Chester Hotels with Pools - Outdoor/Indoor Pools in Chester VT

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

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Chester Hotels with Outdoor or Indoor Pools

Best Western Springfield Hotel
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
818 Charlestown Rd., Springfield, VT 05156 ~8.01 miles east of Chester
  • Includes a pool: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20'' by 50''.
  • Affordable Highway hotel
More Photos Photo of Best Western Springfield Hotel Pool
From$106
Very Good 4.0 /5 Reviews Call BookMore Details
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Pointe at Castle Hill Resort in Proctorsville
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2940 State Route 103, Proctorsville, VT 05153 ~8.75 miles north of Chester
  • Our hotel comes with a pool
  • 3-star Rural hotel
More Photos Photo of Pointe at Castle Hill Resort Pool
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
289 Magic Mountain Access, Londonderry, VT 05148 ~9.78 miles west of Chester
  • Pool in hotel
  • Mid-scale Mountain property
More Photos Photo of Blue Gentian Lodge at Magic Mountain Pool
From$119
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort : 485 Hotel Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
485 Hotel Rd., Brownsville, VT 05037 ~15.23 miles northeast of Chester
  • Has swimming pool: Indoor Pool Outdoor Pool - Opened seasonally
  • Midscale Mountain property
More Photos Pool image of Holiday Inn Club Vacations Ascutney Mountain Resort
From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aspen at Manchester
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
5669 Main St., Manchester Center, VT 05255 ~23.30 miles west of Chester
  • Pool available: Seasonal outdoor pool. Our outdoor pool is currently closed for 2021 and will reopen during summer.
  • Cheap Rural property
More Photos Pool image of Aspen at Manchester
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
5383 Main St., Manchester Center, VT 05255 ~23.47 miles west of Chester
  • Pool in hotel: Indoor & Outdoor (seasonal)
  • Midscale Resort property
More Photos Photo of Palmer House Resort Ascend Hotel Collection Pool
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro - Brattleboro
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 ~26.53 miles south of Chester
  • Includes a pool: Indoor pool/ open 6am-11pm
  • Midscale Rural hotel
More Photos Photo of Holiday Inn Express & Suites Brattleboro Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Killington Mountain Lodge, Tapestry Collection by Hilton
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2617 Killington Rd., Killington, VT 05751 ~27.54 miles north of Chester
  • Pool details: We have a 25 person outdoor hot tub with a fire pit. Indoor pool.
  • Four star Resort hotel
More Photos Pool image of Killington Mountain Lodge, Tapestry Collection by Hilton
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Keene Hotel
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
401 Winchester St., Keene, NH 03431 ~28.03 miles southeast of Chester
  • Pool available: Indoor Heated Pool
  • Low Cost Suburban hotel
More Photos Swimming pool at Best Western Plus Keene Hotel
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hill Farm Inn in Sunderland
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
458 Hill Farm Rd., Sunderland, VT 05250 ~28.44 miles west of Chester
  • Includes a pool
  • 3 star Resort hotel
More Photos Photo of Hill Farm Inn Pool
From$149
Average 3.0 /5 Review Score Call BookMore Details
Best Western West Lebanon- Hanover Hotel
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
45 Airport Rd., West Lebanon, NH 03784 ~28.97 miles northeast of Chester
  • Includes a pool: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Low-priced Airport property
More Photos Photo of Best Western West Lebanon- Hanover Hotel Pool
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn at Trolley Square
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
19 Allen St., Rutland, VT 05701 ~29.65 miles northwest of Chester
  • Pool details: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Low Cost Downtown hotel
More Photos Pool image of Comfort Inn at Trolley Square
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
5 Best Western Place, Rutland, VT 05701 ~30.89 miles northwest of Chester
  • Pool available: Outdoor, heated salt water pool open seasonally
  • Affordable Rural property
More Photos Pool image of Best Western Inn & Suites Rutland-Killington
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Hilton Garden Inn Hanover Lebanon in Lebanon
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
35 Labombard Rd., Lebanon, NH 03766 ~32.19 miles northeast of Chester
  • Pool in hotel: Indoor salt water pool, ADA accessible - open 8am-1pm
  • Midscale Suburban hotel
More Photos Pool image of Hilton Garden Inn Hanover Lebanon
From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Henniker Motel in Henniker
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
61 Craney Pond Rd., Henniker, NH 03242 ~40.87 miles east of Chester
  • Pool in hotel: Heated indoor pool 8 AM - 10:00 PM
  • Inexpensive Mountain property
More Photos Pool image of Henniker Motel
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
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