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.
Planning group travel? Get Middlefield MA Group Hotel Rates

Middlefield Hotels with Outdoor or Indoor Pools

Hilton Garden Inn Lenox 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
  • Has swimming pool: Indoor heated pool/hot tub
  • Affordable Suburban hotel
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From$95
Very good 4.0 /5 Recent 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
  • Has swimming pool: Indoor - Pool
  • Inexpensive property
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From$145
Very good 4.0 /5 Reviews Call BookMore Details
Berkshire Mountain Lodge
+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
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Two star Mountain property
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From$125
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee
+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 in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3 star Mountain hotel
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From$89
Very good 4.0 /5 Hotel 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!
  • Affordable Resort property
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From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Vacation Village in The Berkshires - Lanesborough
+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
  • Includes a 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 Review Score Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
115a Conz St., Northampton, MA 01060 +1-888-897-9207 ~19.98 miles east of Middlefield
  • We have a pool ready for use
  • 3-star property
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From$99
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
117 Conz St., Northampton, MA 01060 +1-888-311-4278 ~20.03 miles east of Middlefield
  • Pool details: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • 2-star Highway hotel
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From$85
Average 3.0 /5 Review Score Call BookMore Details
Club Wyndham Bentley Brook in Hancock
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 +1-888-469-4795 ~20.06 miles northwest of Middlefield
  • Includes a pool: Indoor/Outdoor Pool Hot tub
  • 3-star Mountain hotel
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From$90
Very good 4.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 +1-888-734-9421 ~20.23 miles northwest of Middlefield
  • Pool available: 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 Read Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 +1-888-841-5292 ~20.98 miles east of Middlefield
  • Pool available: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Three Star Suburban property
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From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
D. Hotel Suites & Spa in Holyoke
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1 Country Club Rd., Holyoke, MA 01040 +1-888-455-5160 ~21.53 miles east of Middlefield
  • Pool details: Relax in our heated indoor pool and whirlpool.
  • 3 star Highway hotel
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From$89
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke - Holyoke
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-965-8297 ~22.53 miles southeast of Middlefield
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Three Star Suburban property
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From$109
Very good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 +1-888-906-6358 ~22.60 miles east of Middlefield
  • Pool details: Heated Indoor Pool open from 7am - 9pm daily.
  • Three Star Suburban hotel
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From$140
Average 3.0 /5 Read Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection - North Adams
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
40 Main St., North Adams, MA 01247 +1-888-749-6785 ~24.71 miles north of Middlefield
  • Includes a pool: 5am-10pm Indoor
  • 3 star Downtown hotel
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From$136
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-878-9982

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1150 Riverdale St., West Springfield, MA 01089 +1-888-878-9982 ~24.77 miles southeast of Middlefield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Inexpensive Suburban hotel
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 +1-888-389-4485 ~24.84 miles southeast of Middlefield
  • Pool details: Indoor pool and whirlpool open daily from 7am-10pm
  • Economy Suburban property
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From$129
Average 3.0 /5 Read Reviews Call BookMore Details
The Porches Inn at Mass Moca in North Adams
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 +1-888-389-4121 ~24.95 miles north of Middlefield
  • Pool in hotel: 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
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 +1-888-675-2083 ~25.40 miles east of Middlefield
  • Pool available: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Three Star Suburban hotel
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From$109
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr.
+1-800-716-8490

How should we direct your call?

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
  • Includes a pool: Indoor pool Pool Hours 6am to 11pm
  • Mid-scale Highway property
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From$99
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Springfield West Inn
+1-800-805-5223

How should we direct your call?

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 ready for use
  • 3-star property
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From$74
Average 3.0 /5 Latest Reviews Call BookMore Details
Maple Terrace Motel : 555 Main St.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 +1-888-965-1860 ~26.41 miles north of Middlefield
  • Pool available: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low priced Rural property
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From$59
Very good 4.0 /5 Recent 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
1090 Main St., Williamstown, MA 01267 +1-888-788-5576 ~27.05 miles northwest of Middlefield
  • Includes a pool: Indoor heated pool and hot tub.
  • Expensive Suburban property
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From$95
Very good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta by Wyndham in Springfield
+1-888-897-9207

How should we direct your call?

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
  • Includes a pool: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Three Star Downtown property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Springfield Downtown : 145 State St.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 +1-888-311-4278 ~27.78 miles southeast of Middlefield
  • Has swimming pool: Indoor heated pool
  • 3-star hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
MGM Springfield
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 Mgm Way, Springfield, MA 01103 +1-888-469-4795 ~27.85 miles southeast of Middlefield
  • Has swimming pool: Outdoor Pool open 9am - 9pm, seasonally
  • Four star Downtown property
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From$130
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
+1-888-734-9421

How should we direct your call?

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.
  • 3 star Airport property
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From$85
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites Marriott Airport : 225 Ella Grasso Turnpike
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-841-5292 ~33.79 miles southeast of Middlefield
  • Includes a pool: Small indoor heated pool. Not big enough for large groups of people.
  • Mid-scale Airport hotel
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From$95
Very good 4.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Windsor Locks Bradley Arpt by IHG - Windsor Locks
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
149 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-455-5160 ~34.07 miles southeast of Middlefield
  • Has swimming pool: Indoor Pool
  • 2-star Airport property
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From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Airport in Windsor Locks
+1-888-965-8297

How should we direct your call?

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
  • Pool available: Seasonal-Outdoor
  • Low priced Airport property
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From$45
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Windsor Locks, CT - Hartford in Windsor
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3 National Dr., Windsor, CT 06096 +1-888-906-6358 ~34.18 miles southeast of Middlefield
  • Includes a pool
  • 2 star hotel
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From$60
Poor 2.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Hartford Airport in Windsor Locks
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2 Loten Dr., Windsor Locks, CT 06096 +1-888-749-6785 ~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
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From$95
Very good 4.0 /5 Hotel Reviews Call BookMore Details
DoubleTree by Hilton Hartford - Bradley Airport - Windsor Locks
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
16 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-878-9982 ~34.46 miles southeast of Middlefield
  • Pool in hotel: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • Midscale Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hartford/Airport : 2168 Poquonock Ave.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
2168 Poquonock Ave., Windsor, CT 06095 +1-888-389-4485 ~34.69 miles southeast of Middlefield
  • Pool available: 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 6:00 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.
  • Three Star Airport hotel
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From$82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1 Day Hill Rd., Windsor, CT 06095 +1-888-389-4121 ~35.39 miles southeast of Middlefield
  • With a pool!
  • Affordable Downtown hotel
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From$219
Very good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport : 260 Main St.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
260 Main St., East Windsor, CT 06088 +1-888-675-2083 ~36.14 miles southeast of Middlefield
  • Has swimming pool: Indoor Pool/ open from 5:30AM-11:00PM
  • Mid-scale Suburban property
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From$40
Average 3.0 /5 Hotel Reviews Call BookMore Details
The White House Inn : 178 Vt 9 East
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 +1-800-716-8490 ~36.49 miles north of Middlefield
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain property
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From$75
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 +1-800-805-5223 ~36.69 miles west of Middlefield
  • Pool details: We have an indoor pool and a spa.
  • 3 star Suburban hotel
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From$117
Very good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites East Greenbush Albany : 99 Miller Rd.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
99 Miller Rd., Castleton, NY 12033 +1-888-965-1860 ~37.49 miles west of Middlefield
  • Pool available: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3-star Highway hotel
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From$87
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Hartford North / Windsor : 200 Corporate Dr.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
200 Corporate Dr., Windsor, CT 06095 +1-888-788-5576 ~37.50 miles southeast of Middlefield
  • Has swimming pool: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Mid-scale Suburban hotel
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From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon in Avon
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
55 Simsbury Rd., Avon, CT 06001 +1-888-897-9207 ~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 Recent Reviews Call BookMore Details
Residence Inn by Marriott Hartford/Windsor in Windsor
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
100 Dunfey Lane, Windsor, CT 06095 +1-888-311-4278 ~38.40 miles southeast of Middlefield
  • Includes a pool: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • 3-star Highway property
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From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Bennington
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 +1-888-469-4795 ~39.35 miles north of Middlefield
  • Pool in hotel: Outdoor, seasonal
  • Low priced Suburban property
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From$36
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Albany-East Greenbush : 25 Hampton Inn Dr.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
25 Hampton Inn Dr., East Greenbush, NY 12061 +1-888-734-9421 ~39.80 miles west of Middlefield
  • Pool details: Indoor heated pool open 7am-10pm
  • Midscale Suburban hotel
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From$109
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Bennington
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 +1-888-841-5292 ~40.03 miles north of Middlefield
  • Pool in hotel: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Affordable Mountain hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western New Baltimore Inn - West Coxsackie
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192 +1-888-455-5160 ~41.59 miles west of Middlefield
  • Includes a pool
  • 3-star Rural hotel
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mountaineer Inn
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 +1-888-965-8297 ~42.78 miles north of Middlefield
  • Has swimming 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
Average 3.0 /5 Hotel Reviews Call BookMore Details
Four Points by Sheraton
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3 Mount Hope Way, Albany, NY 12202 +1-888-906-6358 ~42.86 miles west of Middlefield
  • Pool in hotel: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3-star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 +1-888-749-6785 ~43.17 miles northeast of Middlefield
  • Pool in hotel: Indoor pool/ open 5am-11pm
  • Three Star Suburban property
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From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
TownePlace Suites by Marriott Albany Downtown/Medical Center - Albany
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
22 Holland Ave., Albany, NY 12209 +1-888-878-9982 ~43.65 miles west of Middlefield
  • Pool in hotel: Heated indoor pool is open 6 am to 10 pm daily.
  • 3 star Downtown hotel
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From$90
Very good 4.0 /5 Reviews Call BookMore Details
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