1. Castle Hill Resort And Spa

- Location: Cavendish
- Guest rating: 9/10 (Wonderful, 127 reviews)
- Price: CA $238, CA $259 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Baltimore hotels with a pool
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Check prices for these dates, December 14–15, 2026










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.
Breakfast included
4 stars
5 stars
Hot tub
Spa





Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Jackson : Provides a full-service spa, an indoor pool, and free self parking. Pointe at Castle Hill Resort: Offers a children's pool, an indoor pool, and a sauna. The Shire Woodstock: Hotel, 2-minute walk from Okemo Mountain Resort. Offers an indoor pool, an outdoor pool, and 2 restaurants. On The River Inn: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
Make a point to visit attractions like Maple Lanes and Vermont Country Store. During your stay, check out sights such as Fox Run Golf Course, Okemo Mountain Resort, and Mount Ascutney.
Taking into account the local weather in Baltimore can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Baltimore are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.