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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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 available: Indoor heated pool/hot tub
  • 3-star Suburban property
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From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Yankee Inn
+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
  • Pool details: Indoor - Pool
  • Two-star property
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From$145
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 +1-800-716-8490 ~13.43 miles west of Middlefield
  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • Economical Mountain hotel
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From$125
Very Good 4.5 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 +1-800-805-5223 ~14.17 miles west of Middlefield
  • Pool available: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Mid-scale Mountain hotel
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington
+1-888-965-1860

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249 Stockbridge Rd., Great Barrington, MA 01230 +1-888-965-1860 ~19.52 miles southwest of Middlefield
  • Has a pool!
  • Affordable Resort hotel
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-788-5576 ~19.54 miles northwest of Middlefield
  • Has swimming pool: 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
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-888-897-9207

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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 Review Score Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 +1-888-311-4278 ~20.98 miles east of Middlefield
  • Includes a pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Mid-scale Suburban hotel
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From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst
+1-888-469-4795

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9 Greenfield Rd., South Deerfield, MA 01373 +1-888-469-4795 ~22.16 miles east of Middlefield
  • Has swimming pool: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • Three Star Highway property
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From$57
Average 3.0 /5 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 +1-888-734-9421 ~22.53 miles southeast of Middlefield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban property
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 +1-888-841-5292 ~22.60 miles east of Middlefield
  • Pool in hotel: Heated Indoor Pool open from 7am - 9pm daily.
  • Mid-scale Suburban property
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From$140
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott West Springfield
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 +1-888-455-5160 ~24.49 miles southeast of Middlefield
  • Pool in hotel: Indoor pool open from 6am-12am daily
  • Affordable Highway property
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From$97
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection : 40 Main St.
+1-888-965-8297

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40 Main St., North Adams, MA 01247 +1-888-965-8297 ~24.71 miles north of Middlefield
  • Pool available: 5am-10pm Indoor
  • 3-star Downtown property
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From$136
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+1-888-906-6358

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1150 Riverdale St., West Springfield, MA 01089 +1-888-906-6358 ~24.77 miles southeast of Middlefield
  • Pool available: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • 2-star Suburban hotel
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From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 +1-888-749-6785 ~24.84 miles southeast of Middlefield
  • Pool available: Indoor pool and whirlpool open daily from 7am-10pm
  • Cheap Suburban hotel
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From$129
Average 3.0 /5 Read Reviews Call BookMore Details
The Porches Inn at Mass Moca - North Adams
+1-888-878-9982

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231 River St., North Adams, MA 01247 +1-888-878-9982 ~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.
  • 4-star Downtown hotel
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From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard West Spring Marriott
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
885 Riverdale St., West Springfield, MA 01089 +1-888-389-4485 ~25.06 miles southeast of Middlefield
  • With a pool!
  • Affordable hotel
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+1-888-389-4121

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600 Memorial Dr., Chicopee, MA 01020 +1-888-389-4121 ~25.40 miles east of Middlefield
  • Pool details: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Midscale Suburban property
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee
+1-888-675-2083

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440 Memorial Dr., Chicopee, MA 01020 +1-888-675-2083 ~25.45 miles east of Middlefield
  • Pool in hotel: Indoor Pool. Open 7AM-10PM daily.
  • Affordable hotel
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From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-800-716-8490 ~25.47 miles east of Middlefield
  • Has swimming pool: Indoor pool Pool Hours 6am to 11pm
  • 3-star Highway hotel
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Springfield West Inn
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 +1-800-805-5223 ~25.55 miles southeast of Middlefield
  • We have a pool
  • 3-star hotel
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From$74
Average 3.0 /5 Read Reviews Call BookMore Details
Maple Terrace Motel - Williamstown
+1-888-965-1860

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555 Main St., Williamstown, MA 01267 +1-888-965-1860 ~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.
  • Inexpensive Rural hotel
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From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Williams Inn
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
101 Spring St., Williamstown, MA 01267 +1-888-788-5576 ~26.67 miles north of Middlefield
  • Has swimming pool: Indoor heated pool and hot tub.
  • Four-star Suburban property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta by Wyndham
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
100 Congress St., Springfield, MA 01104 +1-888-897-9207 ~27.09 miles southeast of Middlefield
  • Pool details: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • 3 star Downtown hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Sheraton Springfield
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Monarch Place, Springfield, MA 01144 +1-888-311-4278 ~27.55 miles southeast of Middlefield
  • Pool details: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • 3 star Downtown hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Springfield Downtown
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 +1-888-469-4795 ~27.78 miles southeast of Middlefield
  • Pool details: Indoor heated pool
  • 3-star hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 +1-888-734-9421 ~32.90 miles southeast of Middlefield
  • Pool details: 5:00am- 10:00pm
  • Affordable Airport property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport by IHG
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
600 Spring St., Windsor Locks, CT 06096 +1-888-841-5292 ~33.69 miles southeast of Middlefield
  • Pool in hotel: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Mid-scale Airport hotel
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From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites Marriott Airport in Windsor Locks
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-455-5160 ~33.79 miles southeast of Middlefield
  • Pool details: Small indoor heated pool. Not big enough for large groups of people.
  • Affordable Airport property
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From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Inn & Suites Windsor Locks Bradley Airport in Windsor Locks
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
34 Old County Rd., Windsor Locks, CT 06096 +1-888-965-8297 ~34.11 miles southeast of Middlefield
  • Has swimming pool: Seasonal-Outdoor
  • Low priced Airport property
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From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Hartford Airport - Windsor Locks
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2 Loten Dr., Windsor Locks, CT 06096 +1-888-906-6358 ~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
DoubleTree by Hilton Hartford - Bradley Airport : 16 Ella Grasso Turnpike
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
16 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-749-6785 ~34.46 miles southeast of Middlefield
  • Pool available: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • Three Star Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport : 1 Day Hill Rd.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1 Day Hill Rd., Windsor, CT 06095 +1-888-878-9982 ~35.39 miles southeast of Middlefield
  • Pool in hotel
  • 3 star Downtown hotel
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From$219
Very Good 4.0 /5 Review Score Call BookMore Details
Interlaken Inn
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
74 Interlaken Rd., Lakeville, CT 06039 +1-888-389-4485 ~35.45 miles southwest of Middlefield
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort hotel
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From$179
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
260 Main St., East Windsor, CT 06088 +1-888-389-4121 ~36.14 miles southeast of Middlefield
  • Pool in hotel: Indoor Pool/ open from 5:30AM-11:00PM
  • Affordable Suburban property
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From$40
Average 3.0 /5 Latest Reviews Call BookMore Details
The White House Inn - Wilmington
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 +1-888-675-2083 ~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 Review Score Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 +1-800-716-8490 ~36.69 miles west of Middlefield
  • Includes a pool: We have an indoor pool and a spa.
  • 3-star Suburban hotel
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From$117
Very Good 4.0 /5 Review Score Call BookMore Details
Marriott Hartford/Windsor Airport in Windsor
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
28 Day Hill Rd., Windsor, CT 06095 +1-800-805-5223 ~37.26 miles southeast of Middlefield
  • Pool details: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Three Star Suburban hotel
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt House Hartford North / Windsor
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
200 Corporate Dr., Windsor, CT 06095 +1-888-965-1860 ~37.50 miles southeast of Middlefield
  • Pool in hotel: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • 3 star Suburban hotel
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From$89
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
55 Simsbury Rd., Avon, CT 06001 +1-888-788-5576 ~38.08 miles south of Middlefield
  • Pool in hotel: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Midscale Suburban hotel
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford/Windsor : 100 Dunfey Lane
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
100 Dunfey Lane, Windsor, CT 06095 +1-888-897-9207 ~38.40 miles southeast of Middlefield
  • Pool details: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • Midscale Highway property
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From$96
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Bennington
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 +1-888-311-4278 ~39.35 miles north of Middlefield
  • Includes a pool: Outdoor, seasonal
  • Low priced Suburban hotel
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From$36
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Bennington - Bennington
+1-888-469-4795

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51 Hannaford Sq., Bennington, VT 05201 +1-888-469-4795 ~40.03 miles north of Middlefield
  • Includes a 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 Hotel Reviews Call BookMore Details
Econo Lodge Brattleboro : 515 Canal St.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
515 Canal St., Brattleboro, VT 05301 +1-888-734-9421 ~40.75 miles northeast of Middlefield
  • Has a pool!
  • Two-star Downtown hotel
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From$53
Not Good 1.0 /5 Recent Reviews Call BookMore Details
Mountaineer Inn - Dover
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 +1-888-841-5292 ~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.
  • Cheap Mountain property
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From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro - Brattleboro
+1-888-455-5160

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100 Chickering Dr., Brattleboro, VT 05301 +1-888-455-5160 ~43.17 miles northeast of Middlefield
  • Pool details: Indoor pool/ open 5am-11pm
  • 3-star Suburban hotel
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Colonial Motel And Spa - Brattleboro
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
889 Putney Rd., Brattleboro, VT 05301 +1-888-965-8297 ~43.28 miles northeast of Middlefield
  • Pool available: 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
  • 3 star Rural hotel
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From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 in Brattleboro
+1-888-906-6358

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1186 Putney Rd., Brattleboro, VT 05301 +1-888-906-6358 ~43.88 miles northeast of Middlefield
  • Has swimming pool: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • 2 star Highway property
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington in Farmington
+1-888-749-6785

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2 Farm Glen Blvd., Farmington, CT 06032 +1-888-749-6785 ~44.14 miles south of Middlefield
  • Includes a pool: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Mid-scale Suburban hotel
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford : 351 Pitkin St.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
351 Pitkin St., East Hartford, CT 06108 +1-888-878-9982 ~44.20 miles southeast of Middlefield
  • Pool in hotel: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • 3-star Downtown property
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
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