Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Winchester Hotels with Outdoor or Indoor Pools

Hampton Inn Boston Woburn
+1-888-389-4121
371 a Washington St., Woburn, MA 01801 ~0.63 miles northeast of Winchester
  • Pool available: Indoor Pool
  • Three Star Suburban hotel
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Best Western Plus New Englander
+1-888-675-2083
1 Rainin Rd., Woburn, MA 01801 ~1.99 miles northeast of Winchester
  • Includes a pool: Indoor heated pool Open 6 am - 10 pm
  • 3-star Suburban property
From$72
Average 3.5 /5 Recent Reviews Call BookMore Details
Hilton Boston / Woburn
+1-800-716-8490
2 Forbes Rd., Woburn, MA 01801 ~2.86 miles north of Winchester
  • Pool details: Indoor
  • Midscale Suburban hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Boston Woburn An Ihg Hotel
+1-800-805-5223
15 Middlesex Canal Park, Woburn, MA 01801 ~2.99 miles north of Winchester
  • Includes a pool: Open from 7am to 10pm. Reservations Required.
  • 4-star Suburban property
From$105
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Boston/Medford
+1-888-965-1860
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Pool available: Our indoor pool is open between the hours of 6:00AM and 10:00PM.
  • Midscale Suburban hotel
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt House Boston / Burlington in Burlington
+1-888-788-5576
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.
  • Three Star Suburban hotel
From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Boston Woburn in Woburn
+1-888-897-9207
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
  • Three Star Suburban hotel
From$110
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Boston Cambridge Area : 30 Washington St.
+1-888-311-4278
30 Washington St., Somerville, MA 02143 ~5.83 miles southeast of Winchester
  • Pool available: * 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).
  • Midscale Downtown property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Aloft Lexington
+1-888-469-4795
727 a Marrett Rd., Lexington, MA 02421 ~6.29 miles west of Winchester
  • Pool in hotel: 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
  • 3 star Suburban property
From$76
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Boston Billerica / Bedford / Burlington - Billerica
+1-888-734-9421
35 Middlesex Turnpike, Billerica, MA 01821 ~6.30 miles northwest of Winchester
  • Includes a pool
  • Affordable Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Four Points by Sheraton Boston Logan Airport Revere
+1-888-841-5292
407 Squire Rd., Revere, MA 02151 ~6.47 miles east of Winchester
  • Includes a pool: 6am - 10pm, indoor heated pool
  • Three Star Airport hotel
From$149
Average 3.0 /5 Review Score Call BookMore Details
Doubletree Guest Suites Boston
+1-888-455-5160
400 Soldiers Field Rd., Boston, MA 02134 ~6.63 miles south of Winchester
  • Includes a swimming pool
  • High-end Downtown property
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Boston Newton
+1-888-965-8297
320 Washington St., Newton, MA 02458 ~7.27 miles south of Winchester
  • Pool in hotel: 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.
  • Midscale Suburban property
From$99
Average 3.5 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Boston / Waltham : 450 Totten Pond Rd.
+1-888-906-6358
450 Totten Pond Rd., Waltham, MA 02451 ~7.30 miles southwest of Winchester
  • Pool available: Indoor pool open daily from 7am - 10pm.
  • Three Star Highway hotel
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Waltham Boston
+1-888-749-6785
380 Winter St., Waltham, MA 02451 ~7.33 miles southwest of Winchester
  • Has swimming pool
  • Three Star property
From$87
Average 3.0 /5 Hotel Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Wyndham Boston Beacon Hill
+1-888-878-9982
5 Blossom St., Boston, MA 02114 ~7.39 miles southeast of Winchester
  • Pool available: Seasonal outdoor pool, typically open Memorial Day to Labor Day.
  • 4-star Downtown hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
HYATT house Boston/Waltham : 54 4th Ave.
+1-888-389-4485
54 4th Ave., Waltham, MA 02451 ~7.42 miles southwest of Winchester
  • Has swimming pool: Heated outdoor pool open Memorial Day through Labor Day.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Boston Logan Airport / Chelsea
+1-888-389-4121
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 Recent Reviews Call BookMore Details
The Westin Waltham Boston
+1-888-675-2083
70 3rd Ave., Waltham, MA 02451 ~7.50 miles southwest of Winchester
  • Has swimming pool: 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
  • 4 star Suburban property
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Boston Logan Airport - Boston
+1-800-716-8490
225 William F Mcclellan Highway, Boston, MA 02128 ~7.68 miles southeast of Winchester
  • Has a pool!
  • 3-star Airport hotel
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Boston Waltham in Waltham
+1-800-805-5223
550 Winter St., Waltham, MA 02451 ~7.73 miles southwest of Winchester
  • Pool details: 7am to 9pm Daily 40 x 20 Indoor
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Arcadian - Brookline
+1-888-965-1860
1200 Beacon St., Brookline, MA 02446 ~7.75 miles south of Winchester
  • Pool available: Heated indoor saltwater pool and hot tub, 9am-9pm
  • 3 star Downtown property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Back Bay / Fenway
+1-888-788-5576
125 Brookline Ave., Boston, MA 02215 ~7.78 miles south of Winchester
  • Pool details: Indoor pool located on our Rooftop Terrace Open from 7am - 9:30pm
  • 3 star Downtown hotel
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Boston / Waltham - Waltham
+1-888-897-9207
135 2nd Ave., Waltham, MA 02451 ~7.86 miles southwest of Winchester
  • Pool in hotel: Indoor Heated Pool
  • 3 star Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
The Verb Hotel - Boston
+1-888-311-4278
1271 Boylston St., Boston, MA 02215 ~7.87 miles south of Winchester
  • Has swimming pool: Open 8 AM to 10 PM. Open Year Round- Heated outdoor pool
  • Expensive Downtown hotel
From$109
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Boston Waltham
+1-888-469-4795
250 a 2nd Ave., Waltham, MA 02451 ~7.89 miles southwest of Winchester
  • Pool available: Indoor Salt Water Swimming Pool
  • Midscale Suburban property
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Boston Waltham
+1-888-734-9421
250 B 2nd Ave., Waltham, MA 02451 ~7.89 miles southwest of Winchester
  • Pool in hotel: Indoor Salt Water Swimming Pool
  • Three Star Suburban hotel
From$152
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Boston Brookline : 40 Webster St.
+1-888-841-5292
40 Webster St., Brookline, MA 02446 ~7.93 miles south of Winchester
  • Pool available: 8am-10pm, indoor lap pool. Heated to utilize during the winter.
  • Mid-scale Downtown property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Boston Logan Airport - Boston
+1-888-455-5160
100 Boardman St., Boston, MA 02128 ~7.94 miles southeast of Winchester
  • Pool in hotel: Indoor Pool
  • Three Star Airport hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Boston Back Bay
+1-888-965-8297
40 Dalton St., Boston, MA 02115 ~7.97 miles south of Winchester
  • Pool details: yes
  • Expensive Convention Center hotel
From$199
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Regency Boston
+1-888-906-6358
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.
  • 4 star Downtown hotel
From$125
Very Good 4.0 /5 Reviews Call BookMore Details
The Langham Boston in Boston
+1-888-749-6785
250 Franklin St., Boston, MA 02110 ~8.03 miles southeast of Winchester
  • Has swimming 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.
  • Luxurious Five Star Downtown hotel
From$160
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Colonnade Hotel Back Bay
+1-888-878-9982
120 Huntington Ave., Boston, MA 02116 ~8.09 miles south of Winchester
  • Pool in hotel: 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
  • High-end Downtown property
From$118
Very Good 4.0 /5 Review Score Call BookMore Details
InterContinental Boston, an IHG Hotel - Boston
+1-888-389-4485
510 Atlantic Ave., Boston, MA 02210 ~8.21 miles southeast of Winchester
  • Includes a pool: InterContinental Boston has an indoor pool.
  • Luxury Five Star Downtown hotel
From$100
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Doubletree Downtown in Boston
+1-888-389-4121
821 Washington St., Boston, MA 02111 ~8.23 miles southeast of Winchester
  • We have a pool ready for use
  • 3 star Downtown hotel
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Boston Brookline
+1-888-675-2083
700 Brookline Ave., Brookline, MA 02446 ~8.59 miles south of Winchester
  • Includes a pool: Indoor Heated Pool
  • Mid-scale Downtown property
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Boston Brookline-Longwood Medical : 111 Boylston St.
+1-800-716-8490
111 Boylston St., Brookline, MA 02445 ~8.61 miles south of Winchester
  • Pool details: Our pool is currenlt closed due to the pandemic
  • Mid-scale Suburban hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Boston Bedford Burlington
+1-800-805-5223
25 Middlesex Turnpike, Billerica, MA 01821 ~8.67 miles northwest of Winchester
  • Includes a pool: Come for a swim in our beautiful outdoor pool. Open Memorial Day - Labor Day.
  • 3-star Suburban hotel
From$68
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Renaissance Boston Seaport Hotel : 606 Congress St.
+1-888-965-1860
606 Congress St., Boston, MA 02210 ~8.97 miles southeast of Winchester
  • Includes a pool
  • Expensive hotel
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Boston Crosstown Center
+1-888-788-5576
811 Massachusetts Ave., Boston, MA 02118 ~9.08 miles south of Winchester
  • Pool available: 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.
  • Affordable Downtown hotel
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Boston Marriott Newton - Newton
+1-888-897-9207
2345 Commonwealth Ave., Newton, MA 02466 ~9.71 miles southwest of Winchester
  • Pool details: Indoor pool
  • Three Star Suburban property
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Boston Marriott Peabody
+1-888-311-4278
8a Centennial Dr., Peabody, MA 01960 ~10.31 miles east of Winchester
  • Pool in hotel
  • High end Suburban property
From$140
Very Good 4.0 /5 Reviews Call BookMore Details
Candlewood Suites Boston North Shore Danvers An Ihg Hotel in Danvers
+1-888-469-4795
238 Andover St., Danvers, MA 01923 ~10.86 miles northeast of Winchester
  • Pool in hotel: Outdoor pool open Memorial Day-Labor Day
  • 2-star Suburban property
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Boston Needham Hotel - Needham
+1-888-734-9421
100 Cabot St., Needham, MA 02494 ~11.35 miles southwest of Winchester
  • Pool in hotel: 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
  • Mid-scale Suburban hotel
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus North Shore Hotel in Danvers
+1-888-841-5292
50 Dayton St., Danvers, MA 01923 ~11.41 miles northeast of Winchester
  • Has swimming pool: Indoor Heated Pool
  • Mid-scale Suburban hotel
From$82
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Needham Boston - Needham
+1-888-455-5160
200 1st Ave., Needham, MA 02494 ~11.49 miles southwest of Winchester
  • Pool details: Indoor pool 7:00am - 10:00pm.
  • Affordable Suburban hotel
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Boston
+1-888-965-8297
800 Morrissey Blvd., Boston, MA 02122 ~11.99 miles southeast of Winchester
  • Pool details: We have a salt water outside pool / open seasonal.
  • Affordable Suburban hotel
From$69
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Select Boston Danvers : 275 Independence Way
+1-888-906-6358
275 Independence Way, Danvers, MA 01923 ~12.26 miles northeast of Winchester
  • Pool available: Outdoor Pool - Summer Seasonal
  • Affordable Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Boston Concord in Concord
+1-888-749-6785
320 Baker Ave. Ext, Concord, MA 01742 ~12.71 miles west of Winchester
  • Includes a pool: Indoor Salt Water Pool
  • Three Star Suburban property
From$75
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn - Salem
+1-888-878-9982
11 Dodge St., Salem, MA 01970 ~13.11 miles east of Winchester
  • Pool available: Large Indoor Salt Water Pool
  • Two-star Downtown property
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details

Next: Show All Available Winchester Hotels with Pricing
Back to Top