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Pittsfield Hotels with Outdoor or Indoor Pools

The Mountain Top Inn & Resort
+1-888-389-4121
195 Mountain Top Rd., Chittenden, VT 05737 ~7.18 miles west of Pittsfield
  • Includes a swimming pool
  • Four-star property
From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Killington Mountain Lodge Tapestry Collection by Hilton - Killington
+1-888-675-2083
2617 Killington Rd., Killington, VT 05751 ~9.23 miles south of Pittsfield
  • Pool in hotel: We have a 25 person outdoor hot tub with a fire pit. Indoor pool.
  • 3 star Resort hotel
From$70
Average 3.0 /5 Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington in Rutland
+1-800-716-8490
5 Best Western Place, Rutland, VT 05701 ~11.37 miles southwest of Pittsfield
  • Pool in hotel: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • 3-star Rural property
From$80
Very Good 4.5 /5 Read Reviews Call BookMore Details
Comfort Inn Rutland Vt
+1-800-805-5223
19 Allen St., Rutland, VT 05701 ~14.45 miles southwest of Pittsfield
  • Pool details: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Low-priced Downtown property
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
On The River Inn Woodstock in Woodstock
+1-888-965-1860
1653 West Woodstock Rd., Woodstock, VT 05091 ~16.79 miles southeast of Pittsfield
  • Pool details: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • High-end Mountain property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel in West Lebanon
+1-888-788-5576
45 Airport Rd., West Lebanon, NH 03784 ~26.31 miles east of Pittsfield
  • Includes a pool: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Two star Airport hotel
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Pointe at Castle Hill Resort
+1-888-897-9207
2940 State Route 103, Proctorsville, VT 05153 ~27.72 miles south of Pittsfield
  • Includes a swimming pool
  • Three Star Rural property
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Hanover Lebanon
+1-888-311-4278
35 Labombard Rd., Lebanon, NH 03766 ~28.94 miles east of Pittsfield
  • Pool in hotel: Indoor salt water pool, ADA accessible - open 8am-1pm
  • 3-star Suburban property
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Plus Ticonderoga Inn & Suites - Ticonderoga
+1-888-469-4795
260 Burgoyne Rd., Ticonderoga, NY 12883 ~31.65 miles west of Pittsfield
  • Includes a pool: Large indoor pool - 7 AM to 11 PM - great for the kids
  • 3-star Rural hotel
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Springfield Hotel
+1-888-734-9421
818 Charlestown Rd., Springfield, VT 05156 ~39.30 miles southeast of Pittsfield
  • Pool in hotel: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20' by 50'.
  • Midscale Highway property
From$106
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Waterbury - Stowe - Waterbury
+1-888-841-5292
45 Blush Hill Rd., Waterbury, VT 05676 ~39.83 miles north of Pittsfield
  • Pool details: Open from 6:00 am to 10:00 pm
  • Affordable Highway hotel
From$110
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Waterbury Stowe
+1-888-455-5160
1017 Waterbury Stowe Rd., Waterbury, VT 05676 ~40.18 miles north of Pittsfield
  • Pool details: 6am - 11 pm, indoor, jacuzzi
  • Mid-scale Rural property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Basin Harbor
+1-888-965-8297
4800 Basin Harbor Rd., Vergennes, VT 05491 ~40.49 miles northwest of Pittsfield
  • Has swimming pool: SWIMMING AT THE ALLEN PENFIELD BEACH POOL Swim in an Olympic sized, heated pool with changing rooms located at the Town Hall Building. Insulated, nighttime covers help to keep the pool at an even temperature. The pool is open with an attendant is on duty between 10am and 6pm, weather permitting. The Pool Bar is open from noon till 5:00 serving beer, wine and sodas, Mid-June to Labor Day. The pool temperature is maintained at 80 degrees and varies plus or minus five degrees depending on weather conditions. Towels are provided
  • 3 star Resort property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester : 5669 Main St.
+1-888-906-6358
5669 Main St., Manchester, VT 05255 ~42.19 miles south of Pittsfield
  • Includes a pool: Seasonal outdoor pool, generally open May - October.
  • Midscale Rural hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Palmer House Resort Ascend Hotel Collection - Manchester Center
+1-888-749-6785
5383 Main St., Manchester Center, VT 05255 ~42.49 miles south of Pittsfield
  • Includes a pool: Indoor & Outdoor (seasonal)
  • Mid-scale Resort property
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
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