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

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

Sheffield Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 +1-888-389-4121 ~6.69 miles north of Sheffield
  • We have a pool
  • Affordable Resort property
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From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 +1-888-675-2083 ~12.04 miles north of Sheffield
  • Pool details: 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 Reviews Call BookMore Details
Yankee Inn - Lenox
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 +1-800-716-8490 ~20.69 miles north of Sheffield
  • Has swimming pool: Indoor - Pool
  • Economy hotel
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From$145
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-800-805-5223 ~21.02 miles north of Sheffield
  • Pool in hotel: Indoor heated pool/hot tub
  • Midscale Suburban property
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From$95
Very good 4.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-965-1860 ~21.37 miles north of Sheffield
  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • 2-star Mountain hotel
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From$125
Very good 4.5 /5 Guest Reviews Call BookMore Details
Best Western New Baltimore Inn
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192 +1-888-788-5576 ~30.82 miles northwest of Sheffield
  • We have a pool ready for use
  • Three Star Rural property
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From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Club Wyndham Bentley Brook in Hancock
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 +1-888-897-9207 ~30.85 miles north of Sheffield
  • Pool available: Indoor/Outdoor Pool Hot tub
  • 3 star Mountain property
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From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 +1-888-311-4278 ~31.05 miles north of Sheffield
  • 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 Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-469-4795 ~31.82 miles north of Sheffield
  • 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.
  • Affordable Mountain hotel
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From$75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Kingston Ulster  
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1835 Ulster Ave., Lake Katrine, NY 12449 +1-888-734-9421 ~33.63 miles west of Sheffield
  • Has a pool!
  • 3 star Mountain hotel
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From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott in Kingston
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
800 Frank Sottile Blvd., Kingston, NY 12401 +1-888-841-5292 ~33.63 miles west of Sheffield
  • Has swimming pool: Our pool is open from 7 am to 11 pm every day
  • High end Downtown property
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From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
55 Simsbury Rd., Avon, CT 06001 +1-888-455-5160 ~33.86 miles southeast of Sheffield
  • Pool in hotel: 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 Read Reviews Call BookMore Details
Hilton Garden Inn
+1-888-965-8297

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Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 +1-888-965-8297 ~36.33 miles east of Sheffield
  • Pool in hotel: 5:00am- 10:00pm
  • 3 star Airport property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites East Greenbush Albany : 99 Miller Rd.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
99 Miller Rd., Castleton, NY 12033 +1-888-906-6358 ~36.35 miles northwest of Sheffield
  • Pool in hotel: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3-star Highway property
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From$87
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center : 503 Washington Ave.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
503 Washington Ave., Kingston, NY 12401 +1-888-749-6785 ~36.47 miles west of Sheffield
  • Pool in hotel: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Mid-scale Suburban hotel
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From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 +1-888-878-9982 ~36.86 miles northwest of Sheffield
  • Pool available: We have an indoor pool and a spa.
  • 3-star Suburban property
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From$117
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke in Holyoke
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-389-4485 ~36.88 miles east of Sheffield
  • Includes a 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 Latest Reviews Call BookMore Details
Springhill Suites Marriott Airport - Windsor Locks
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-389-4121 ~37.26 miles east of Sheffield
  • Pool details: 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
Residence Inn by Marriott West Springfield : 64 Border Way
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 +1-888-675-2083 ~37.28 miles east of Sheffield
  • Has swimming pool: Indoor pool open from 6am-12am daily
  • 3-star Highway hotel
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From$97
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
600 Spring St., Windsor Locks, CT 06096 +1-800-716-8490 ~37.30 miles east of Sheffield
  • Includes a pool: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Midscale Airport property
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From$85
Very good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Windsor Locks Bradley Arpt by IHG : 149 Ella Grasso Turnpike
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
149 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-800-805-5223 ~37.39 miles east of Sheffield
  • Has swimming pool: Indoor Pool
  • Economy Airport hotel
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From$79
Very good 4.0 /5 Hotel Reviews Call BookMore Details
DoubleTree by Hilton Hartford - Bradley Airport
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
16 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-965-1860 ~37.40 miles east of Sheffield
  • Pool available: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • 3 star Airport property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn West Springfield
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 +1-888-788-5576 ~37.40 miles east of Sheffield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Two star Suburban hotel
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From$75
Average 3.0 /5 Reviews Call BookMore Details
Best Western Springfield West Inn
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 +1-888-897-9207 ~37.45 miles east of Sheffield
  • Includes a swimming pool
  • 3-star hotel
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From$74
Average 3.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Inn & Suites Airport : 34 Old County Rd.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
34 Old County Rd., Windsor Locks, CT 06096 +1-888-311-4278 ~37.52 miles east of Sheffield
  • Includes a pool: Seasonal-Outdoor
  • Cheap Airport property
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From$45
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Hartford/Airport
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2168 Poquonock Ave., Windsor, CT 06095 +1-888-469-4795 ~37.53 miles east of Sheffield
  • 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.
  • 3 star Airport hotel
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From$82
Very good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Hartford Airport
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2 Loten Dr., Windsor Locks, CT 06096 +1-888-734-9421 ~37.57 miles east of Sheffield
  • Has swimming pool: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • Three Star Airport property
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From$95
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 Website +1-888-841-5292 ~37.66 miles east of Sheffield
  • Includes a pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Low priced Suburban hotel
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From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington in Farmington
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2 Farm Glen Blvd., Farmington, CT 06032 +1-888-455-5160 ~38.82 miles southeast of Sheffield
  • Pool details: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Affordable Suburban property
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From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Marriott Hartford / Windsor Airport in Windsor
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
28 Day Hill Rd., Windsor, CT 06095 +1-888-965-8297 ~38.87 miles east of Sheffield
  • Pool in hotel: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Midscale Suburban property
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From$90
Very good 4.0 /5 Reviews Call BookMore Details
La Quinta by Wyndham
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
100 Congress St., Springfield, MA 01104 +1-888-906-6358 ~38.94 miles east of Sheffield
  • Pool details: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Midscale Downtown hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt House Hartford North / Windsor
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
200 Corporate Dr., Windsor, CT 06095 +1-888-749-6785 ~39.02 miles east of Sheffield
  • Pool available: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Affordable Suburban property
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1 Day Hill Rd., Windsor, CT 06095 +1-888-878-9982 ~39.31 miles east of Sheffield
  • Our hotel comes with a pool
  • 3 star Downtown property
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From$219
Very good 4.0 /5 Review Score Call BookMore Details
MGM Springfield
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1 Mgm Way, Springfield, MA 01103 +1-888-389-4485 ~39.36 miles east of Sheffield
  • Pool details: Outdoor Pool open 9am - 9pm, seasonally
  • High end Downtown hotel
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From$130
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 +1-888-389-4121 ~39.43 miles east of Sheffield
  • Pool in hotel: Indoor heated pool
  • 3-star hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford/Windsor in Windsor
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
100 Dunfey Lane, Windsor, CT 06095 +1-888-675-2083 ~39.53 miles east of Sheffield
  • Pool details: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • Mid-scale Highway property
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From$96
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Albany-East Greenbush
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
25 Hampton Inn Dr., East Greenbush, NY 12061 +1-800-716-8490 ~39.59 miles northwest of Sheffield
  • Has swimming pool: Indoor heated pool open 7am-10pm
  • Mid-scale Suburban property
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From$109
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-800-805-5223 ~40.08 miles east of Sheffield
  • Pool available: Indoor pool Pool Hours 6am to 11pm
  • Three Star Highway hotel
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 +1-888-965-1860 ~40.12 miles east of Sheffield
  • Has swimming pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3 star Suburban property
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From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport - East Windsor
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
260 Main St., East Windsor, CT 06088 +1-888-788-5576 ~40.28 miles east of Sheffield
  • Includes a pool: Indoor Pool/ open from 5:30AM-11:00PM
  • Affordable Suburban hotel
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From$40
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Plainville - Plainville
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
400 New Britain Ave., Plainville, CT 06062 +1-888-897-9207 ~40.35 miles southeast of Sheffield
  • Pool in hotel: Indoor pool open 7am to 10pm
  • Three Star Highway hotel
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From$92
Very good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Farmington in Farmington
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1583 Southeast Rd., Farmington, CT 06032 +1-888-311-4278 ~40.84 miles southeast of Sheffield
  • Pool in hotel: Indoor pool
  • 3-star Suburban property
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From$59
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel : 120 Laning St.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
120 Laning St., Southington, CT 06489 +1-888-469-4795 ~41.41 miles southeast of Sheffield
  • Includes a pool: Outdoor pool. The hours are 6AM-10PM.
  • Mid-scale Suburban hotel
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From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 +1-888-734-9421 ~41.48 miles east of Sheffield
  • Pool available: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3 star Suburban hotel
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From$109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Waterbury in Waterbury
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
777 Chase Pkwy., Waterbury, CT 06708 +1-888-841-5292 ~41.55 miles south of Sheffield
  • Includes a swimming pool
  • 3 star Suburban property
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From$79
Very good 4.0 /5 Review Score Call BookMore Details
Four Points by Sheraton : 3 Mount Hope Way
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3 Mount Hope Way, Albany, NY 12202 +1-888-455-5160 ~41.57 miles northwest of Sheffield
  • Has swimming pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
63 Grand St., Waterbury, CT 06702 +1-888-965-8297 ~41.75 miles southeast of Sheffield
  • Pool details: 6am to 11pm 25ft indoor heated pool
  • Midscale Downtown hotel
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From$87
Very good 4.0 /5 Latest Reviews Call BookMore Details
Maple Terrace Motel in Williamstown
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 +1-888-906-6358 ~42.05 miles north of Sheffield
  • Includes a pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Economical Rural property
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From$59
Very good 4.0 /5 Recent 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 ~42.44 miles north of Sheffield
  • Pool details: 5am-10pm Indoor
  • 3-star Downtown property
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From$136
Very good 4.0 /5 Reviews Call BookMore Details
Marriott Hartford Downtown in Hartford
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
200 Columbus Blvd., Hartford, CT 06103 +1-888-878-9982 ~42.58 miles southeast of Sheffield
  • We have a pool ready for use
  • 4 star Downtown hotel
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From$169
Very good 4.0 /5 Guest Reviews Call BookMore Details
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