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

Chilmark Hotels with Outdoor or Indoor Pools

Mansion House Inn - Vineyard Haven
+1-888-389-4121
9 Main St., Vineyard Haven, MA 02568 ~11.85 miles northeast of Chilmark
  • Pool in hotel: Mansion House Inn boasts a 75 X 21 foot “Spring Water” swimming pool, ranging in depth from 3.5 to 9 feet, Red Cross compliant, maintained at 83 degrees. A lap lane, handicapped lift, Pool side shower.
  • Mid-scale Downtown property
From$159
Very Good 4.0 /5 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 Chilmark" Get Alexa Skill →
Shoreway Acres Inn & Cape Cod Lodging - Falmouth
+1-888-675-2083
59 Shore St., Falmouth, MA 02540 ~16.69 miles northeast of Chilmark
  • Pool in hotel: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • 3 star Resort hotel
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel Cape Cod
+1-800-716-8490
291 Jones Rd., Falmouth, MA 02540 ~17.40 miles northeast of Chilmark
  • Pool available: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • 3 star Lake hotel
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Admiralty Inn & Suites - a Red Collection Hotel in East Falmouth
+1-800-805-5223
51 Teaticket Highway, East Falmouth, MA 02536 ~17.82 miles northeast of Chilmark
  • Pool details: 8am. to 9pm.
  • 2 star Downtown hotel
From$74
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven - Fairhaven
+1-888-965-1860
1 Hampton Way, Fairhaven, MA 02719 ~21.37 miles north of Chilmark
  • Includes a pool: Seasonal outdoor pool, 10a-8p
  • 3-star Suburban hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford : 185 Macarthur Dr.
+1-888-788-5576
185 Macarthur Dr., New Bedford, MA 02740 ~21.41 miles north of Chilmark
  • Pool in hotel: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • Mid-scale Downtown property
From$114
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Seaport Resort & Marina
+1-888-897-9207
110 Middle St., Fairhaven, MA 02719 ~21.73 miles north of Chilmark
  • With a pool!
  • Mid-scale Oceanfront hotel
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth
+1-888-311-4278
181 Faunce Corner Rd., Dartmouth, MA 02747 ~24.00 miles northwest of Chilmark
  • Pool available: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Midscale Suburban property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Newport Beach Hotel & Suites : Wave Ave. Newport East
+1-888-469-4795
Wave Ave. Newport East, Middletown, RI 02842 ~28.21 miles west of Chilmark
  • Has swimming pool: Indoor, heated, pool with its cascading water wall
  • Mid-scale Oceanfront hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Newport Hotel in Middletown
+1-888-734-9421
240 Aquidneck Ave., Middletown, RI 02842 ~28.29 miles west of Chilmark
  • Pool in hotel: The pool is open from 8am-11pm It is an indoor, heated salt water swimming pool.
  • 3 star Beach property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites Fall River Westport - Westport
+1-888-841-5292
41 Old Bedford Rd., Westport, MA 02790 ~29.02 miles northwest of Chilmark
  • Pool available: Indoor pool
  • 3-star hotel
From$600
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Fall River/Westport in Westport
+1-888-455-5160
53 Old Bedford Rd., Westport, MA 02790 ~29.03 miles northwest of Chilmark
  • Pool in hotel: Indoor pool open 9 am to 10 pm
  • 3 star Rural hotel
From$92
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Vanderbilt, Auberge Resorts Collection in Newport
+1-888-965-8297
41 Mary St., Newport, RI 02840 ~29.54 miles west of Chilmark
  • Our hotel comes with a pool
  • Luxurious 5 Star Resort property
From$250
Average 3.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Middletown/Newport Area
+1-888-906-6358
1185 West Main Rd., Middletown, RI 02842 ~29.68 miles west of Chilmark
  • Pool details: Seasonal - Summer Months (Memorial day - Labor day)
  • Low-priced Beach hotel
From$69
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express Newport North Middletown - Middletown
+1-888-749-6785
855 West Main Rd., Middletown, RI 02842 ~29.76 miles west of Chilmark
  • Has swimming pool: Indoor heated pool with adjacent outdoor patio.
  • Mid-scale Beach hotel
From$67
Very Good 4.0 /5 Review Score 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 Chilmark" Get Alexa Skill →
Club Wyndham Inn on Long Wharf in Providence
+1-888-878-9982
142 Long Wharf Resort, Providence, RI 2840 ~29.88 miles west of Chilmark
  • Pool details: Indoor/outdoor across the street at Club Wyndham Long Wharf Resort
  • Three Star Oceanfront property
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sonesta Select Newport Middletown : 9 Commerce Dr.
+1-888-389-4485
9 Commerce Dr., Middletown, RI 02842 ~29.93 miles west of Chilmark
  • Pool available: Indoor and outdoor pool are out of service from November 11, 2023 to January 1, 2024. Indoor/Outdoor Pool & Indoor Jacuzzi. Large outdoor Firepit with lounge seating.
  • Affordable property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Sandwich Lodge & Resort in Sandwich
+1-888-389-4121
54 Route 6a, Sandwich, MA 02563 ~32.28 miles northeast of Chilmark
  • Pool available: Indoor pool with hot tub open daily from 9am to 10pm. Outdoor pool open seasonally May 23 to Sep 6.
  • Low priced Highway property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
The Emerald Resort: Irish Village / Hyport Conference Center - Barnstable
+1-888-675-2083
35 Scudder Ave., Barnstable, MA 02601 ~32.47 miles northeast of Chilmark
  • Includes a swimming pool
  • Affordable Convention Center property
From$109
Average 3.0 /5 Reviews Call BookMore Details
Hyannis Inn Hotel : 473 Main St.
+1-800-716-8490
473 Main St., Hyannis, MA 02601 ~33.12 miles northeast of Chilmark
  • Pool in hotel: Indoor pool and hours do vary by the season
  • Two star Downtown property
From$57
Average 3.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel in Fall River
+1-800-805-5223
360 Airport Rd., Fall River, MA 02720 ~33.26 miles northwest of Chilmark
  • Has swimming pool: Indoor Pool 7am-10pm
  • 3 star Highway property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Margaritaville Resort Cape Cod
+1-888-965-1860
1225 Iyannough Rd., Hyannis, MA 02601 ~33.30 miles northeast of Chilmark
  • Pool available: FinsUp! Waterpark as well as a heated outdoor pool (open year round) with Salty Rim Food Truck (seasonal)
  • Mid-scale Resort property
From$126
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cape Cod Hyannis : 867 Iyannough Rd.
+1-888-788-5576
867 Iyannough Rd., Hyannis, MA 02601 ~33.37 miles northeast of Chilmark
  • Pool details: Indoor heated salt water pool.
  • Three Star Resort property
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Cape Cod Hyannis : 287 Iyannough Rd.
+1-888-897-9207
287 Iyannough Rd., Hyannis, MA 02601 ~33.85 miles northeast of Chilmark
  • Pool in hotel: Take a dip in the hotel’s sparkling outdoor swimming pool (seasonal), set in a landscaped courtyard, or plunge into the large heated indoor pool (year round.)
  • Midscale hotel
From$113
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Cape Cod-West Yarmouth
+1-888-311-4278
99 Main St. Route 28, West Yarmouth, MA 02673 ~34.30 miles northeast of Chilmark
  • Pool details: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • Affordable Resort property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sunbird Cape Cod Resort
+1-888-469-4795
216 Main St., Yarmouth, MA 02673 ~34.55 miles northeast of Chilmark
  • Pool available: 8 am - 10 pm
  • Affordable Beach property
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth
+1-888-734-9421
476 Route 28, West Yarmouth, MA 02673 ~35.02 miles northeast of Chilmark
  • Pool in hotel: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Three Star Resort hotel
From$76
Very Good 4.0 /5 Reviews Call BookMore Details
Freebird Motor Lodge
+1-888-841-5292
553 Ma 28, Yarmouth, MA 02673 ~35.21 miles northeast of Chilmark
  • Pool available: The pool at Freebird Motor Lodge is a stylish blend of retro and modern, featuring mid-century lounge chairs, vibrant umbrellas, and nostalgic decor. The heated pool offers year-round comfort with a spacious deck for sunbathing. Poolside cabanas provide privacy, while an adjacent hot tub offers relaxation. A poolside bar serves craft cocktails and snacks, enhancing the laid-back atmosphere. The pool area hosts themed parties with live music, creating a lively social hub. It's family-friendly with a shallow end and pool toys for kids, making it a vibrant spot for all guests to enjoy.
  • Mid-scale hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Jacket Beach Resort
+1-888-455-5160
1 South Shore Dr., South Yarmouth, MA 02673 ~35.32 miles northeast of Chilmark
  • Has swimming pool: Heated Indoor and Outdoor Pools
  • Midscale Oceanfront hotel
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Blue Water Resort
+1-888-965-8297
291 South Shore Dr., South Yarmouth, MA 02664 ~36.25 miles northeast of Chilmark
  • Has swimming pool: Heated indoor and outdoor pools
  • Three Star Beach property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Riviera Resort in Yarmouth
+1-888-906-6358
327 South Shore Dr., Yarmouth, MA 02664 ~36.31 miles northeast of Chilmark
  • Pool available: Outdoor Pool: Our zero entry heated outdoor pool with giant water umbrella and foot bridge is a swimmers delight! A garden oasis in the middle of the resort, enjoy a relaxing day lounging in the sun or splashing in the pool. The outdoor pool may be found in the middle of the resort as you walk toward the beach. Indoor Pool: Looking for a break from the sun? Our beautiful indoor pool offers a shady respite with plenty of room to sit or lounge on the surrounding deck. The indoor pool is located near reception at the front of the resort.
  • 3 star property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn South Kingstown (Newport Area), an IHG Hotel in South Kingstown
+1-888-749-6785
3009 Tower Hill Rd., South Kingstown, RI 02874 ~36.81 miles west of Chilmark
  • Has swimming pool: Seasonal outdoor pool. 9 am - 9 pm. Large deep end, 8 ft and shallow end, 3 ft.. Kidney shaped. Outodoor pool. 60 ft length 26 ft wide.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Nantucket Inn - Nantucket
+1-888-878-9982
1 Miller's Lane, Nantucket, MA 02554 ~37.17 miles east of Chilmark
  • Includes a pool: Indoor Pool is open from 9 AM - 9 PM. Outoor Pool is open 10 AM - 6 PM with extended hours during the peak season. Also features the Cool Spot Bar. Pool attendants at each.
  • 3-star Resort property
From$235
Very Good 4.0 /5 Read Reviews Call BookMore Details
All Seasons Resort
+1-888-389-4485
1199 Ma 28, Yarmouth, MA 02664 ~37.44 miles northeast of Chilmark
  • Pool details: All Seasons Resort has a year-round heated indoor pool, seasonal outdoor pool, and hot tub. *Due to COVID-19- hot tub is currently out of service*
  • Mid-scale Beach hotel
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Blue Rock Resort
+1-888-389-4121
39 Todd Rd., South Yarmouth, MA 02664 ~39.03 miles northeast of Chilmark
  • Includes a pool: Outdoor heated pool
  • 3-star Golf Course property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou : 4 Chalet Rd.
+1-888-675-2083
4 Chalet Rd., Middleborough, MA 02346 ~39.90 miles north of Chilmark
  • Has a pool!
  • Three Star Suburban hotel
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot : 43 Harding St.
+1-800-716-8490
43 Harding St., Middleboro, MA 02346 ~39.92 miles north of Chilmark
  • With a pool!
  • Affordable Rural hotel
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Bluegreen Vacations The Breakers, an Ascend Resort
+1-800-805-5223
61 Chase Ave., Dennis Port, MA 2639 ~40.24 miles northeast of Chilmark
  • Includes a swimming pool
  • 4-star hotel
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn
+1-888-965-1860
4 Home Depot Dr., Plymouth, MA 02360 ~41.14 miles north of Chilmark
  • Includes a pool: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Raynham Taunton
+1-888-788-5576
600 New State Highway, Raynham, MA 02767 ~41.21 miles north of Chilmark
  • Has a pool!
  • 3 star Suburban hotel
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Plymouth : 10 Plaza Way
+1-888-897-9207
10 Plaza Way, Plymouth, MA 02360 ~41.96 miles north of Chilmark
  • Pool details: 9a-9p
  • 3 star Suburban property
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites - Plymouth
+1-888-311-4278
16 Plaza Way, Plymouth, MA 02360 ~42.05 miles north of Chilmark
  • Includes a pool: Indoor Pool Open from 9am- 10pm
  • Midscale Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Providence-Seekonk Inn : 45 Mink St.
+1-888-469-4795
45 Mink St., Seekonk, MA 02771 ~42.27 miles northwest of Chilmark
  • We have a pool
  • Three Star Downtown hotel
From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Plymouth, an IHG Hotel - Plymouth
+1-888-734-9421
155 Samoset St., Plymouth, MA 02360 ~42.32 miles north of Chilmark
  • Pool details: open 8a-9p, indoor heated, approx. 13x26,depth range 3'' - 4.5'', 4 seating areas with tables, towel station, shower room, french doors leading to outside sun patio with seating, colorful tropical fish motif surrounding pool,
  • 3-star Oceanfront property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Seekonk Providence
+1-888-841-5292
341 Highland Ave., Seekonk, MA 02771 ~42.42 miles northwest of Chilmark
  • Has swimming pool: 8am to until dusk outdoor pool 8.5'deep and 50'long
  • Economy Suburban hotel
From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Seekonk
+1-888-455-5160
1030 Fall River Ave., Seekonk, MA 02771 ~42.50 miles northwest of Chilmark
  • Includes a pool: Indoor heated pool
  • Three Star Suburban hotel
From$104
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Seekonk - Providence : 940 Fall River Ave.
+1-888-965-8297
940 Fall River Ave., Seekonk, MA 02771 ~42.54 miles northwest of Chilmark
  • Has swimming pool: Largest indoor heated pool in the area, opened year round, 9am-10pm.
  • Three Star Highway hotel
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
John Carver Inn & Spa
+1-888-906-6358
25 Summer St., Plymouth, MA 02360 ~42.65 miles north of Chilmark
  • Pool in hotel: Indoor theme pool with waterslide
  • 3 star Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hotel 1620 Plymouth Harbor - Plymouth
+1-888-749-6785
180 Water St., Plymouth, MA 02360 ~43.10 miles north of Chilmark
  • We have a pool
  • Affordable Oceanfront property
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Cold Spring : 180 Court St.
+1-888-878-9982
180 Court St., Plymouth, MA 02360 ~43.26 miles north of Chilmark
  • Pool available: Seasonal heated outdoor pool
  • Midscale Resort property
From$129
Very Good 4.0 /5 Reviews Call BookMore Details

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