hotel: Indoor pool & hot tub Open daily 8am-11pm
  • Cheap Mountain property
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From$125
Very good 4.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee
+1-800-716-8490

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190 Meadow St., South Lee, MA 01260 +1-800-716-8490 ~14.17 miles west of Middlefield
  • Has swimming pool: 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 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 +1-800-805-5223 ~19.52 miles southwest of Middlefield
  • We have a pool
  • 3-star Resort hotel
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From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-888-965-1860

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276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-965-1860 ~19.54 miles northwest of Middlefield
  • Pool available: Pool hours 8am - 11pm Vacation Village in the Berkshires has a heated indoor swimming pool inside the clubhouse and a heated outdoor swimming pool located behind the clubhouse. Weather permitting, the outdoor pool is open seasonally from Memorial Day through Labor Day. Poolside lounge chairs are available to our owners and guests on a first-come, first-served basis. Pool towels are provided at each pool.
  • 3-star Mountain property
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From$75
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Jiminy Peak Mountain Resort - Hancock
+1-888-788-5576

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37 Corey Rd., Hancock, MA 01237 +1-888-788-5576 ~20.23 miles northwest of Middlefield
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain property
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From$105
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley
+1-888-897-9207

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24 Bay Rd., Hadley, MA 01035 +1-888-897-9207 ~20.98 miles east of Middlefield
  • Pool details: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Midscale Suburban hotel
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From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst - South Deerfield
+1-888-311-4278

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9 Greenfield Rd., South Deerfield, MA 01373 +1-888-311-4278 ~22.16 miles east of Middlefield
  • Includes a pool: 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 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke : 229 Whiting Farms Rd.
+1-888-469-4795

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229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-469-4795 ~22.53 miles southeast of Middlefield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • 3 star Suburban hotel
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From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-888-734-9421

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237 Russell St., Hadley, MA 01035 +1-888-734-9421 ~22.60 miles east of Middlefield
  • Pool details: Heated Indoor Pool open from 7am - 9pm daily.
  • 3-star Suburban hotel
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From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield in West Springfield
+1-888-841-5292

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64 Border Way, West Springfield, MA 01089 +1-888-841-5292 ~24.49 miles southeast of Middlefield
  • Includes a pool: Indoor pool open from 6am-12am daily
  • 3-star Highway hotel
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From$97
Very good 4.0 /5 Review Score Call BookMore Details
Hotel Downstreet Ascend Hotel Collection in North Adams
+1-888-455-5160

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40 Main St., North Adams, MA 01247 +1-888-455-5160 ~24.71 miles north of Middlefield
  • Pool details: 5am-10pm Indoor
  • Mid-scale Downtown property
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From$136
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn West Springfield in West Springfield
+1-888-965-8297

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1150 Riverdale St., West Springfield, MA 01089 +1-888-965-8297 ~24.77 miles southeast of Middlefield
  • Pool in hotel: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Economical Suburban hotel
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From$75
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Comfort Inn & Suites
+1-888-906-6358

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106 Capital Dr., West Springfield, MA 01089 +1-888-906-6358 ~24.84 miles southeast of Middlefield
  • Includes a pool: Indoor pool and whirlpool open daily from 7am-10pm
  • 2-star Suburban hotel
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From$129
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The Porches Inn at Mass Moca - North Adams
+1-888-749-6785

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231 River St., North Adams, MA 01247 +1-888-749-6785 ~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.
  • Expensive Downtown hotel
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From$199
Very good 4.0 /5 Read Reviews Call BookMore Details
Courtyard West Spring Marriott in West Springfield
+1-888-878-9982

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885 Riverdale St., West Springfield, MA 01089 +1-888-878-9982 ~25.06 miles southeast of Middlefield
  • We have a pool ready for use
  • 3 star property
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From$90
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee
+1-888-389-4485

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600 Memorial Dr., Chicopee, MA 01020 +1-888-389-4485 ~25.40 miles east of Middlefield
  • Includes a pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Mid-scale Suburban hotel
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From$109
Very good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee
+1-888-389-4121

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440 Memorial Dr., Chicopee, MA 01020 +1-888-389-4121 ~25.45 miles east of Middlefield
  • Pool available: Indoor Pool. Open 7AM-10PM daily.
  • Three Star hotel
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From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-888-675-2083

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500 Memorial Dr., Chicopee, MA 01020 +1-888-675-2083 ~25.47 miles east of Middlefield
  • Includes a pool: Indoor pool Pool Hours 6am to 11pm
  • Affordable Highway hotel
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From$99
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Best Western Springfield West Inn
+1-800-716-8490

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429 Riverdale St., West Springfield, MA 01089 +1-800-716-8490 ~25.55 miles southeast of Middlefield
  • Has swimming pool
  • Three Star hotel
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From$74
Average 3.0 /5 Hotel Reviews Call BookMore Details
Maple Terrace Motel
+1-800-805-5223

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555 Main St., Williamstown, MA 01267 +1-800-805-5223 ~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.
  • 2-star Rural hotel
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From$59
Very good 4.0 /5 Reviews Call BookMore Details
The Williams Inn - Williamstown
+1-888-965-1860

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101 Spring St., Williamstown, MA 01267 +1-888-965-1860 ~26.67 miles north of Middlefield
  • Includes a pool: Indoor heated pool and hot tub.
  • 4-star Suburban hotel
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From$125
Average 3.0 /5 Reviews Call BookMore Details
La Quinta by Wyndham
+1-888-788-5576

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100 Congress St., Springfield, MA 01104 +1-888-788-5576 ~27.09 miles southeast of Middlefield
  • Pool in hotel: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Three Star Downtown hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Springfield - Springfield
+1-888-897-9207

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1 Monarch Place, Springfield, MA 01144 +1-888-897-9207 ~27.55 miles southeast of Middlefield
  • Has swimming pool: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Midscale Downtown hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown : 145 State St.
+1-888-311-4278

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145 State St., Springfield, MA 01103 +1-888-311-4278 ~27.78 miles southeast of Middlefield
  • Pool details: Indoor heated pool
  • Mid-scale hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn in Babc2af01bf25d1094cea9b5604bcbb1
+1-888-469-4795

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Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 +1-888-469-4795 ~32.90 miles southeast of Middlefield
  • Pool details: 5:00am- 10:00pm
  • Affordable Airport hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport by IHG
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
600 Spring St., Windsor Locks, CT 06096 +1-888-734-9421 ~33.69 miles southeast of Middlefield
  • Pool available: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Mid-scale Airport property
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From$85
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Springhill Suites Marriott Airport : 225 Ella Grasso Turnpike
+1-888-841-5292

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225 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-841-5292 ~33.79 miles southeast of Middlefield
  • Pool available: 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 Reviews Call BookMore Details
Econo Lodge Inn & Suites Windsor Locks Bradley Airport in Windsor Locks
+1-888-455-5160

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34 Old County Rd., Windsor Locks, CT 06096 +1-888-455-5160 ~34.11 miles southeast of Middlefield
  • Pool in hotel: Seasonal-Outdoor
  • Cheap Airport property
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From$45
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Hartford Airport
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2 Loten Dr., Windsor Locks, CT 06096 +1-888-965-8297 ~34.46 miles southeast of Middlefield
  • Pool available: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • Affordable Airport hotel
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From$95
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport : 1 Day Hill Rd.
+1-888-906-6358

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1 Day Hill Rd., Windsor, CT 06095 +1-888-906-6358 ~35.39 miles southeast of Middlefield
  • Has a pool!
  • 3 star Downtown property
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From$219
Very good 4.0 /5 Recent Reviews Call BookMore Details
Interlaken Inn
+1-888-749-6785

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74 Interlaken Rd., Lakeville, CT 06039 +1-888-749-6785 ~35.45 miles southwest of Middlefield
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Midscale Resort hotel
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From$179
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Baymont by Wyndham East Windsor Bradley Airport
+1-888-878-9982

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260 Main St., East Windsor, CT 06088 +1-888-878-9982 ~36.14 miles southeast of Middlefield
  • Has swimming pool: Indoor Pool/ open from 5:30AM-11:00PM
  • 3-star Suburban property
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From$40
Average 3.0 /5 Guest Reviews Call BookMore Details
The White House Inn
+1-888-389-4485

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178 Vt 9 East, Wilmington, VT 05363 +1-888-389-4485 ~36.49 miles north of Middlefield
  • Includes a pool: Small, shallow indoor pool, open 24 hours a day
  • 4 star Mountain hotel
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr.
+1-888-389-4121

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3 Tech Valley Dr., East Greenbush, NY 12061 +1-888-389-4121 ~36.69 miles west of Middlefield
  • Includes a pool: We have an indoor pool and a spa.
  • Three Star Suburban property
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From$117
Very good 4.0 /5 Review Score Call BookMore Details
Marriott Hartford/Windsor Airport
+1-888-675-2083

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28 Day Hill Rd., Windsor, CT 06095 +1-888-675-2083 ~37.26 miles southeast of Middlefield
  • Pool in hotel: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • 3-star Suburban hotel
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From$90
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt House Hartford North / Windsor
+1-800-716-8490

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200 Corporate Dr., Windsor, CT 06095 +1-800-716-8490 ~37.50 miles southeast of Middlefield
  • Pool details: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Mid-scale Suburban property
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From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon
+1-800-805-5223

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55 Simsbury Rd., Avon, CT 06001 +1-800-805-5223 ~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 property
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From$80
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor - Windsor
+1-888-965-1860

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100 Dunfey Lane, Windsor, CT 06095 +1-888-965-1860 ~38.40 miles southeast of Middlefield
  • Pool in hotel: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • Affordable Highway hotel
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From$96
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Best Western Bennington
+1-888-788-5576

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220 Northside Dr., Bennington, VT 05201 +1-888-788-5576 ~39.35 miles north of Middlefield
  • Pool available: Outdoor, seasonal
  • Two star Suburban property
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From$36
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Bennington in Bennington
+1-888-897-9207

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51 Hannaford Sq., Bennington, VT 05201 +1-888-897-9207 ~40.03 miles north of Middlefield
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3 star Mountain hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Econo Lodge Brattleboro in Brattleboro
+1-888-311-4278

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515 Canal St., Brattleboro, VT 05301 +1-888-311-4278 ~40.75 miles northeast of Middlefield
  • Includes a pool
  • Economical Downtown hotel
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From$53
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Mountaineer Inn
+1-888-469-4795

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270 Handle Rd., Dover, VT 05356 +1-888-469-4795 ~42.78 miles north of Middlefield
  • Includes a pool: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Inexpensive Mountain property
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From$50
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Holiday Inn Express & Suites Brattleboro - Brattleboro
+1-888-734-9421

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100 Chickering Dr., Brattleboro, VT 05301 +1-888-734-9421 ~43.17 miles northeast of Middlefield
  • Includes a pool: Indoor pool/ open 5am-11pm
  • Mid-scale Suburban hotel
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From$79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Colonial Motel And Spa : 889 Putney Rd.
+1-888-841-5292

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889 Putney Rd., Brattleboro, VT 05301 +1-888-841-5292 ~43.28 miles northeast of Middlefield
  • Pool in hotel: INDOOR POOL: Monday-saturday 6am to 9pm Sunday : 8am to 9pm Holiday hours may vary It is 75feet Salt water pool with sauna,hot tub, limited gym equipment and locker room. OUTDOOR POOL: Seasonal. Open till dark.Not heated
  • Affordable Rural property
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From$59
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 - Brattleboro
+1-888-455-5160

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1186 Putney Rd., Brattleboro, VT 05301 +1-888-455-5160 ~43.88 miles northeast of Middlefield
  • Pool details: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • 2 star Highway hotel
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From$79
Very good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington
+1-888-965-8297

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2 Farm Glen Blvd., Farmington, CT 06032 +1-888-965-8297 ~44.14 miles south of Middlefield
  • Pool available: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Three Star Suburban property
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford : 351 Pitkin St.
+1-888-906-6358

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351 Pitkin St., East Hartford, CT 06108 +1-888-906-6358 ~44.20 miles southeast of Middlefield
  • Has swimming pool: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • Three Star Downtown property
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From$89
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Hampton Inn Brattleboro - Brattleboro
+1-888-749-6785

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1378 Putney Rd., Brattleboro, VT 05301 +1-888-749-6785 ~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'
  • Affordable Rural hotel
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From$105
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Homewood Suites by Hilton Hartford Manchester : 109 Pavilions Dr.
+1-888-878-9982

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109 Pavilions Dr., Manchester, CT 06042 +1-888-878-9982 ~44.44 miles southeast of Middlefield
  • Pool in hotel: Indoor Heated Pool and Whirlpool Tub
  • Three Star Suburban hotel
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From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
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