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 - Great Barrington
+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
  • Includes a swimming pool
  • Mid-scale 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 available: 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 Hotel 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
  • Pool in hotel: Indoor - Pool
  • Low-priced property
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From$145
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Lenox 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 details: Indoor heated pool/hot tub
  • Mid-scale Suburban property
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From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge
+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
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Low-priced Mountain property
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From$125
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Jiminy Peak Mountain Resort in Hancock
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 +1-888-788-5576 ~31.05 miles north of Sheffield
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
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From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires : 276 Brodie Mtn Rd.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-897-9207 ~31.82 miles north of Sheffield
  • Pool details: 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.
  • Midscale Mountain property
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From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott in Kingston
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
800 Frank Sottile Blvd., Kingston, NY 12401 +1-888-311-4278 ~33.63 miles west of Sheffield
  • Includes a pool: Our pool is open from 7 am to 11 pm every day
  • Four star Downtown hotel
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From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon in Avon
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
55 Simsbury Rd., Avon, CT 06001 +1-888-469-4795 ~33.86 miles southeast of Sheffield
  • Pool available: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Mid-scale Suburban property
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From$80
Very Good 4.0 /5 Latest Reviews 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 ~36.33 miles east of Sheffield
  • Has swimming pool: 5:00am- 10:00pm
  • Affordable Airport property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites East Greenbush Albany in Castleton
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
99 Miller Rd., Castleton, NY 12033 +1-888-841-5292 ~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 Read Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center
+1-888-455-5160

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503 Washington Ave., Kingston, NY 12401 +1-888-455-5160 ~36.47 miles west of Sheffield
  • Has swimming pool: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Midscale 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
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 +1-888-965-8297 ~36.86 miles northwest of Sheffield
  • Has swimming pool: We have an indoor pool and a spa.
  • Mid-scale Suburban hotel
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From$117
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-906-6358 ~36.88 miles east of Sheffield
  • 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 Read Reviews Call BookMore Details
Springhill Suites Marriott Airport
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-749-6785 ~37.26 miles east of Sheffield
  • Pool details: Small indoor heated pool. Not big enough for large groups of people.
  • Three Star Airport property
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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
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 +1-888-878-9982 ~37.28 miles east of Sheffield
  • Pool available: Indoor pool open from 6am-12am daily
  • Affordable Highway property
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From$97
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport by IHG in Windsor Locks
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
600 Spring St., Windsor Locks, CT 06096 +1-888-389-4485 ~37.30 miles east of Sheffield
  • Pool available: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Three Star Airport hotel
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From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Candlewood Suites Windsor Locks Bradley Arpt by IHG in Windsor Locks
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
149 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-389-4121 ~37.39 miles east of Sheffield
  • Pool in hotel: Indoor Pool
  • Low-priced Airport hotel
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
DoubleTree by Hilton Hartford - Bradley Airport in Windsor Locks
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
16 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-675-2083 ~37.40 miles east of Sheffield
  • Includes a pool: 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 Read Reviews Call BookMore Details
Quality Inn West Springfield - West Springfield
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 +1-800-716-8490 ~37.40 miles east of Sheffield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Low priced Suburban hotel
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Springfield West Inn : 429 Riverdale St.
+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 ~37.45 miles east of Sheffield
  • We have a pool
  • Affordable hotel
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From$74
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Inn & Suites Airport
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
34 Old County Rd., Windsor Locks, CT 06096 +1-888-965-1860 ~37.52 miles east of Sheffield
  • Pool details: Seasonal-Outdoor
  • Economical Airport hotel
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From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Hartford/Airport
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2168 Poquonock Ave., Windsor, CT 06095 +1-888-788-5576 ~37.53 miles east of Sheffield
  • Has swimming pool: 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.
  • Mid-scale Airport hotel
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From$82
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Hartford Airport - Windsor Locks
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2 Loten Dr., Windsor Locks, CT 06096 +1-888-897-9207 ~37.57 miles east of Sheffield
  • Includes a pool: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • Mid-scale Airport property
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From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 +1-888-311-4278 ~37.66 miles east of Sheffield
  • Pool details: Indoor pool and whirlpool open daily from 7am-10pm
  • Inexpensive Suburban hotel
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From$129
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 Farm Glen Blvd., Farmington, CT 06032 +1-888-469-4795 ~38.82 miles southeast of Sheffield
  • Pool details: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • 3 star Suburban property
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Marriott Hartford / Windsor Airport
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
28 Day Hill Rd., Windsor, CT 06095 +1-888-734-9421 ~38.87 miles east of Sheffield
  • Pool available: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Three Star Suburban property
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta by Wyndham
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
100 Congress St., Springfield, MA 01104 +1-888-841-5292 ~38.94 miles east of Sheffield
  • Pool in hotel: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • 3 star Downtown property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt House Hartford North / Windsor
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
200 Corporate Dr., Windsor, CT 06095 +1-888-455-5160 ~39.02 miles east of Sheffield
  • Pool details: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • 3 star Suburban property
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport - Windsor
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1 Day Hill Rd., Windsor, CT 06095 +1-888-965-8297 ~39.31 miles east of Sheffield
  • We have a pool ready for use
  • Affordable Downtown property
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From$219
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown in Springfield
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 +1-888-906-6358 ~39.43 miles east of Sheffield
  • Pool in hotel: Indoor heated pool
  • Three Star property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford/Windsor
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
100 Dunfey Lane, Windsor, CT 06095 +1-888-749-6785 ~39.53 miles east of Sheffield
  • Includes a pool: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • Midscale Highway property
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From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Albany-East Greenbush in East Greenbush
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
25 Hampton Inn Dr., East Greenbush, NY 12061 +1-888-878-9982 ~39.59 miles northwest of Sheffield
  • Pool details: Indoor heated pool open 7am-10pm
  • Three Star Suburban hotel
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-888-389-4485 ~40.08 miles east of Sheffield
  • Pool in hotel: Indoor pool Pool Hours 6am to 11pm
  • Three Star Highway property
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 +1-888-389-4121 ~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 Review Score Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport in East Windsor
+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 ~40.28 miles east of Sheffield
  • Pool available: Indoor Pool/ open from 5:30AM-11:00PM
  • Three Star Suburban property
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From$40
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Plainville
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
400 New Britain Ave., Plainville, CT 06062 +1-800-716-8490 ~40.35 miles southeast of Sheffield
  • Has swimming pool: Indoor pool open 7am to 10pm
  • Mid-scale Highway hotel
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From$92
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Farmington : 1583 Southeast Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1583 Southeast Rd., Farmington, CT 06032 +1-800-805-5223 ~40.84 miles southeast of Sheffield
  • Pool in hotel: Indoor pool
  • Three Star Suburban property
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From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel in Southington
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
120 Laning St., Southington, CT 06489 +1-888-965-1860 ~41.41 miles southeast of Sheffield
  • Pool available: Outdoor pool. The hours are 6AM-10PM.
  • Midscale Suburban hotel
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 +1-888-788-5576 ~41.48 miles east of Sheffield
  • 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
Hampton Inn Waterbury in Waterbury
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
777 Chase Pkwy., Waterbury, CT 06708 +1-888-897-9207 ~41.55 miles south of Sheffield
  • Our hotel comes with a pool
  • 3-star Suburban hotel
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Four Points by Sheraton : 3 Mount Hope Way
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3 Mount Hope Way, Albany, NY 12202 +1-888-311-4278 ~41.57 miles northwest of Sheffield
  • Includes a pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • Midscale Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown in Waterbury
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
63 Grand St., Waterbury, CT 06702 +1-888-469-4795 ~41.75 miles southeast of Sheffield
  • Pool available: 6am to 11pm 25ft indoor heated pool
  • 3 star Downtown hotel
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From$87
Very Good 4.0 /5 Reviews Call BookMore Details
Maple Terrace Motel - Williamstown
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 +1-888-734-9421 ~42.05 miles north of Sheffield
  • Pool in hotel: 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 Review Score Call BookMore Details
Hotel Downstreet Ascend Hotel Collection - North Adams
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
40 Main St., North Adams, MA 01247 +1-888-841-5292 ~42.44 miles north of Sheffield
  • Pool available: 5am-10pm Indoor
  • 3 star Downtown hotel
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From$136
Very Good 4.0 /5 Review Score Call BookMore Details
TownePlace Suites by Marriott Albany Downtown/Medical Center in Albany
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
22 Holland Ave., Albany, NY 12209 +1-888-455-5160 ~42.62 miles northwest of Sheffield
  • Includes a pool: Heated indoor pool is open 6 am to 10 pm daily.
  • Three Star Downtown hotel
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
The Porches Inn at Mass Moca : 231 River St.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 +1-888-965-8297 ~42.68 miles north of Sheffield
  • Pool available: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • High end Downtown hotel
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From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Poughkeepsie : 2525 South Rd.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2525 South Rd., Poughkeepsie, NY 12601 +1-888-906-6358 ~42.75 miles southwest of Sheffield
  • Pool in hotel
  • Affordable Suburban hotel
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford - East Hartford
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
351 Pitkin St., East Hartford, CT 06108 +1-888-749-6785 ~42.97 miles southeast of Sheffield
  • Has swimming pool: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • Affordable Downtown hotel
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From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott in Hadley
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 +1-888-878-9982 ~43.24 miles east of Sheffield
  • Pool available: 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
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