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Find Hotels with a Pool in Holland, MA

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Check availability on Holland Hotels with a Pool

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Holland hotels with a pool

Indoor pool
Wellsworth Hotel

Wellsworth Hotel

Wellsworth Hotel
3.0 star property
Southbridge
9.2 out of 10, Wonderful, (1379)
"Amazing stay"
United States
Lisa
The price is ￥16,814
￥18,781 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Wellsworth Hotel
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
Comfort Inn & Suites Dayville - Killingly Industrial Park

Comfort Inn & Suites Dayville - Killingly Industrial Park

Comfort Inn & Suites Dayville - Killingly Industrial Park
2.5 star property
Dayville
8.8 out of 10, Excellent, (538)
"We enjoyed our stay there. "
United States
Jesse
The price is ￥16,628
￥19,123 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Comfort Inn & Suites Dayville - Killingly Industrial Park
Indoor pool
Hampton Inn Sturbridge

Hampton Inn Sturbridge

Hampton Inn Sturbridge
2.5 star property
Sturbridge
8.6 out of 10, Excellent, (1001)
"Staff was very attentive, room was very nice"
United States
Gerald
The price is ￥14,408
￥16,093 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Sturbridge
Seasonal outdoor pool, sun loungers
Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge
2.0 star property
Sturbridge
8.0 out of 10, Very Good, (1001)
"Its always a great stay. Clean rooms quiet and great stafd"
United States
Tucker
The price is ￥11,683
￥13,050 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Super 8 by Wyndham Sturbridge
Seasonal outdoor pool
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge
2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1582)
"Everything was great! "
United States
Joseph
The price is ￥12,541
￥14,010 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Publick House Historic Inn and Country Motor Lodge
Terrace/patio
Economy Lodge

Economy Lodge

Economy Lodge
2.5 star property
Fiskdale
6.8 out of 10, (250)
"great easy place to stay"
United States
joy
Economy Lodge
Indoor pool
Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center
3.0 star property
Sturbridge
6.4 out of 10, (1001)
"Really interesting and cool place"
United States
Hillary
Sturbridge Host Hotel & Conference Center
Lobby
Rodeway Inn Willington North

Rodeway Inn Willington North

Rodeway Inn Willington North
2.0 star property
Willington
4.2 out of 10, (987)
"Location"
United States
John
The price is ￥10,514
￥12,091 total
includes taxes & fees
Jan 17 - Jan 18, 2026
Rodeway Inn Willington North
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield
2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1002)
"Comfortable beds, helpful staff, nice interior "
United States
Sara
The price is ￥15,039
￥16,798 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Comfort Inn & Suites Sturbridge - Brimfield
Exterior
Hampton Inn Auburn

Hampton Inn Auburn

Hampton Inn Auburn
2.5 star property
Auburn
8.6 out of 10, Excellent, (1003)
"Great stay had fun"
United States
Ernest
The price is ￥14,636
￥16,348 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hampton Inn Auburn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Holland Hotel Reviews

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"We loved being able to have our dog with us - for a very reasonable price. The room was comfortable and coffee and pastries in the morning were fantastic."
nancy 1-night trip
Posted 3 days ago
Publick House Historic Inn and Country Motor Lodge

Frequently asked questions

What are some hotels with pools in Holland?
Dove Cabin up in the Trees: Features 2 restaurants, an indoor pool, and a health club. Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!: Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa. Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!: Features daily, an indoor pool, and complimentary wired internet access. Charming 3-bed Lakehouse with Deck and Beach: Provides 2 restaurants, a seasonal outdoor pool, and daily. Wellsworth Hotel: Features buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Holland?
The picturesque setting of Quinebaug Woods showcases the area's natural beauty. During your stay, check out sights such as Holland Public Library, Leadmine Wildlife Management Area, and Holland Town Hall.
When is the best time to book a hotel with a pool in Holland?
Taking into account the local weather in Holland is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Holland is 54 inches.