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Winchester Hotels with Outdoor or Indoor Pools

Hampton Inn Boston Woburn : 371 a Washington St.
+1-888-389-4121
371 a Washington St., Woburn, MA 01801 ~0.63 miles northeast of Winchester
  • Pool in hotel: Indoor Pool
  • Mid-scale Suburban property
From$75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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Hampton Inn Woburn Boston
+1-888-675-2083
371a Washington St., Woburn, MA 01801 ~0.63 miles northeast of Winchester
  • Includes a pool: Indoor Salt-Water Infused Pool
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus New Englander - Woburn
+1-800-716-8490
1 Rainin Rd., Woburn, MA 01801 ~1.99 miles northeast of Winchester
  • Has swimming pool: Indoor heated pool Open 6 am - 10 pm
  • Mid-scale Suburban property
From$72
Average 3.5 /5 Guest Reviews Call BookMore Details
Hilton Boston / Woburn in Woburn
+1-800-805-5223
2 Forbes Rd., Woburn, MA 01801 ~2.86 miles north of Winchester
  • Includes a pool: Indoor
  • Mid-scale Suburban property
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Crowne Plaza Boston Woburn An Ihg Hotel : 15 Middlesex Canal Park
+1-888-965-1860
15 Middlesex Canal Park, Woburn, MA 01801 ~2.99 miles north of Winchester
  • Includes a pool: Open from 7am to 10pm. Reservations Required.
  • Four star Suburban hotel
From$105
Very good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Boston/Medford
+1-888-788-5576
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Has swimming pool: Our indoor pool is open between the hours of 6:00AM and 10:00PM.
  • Affordable Suburban property
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Boston Woburn : 371 Washington St.
+1-888-897-9207
371 Washington St., Woburn, MA 01801 ~3.13 miles north of Winchester
  • Pool details: Indoor Salt-Water Infused Pool
  • Affordable Suburban hotel
From$130
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt House Boston / Burlington
+1-888-311-4278
2 Van De Graaff Dr., Burlington, MA 01803 ~3.50 miles northwest of Winchester
  • Pool available: The hotel pool is open seasonally from Memorial Day to Labor Day. It is open from 10am-10pm weather dependent during that time.
  • Mid-scale Suburban hotel
From$95
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Boston Woburn : 300 Presidential Way
+1-888-469-4795
300 Presidential Way, Woburn, MA 01801 ~4.50 miles north of Winchester
  • Pool details: Heated indoor pool and whirlpool. Open 7 days a week from 6:00AM-10:00PM
  • 3-star Suburban property
From$110
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Lexington
+1-888-734-9421
440 Bedford St., Lexington, MA 02420 ~5.83 miles west of Winchester
  • Pool details: Quality Inn & Suites has an outdoor swimming pool and is open from May to September. Hours of operation are 10:00 AM to 10:00 PM
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Boston Cambridge Area - Somerville
+1-888-841-5292
30 Washington St., Somerville, MA 02143 ~5.83 miles southeast of Winchester
  • Has swimming pool: * POOL/ FITNESS CENTER Dive-In Movies on Friday and Saturday nights. The hotel pool features a basketball sport court, foosball, table tennis, bumper pool, 12 ft rock climbing wall and a 16 ft projection TV for movies/sports. Enjoy one of our relaxing cabana areas while the kids have fun.Indoor Pool Heated Indoor Pool Indoor Pool Hours of Operation: varies Dive-In Movies on Friday and Saturday nights. The hotel pool features a basketball sport court, foosball, bumper pool, 12 ft rock climbing wall and a 16 ft projection TV for movies/sports. Enjoy one of our relaxing cabana areas while the kids have fun. Complimentary Fitness Center Hours of Operation: 24 hours with guest key card Free weights, Hammer Strength equipment, and cardio equipment (including LifeCycle, elliptical trainers and treadmills).
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Aloft Lexington
+1-888-455-5160
727 a Marrett Rd., Lexington, MA 02421 ~6.29 miles west of Winchester
  • Pool available: Wind down after a workout or just take a quiet timeout to yourself at splash, Aloft Lexington’s refreshing indoor salt water pool. It’s great for a leisurely swim—or even some poolside email catch-up, thanks to free wireless Internet service. And it's even eco-friendly, using a cleaner, greener saline solution! Early birds and night owls equally welcome, with hours from 6am to 11pm
  • Midscale Suburban hotel
From$76
Very good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Boston Billerica / Bedford / Burlington in Billerica
+1-888-965-8297
35 Middlesex Turnpike, Billerica, MA 01821 ~6.30 miles northwest of Winchester
  • Pool in hotel
  • Three Star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Boston Logan Airport Revere
+1-888-906-6358
407 Squire Rd., Revere, MA 02151 ~6.47 miles east of Winchester
  • Pool details: 6am - 10pm, indoor heated pool
  • 3-star Airport hotel
From$149
Average 3.0 /5 Reviews Call BookMore Details
Doubletree Guest Suites Boston : 400 Soldiers Field Rd.
+1-888-749-6785
400 Soldiers Field Rd., Boston, MA 02134 ~6.63 miles south of Winchester
  • Has swimming pool
  • High end Downtown property
From$159
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Four Points by Sheraton Boston Newton
+1-888-878-9982
320 Washington St., Newton, MA 02458 ~7.27 miles south of Winchester
  • Pool details: While staying at the hotel, relax in our indoor heated pool overlooking the highway. The pool was recently renovated and is located on the 3rd floor. The Indoor Pool is open to hotel guests from 7:00 AM to 10:00 PM.
  • Affordable Suburban property
From$99
Average 3.5 /5 Review Score Call BookMore Details
Hilton Garden Inn Boston/Waltham : 450 Totten Pond Rd.
+1-888-389-4485
450 Totten Pond Rd., Waltham, MA 02451 ~7.30 miles southwest of Winchester
  • Pool in hotel: Indoor pool open daily from 7am - 10pm.
  • 3-star Highway hotel
From$82
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Waltham Boston - Waltham
+1-888-389-4121
380 Winter St., Waltham, MA 02451 ~7.33 miles southwest of Winchester
  • Includes a swimming pool
  • Three Star property
From$87
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Boston Beacon Hill
+1-888-675-2083
5 Blossom St., Boston, MA 02114 ~7.39 miles southeast of Winchester
  • Pool details: Seasonal outdoor pool, typically open Memorial Day to Labor Day.
  • Four star Downtown hotel
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
HYATT house Boston/Waltham in Waltham
+1-800-716-8490
54 4th Ave., Waltham, MA 02451 ~7.42 miles southwest of Winchester
  • Pool available: Heated outdoor pool open Memorial Day through Labor Day.
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
TownePlace Suites Boston Logan Airport/Chelsea in Chelsea
+1-800-805-5223
30 Eastern Ave., Chelsea, MA 02150 ~7.42 miles southeast of Winchester
  • Pool available: Indoor Heated Saltwater Pool open from 7AM to 10PM.
  • Mid-scale Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Westin Waltham-Boston in Waltham
+1-888-965-1860
70 3rd Ave., Waltham, MA 02451 ~7.50 miles southwest of Winchester
  • Pool in hotel: Located on the lower level of the hotel, our indoor heated pool makes aquatic fun a year-round activity. Relax on a chaise lounge and enjoy views of the grounds from floor-to-ceiling windows. When it’s time for a snack, order from our in-room dining menu and have it delivered poolside. The pool is 350 sq ft. It is open from 6:00am-11pm
  • High end Suburban hotel
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Boston Logan Airport in Boston
+1-888-788-5576
225 William F Mcclellan Highway, Boston, MA 02128 ~7.68 miles southeast of Winchester
  • Pool in hotel
  • Three Star Airport property
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Embassy Suites by Hilton Boston Waltham - Waltham
+1-888-897-9207
550 Winter St., Waltham, MA 02451 ~7.73 miles southwest of Winchester
  • Includes a pool: 7am to 9pm Daily 40 x 20 Indoor
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Arcadian in Brookline
+1-888-311-4278
1200 Beacon St., Brookline, MA 02446 ~7.75 miles south of Winchester
  • Includes a pool: Heated indoor saltwater pool and hot tub, 9am-9pm
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Back Bay / Fenway in Boston
+1-888-469-4795
125 Brookline Ave., Boston, MA 02215 ~7.78 miles south of Winchester
  • Has swimming pool: Indoor pool located on our Rooftop Terrace Open from 7am - 9:30pm
  • 3-star Downtown hotel
From$159
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Boston / Waltham - Waltham
+1-888-734-9421
135 2nd Ave., Waltham, MA 02451 ~7.86 miles southwest of Winchester
  • Pool details: Indoor Heated Pool
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Verb Hotel
+1-888-841-5292
1271 Boylston St., Boston, MA 02215 ~7.87 miles south of Winchester
  • Pool details: Open 8 AM to 10 PM. Open Year Round- Heated outdoor pool
  • 4-star Downtown property
From$109
Very good 4.5 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Boston Waltham : 250 a 2nd Ave.
+1-888-455-5160
250 a 2nd Ave., Waltham, MA 02451 ~7.89 miles southwest of Winchester
  • Includes a pool: Indoor Salt Water Swimming Pool
  • 3 star Suburban property
From$139
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Boston Waltham
+1-888-965-8297
250 B 2nd Ave., Waltham, MA 02451 ~7.89 miles southwest of Winchester
  • Has swimming pool: Indoor Salt Water Swimming Pool
  • 3-star Suburban property
From$152
Very good 4.5 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Boston Brookline
+1-888-906-6358
40 Webster St., Brookline, MA 02446 ~7.93 miles south of Winchester
  • Has swimming pool: 8am-10pm, indoor lap pool. Heated to utilize during the winter.
  • Affordable Downtown hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Boston Back Bay : 40 Dalton St.
+1-888-749-6785
40 Dalton St., Boston, MA 02115 ~7.97 miles south of Winchester
  • Includes a pool: yes
  • Four-star Convention Center property
From$199
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Regency Boston : 1 Ave. De Lafayette
+1-888-878-9982
1 Ave. De Lafayette, Boston, MA 02111 ~8.02 miles southeast of Winchester
  • Has swimming pool: Our 52-foot indoor pool is perfect for relaxing or getting in exercise during your stay, open from 5:00am to 11:00pm every day. The water is heated and saline, which creates a soothing, “soft water” feel that is gentler on eyes and skin than chlorine. Attached to our StayFit™ fitness center, guest can also release stress in the sauna or soak up some sun on the outdoor terrace.
  • Four-star Downtown hotel
From$125
Very good 4.0 /5 Reviews Call BookMore Details
The Langham Boston - Boston
+1-888-389-4485
250 Franklin St., Boston, MA 02110 ~8.03 miles southeast of Winchester
  • Includes a pool: Your delegates will enjoy our sky-lit heated swimming pool in our health and well-being centre, Chuan Body + Soul.
    Hours:
    6:00am-10:00pm: Monday through Friday
    7:00am-10:00pm on Week-ends.
  • Luxury 5 star Downtown property
From$160
Very good 4.0 /5 Read Reviews Call BookMore Details
The Colonnade Hotel Back Bay in Boston
+1-888-389-4121
120 Huntington Ave., Boston, MA 02116 ~8.09 miles south of Winchester
  • Includes a pool: We are home to the only Roof Top Pool in Boston. It is open from Memorial Day to Labor Day. The pool is located outside on the 12th floor, our roof! Pool Hours Sunday: 8:00AM - 8:00PM Monday: 8:00AM - 11:00PM Tuesday: 8:00AM - 10:00PM Wednesday: 8:30AM - 10:00PM Thursday: 8:00AM - 10:00PM Friday & Saturday: 8:00AM - 11:00PM
  • 4 star Downtown hotel
From$118
Very good 4.0 /5 Hotel Reviews Call BookMore Details
InterContinental Boston, an IHG Hotel
+1-888-675-2083
510 Atlantic Ave., Boston, MA 02210 ~8.21 miles southeast of Winchester
  • Pool available: InterContinental Boston has an indoor pool.
  • Luxury 5-star Downtown property
From$100
Very good 4.5 /5 Review Score Call BookMore Details
Doubletree Downtown - Boston
+1-800-716-8490
821 Washington St., Boston, MA 02111 ~8.23 miles southeast of Winchester
  • We have a pool
  • Mid-scale Downtown hotel
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Boston Brookline : 700 Brookline Ave.
+1-800-805-5223
700 Brookline Ave., Brookline, MA 02446 ~8.59 miles south of Winchester
  • Pool available: Indoor Heated Pool
  • Affordable Downtown hotel
From$90
Very good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Boston Brookline-Longwood Medical - Brookline
+1-888-965-1860
111 Boylston St., Brookline, MA 02445 ~8.61 miles south of Winchester
  • Pool details: Our pool is currenlt closed due to the pandemic
  • Three Star Suburban property
From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Boston Bedford Burlington in Billerica
+1-888-788-5576
25 Middlesex Turnpike, Billerica, MA 01821 ~8.67 miles northwest of Winchester
  • Pool in hotel: Come for a swim in our beautiful outdoor pool. Open Memorial Day - Labor Day.
  • Midscale Suburban hotel
From$68
Very good 4.0 /5 Guest Reviews Call BookMore Details
Renaissance Boston Seaport Hotel : 606 Congress St.
+1-888-897-9207
606 Congress St., Boston, MA 02210 ~8.97 miles southeast of Winchester
  • Has swimming pool
  • High-end property
From$160
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Boston Crosstown Center
+1-888-311-4278
811 Massachusetts Ave., Boston, MA 02118 ~9.08 miles south of Winchester
  • Includes a pool: Our indoor heated pool is open from 7am - 11pm. Our family friendly 30 x 12 size pool is 3.5 feet deep. Note: No Lifeguard on duty.
  • Mid-scale Downtown property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Boston Marriott Newton in Newton
+1-888-469-4795
2345 Commonwealth Ave., Newton, MA 02466 ~9.71 miles southwest of Winchester
  • Pool in hotel: Indoor pool
  • Three Star Suburban hotel
From$159
Very good 4.0 /5 Reviews Call BookMore Details
Boston Marriott Peabody
+1-888-734-9421
8a Centennial Dr., Peabody, MA 01960 ~10.31 miles east of Winchester
  • Has swimming pool
  • Four-star Suburban property
From$140
Very good 4.0 /5 Recent Reviews Call BookMore Details
Candlewood Suites Boston North Shore Danvers An Ihg Hotel in Danvers
+1-888-841-5292
238 Andover St., Danvers, MA 01923 ~10.86 miles northeast of Winchester
  • Has swimming pool: Outdoor pool open Memorial Day-Labor Day
  • 2-star Suburban hotel
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Sheraton Boston Needham Hotel : 100 Cabot St.
+1-888-455-5160
100 Cabot St., Needham, MA 02494 ~11.35 miles southwest of Winchester
  • Pool details: Relax in our indoor headted wimming pool and jacuzzi. Our swimming area alos offers an outside deck for sunbathing and enjoying the warm weather in the summer months. We offer Sheraton Fitness Programmed by Core Performance, which includes stairmasters, treadmills, free weights and cardiovascular machines. Pool and Fitness hours 6:30AM ~ 10:30PM
  • 3-star Suburban hotel
From$119
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus North Shore Hotel
+1-888-965-8297
50 Dayton St., Danvers, MA 01923 ~11.41 miles northeast of Winchester
  • Pool in hotel: Indoor Heated Pool
  • Midscale Suburban property
From$82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Needham Boston
+1-888-906-6358
200 1st Ave., Needham, MA 02494 ~11.49 miles southwest of Winchester
  • Includes a pool: Indoor pool 7:00am - 10:00pm.
  • Midscale Suburban property
From$139
Very good 4.0 /5 Review Score Call BookMore Details
Sonesta Select Boston Danvers
+1-888-749-6785
275 Independence Way, Danvers, MA 01923 ~12.26 miles northeast of Winchester
  • Pool in hotel: Outdoor Pool - Summer Seasonal
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Boston Concord - Concord
+1-888-878-9982
320 Baker Ave. Ext, Concord, MA 01742 ~12.71 miles west of Winchester
  • Pool details: Indoor Salt Water Pool
  • Affordable Suburban property
From$75
Very good 4.5 /5 Hotel Reviews Call BookMore Details

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