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Find Hotels with a Pool in Woolford, MD

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Check availability on Woolford Hotels with a Pool

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Woolford hotels with a pool

1. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
  • Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
₩157,071
₩174,349 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Inn & Suites Cambridge

2. Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge
Cambridge
  • Dive into seasonal outdoor pool bliss at this Cambridge retreat for adult relaxation.
₩111,729
₩124,020 total
includes taxes & fees
Aug 30 - Aug 31
Days Inn & Suites by Wyndham Cambridge

3. Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
Cambridge
  • Splash into relaxation with a rejuvenating indoor pool and hot tub retreat at this Cambridge hotel.
₩186,791
₩207,338 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express Cambridge by IHG

4. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Aquatic paradise awaits with 2 outdoor pools, indoor pool, and waterslide offering year-round relaxation at this riverside resort.
₩280,879
₩384,797 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Regency Chesapeake Bay

5. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
₩123,282
₩135,611 total
includes taxes & fees
Aug 31 - Sep 1
St Michaels Inn

6. Quality Inn Solomons - Beacon Marina

Quality Inn Solomons - Beacon Marina
Solomons
  • Dive into serenity at this marina-side retreat with a seasonal outdoor pool and relaxing hot tub experience.
₩140,716
₩156,195 total
includes taxes & fees
Sep 2 - Sep 3
Quality Inn Solomons - Beacon Marina

7. Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
Solomons
  • Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.
₩180,399
₩200,243 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Solomons

8. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
₩207,546
₩228,301 total
includes taxes & fees
Aug 31 - Sep 1
Knapps Narrows Marina & Inn

9. Hampton Inn by Hilton Lexington Park

Hampton Inn by Hilton Lexington Park
Lexington Park
₩135,016
₩149,866 total
includes taxes & fees
Sep 19 - Sep 20
Hampton Inn by Hilton Lexington Park

10. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
₩283,646
₩312,011 total
includes taxes & fees
Sep 1 - Sep 2
The Tilghman Island Inn
View all properties

Choose what matters most at hotels with a pool in Woolford

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Woolford Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Three pools and a hot tub are great. Took advantage of kayak rental on the premises. Our room was clean and the staff were very helpful and friendly."
Sandra 2-night trip
Posted 2 hours ago
Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

8/10 Good
"My room was wonderful! Great comfort of the bed. Peaceful. The breakfast was lack luster with all carbs. Nothing sugar free for diabetics. Lots of construction and painting during my stay. Would stay here again, however!"
Kris 3-night trip
Posted 2 hours ago
St Michaels Inn
Hampton Inn Easton

Hampton Inn Easton

10/10 Excellent
"Staff were very helpful and breakfast was most appreciated! Nice and quiet too!"
Rachel 1-night trip
Posted 2 days ago
Hampton Inn Easton
Quality Inn

Quality Inn

10/10 Excellent
"We did an overnight trip to St. Michael’s and stayed this Quality Inn. Staff was very nice and helpful. The hotel was in great condition. The rooms were modern and recently updated according to a staff member. Would definitely recommend and will be staying there again on my travels to Maryland."
Erik 1-night trip
Posted 3 days ago
Quality Inn
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

10/10 Excellent
"Great location with access to all the areas amenities."
William 1-night trip
Posted 3 days ago
Hilton Garden Inn Solomons
The Tidewater Inn

The Tidewater Inn

10/10 Excellent
"We had a lovely stay at Tidewater Inn centrally located in downtown Easton within walking distance of charming shops and delicious restaurants. Our room was spacious and light filled. The bathroom was small but adequate. We ate at the restaurant in the hotel (Hunters Tavern) and had a fabulous meal. Will definitely be back."
Lisa 1-night trip
Posted 3 days ago
The Tidewater Inn
George Brooks House B&B

George Brooks House B&B

8/10 Good
"We enjoyed our stay but found a few things that could have been better. Our host (Will) was not present the first day and most likely did not know the coffee and tea bar had sour milk and no sugar. I took it upon myself to rummage around and find these things but I would have liked it better if they were there. Also, we had a scrap of toilet paper in our room and no refills so I had to find that as well. Small things but not a good first impression. Otherwise, the room was very comfortable, the pool was great and the breakfast was delicious."
Donna 2-night trip
Posted 6 days ago
George Brooks House B&B
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

10/10 Excellent
"We enjoyed the peaceful garden and view from the balcony. The pool was great…we had it to ourselves late afternoon. The continental breakfast was very nice."
Jamie M 2-night trip
Posted 7 days ago
Knapps Narrows Marina & Inn

Frequently asked questions

What are some hotels with pools in Woolford?
St Michaels Inn: Features a sauna, a pool, and sun loungers. Hyatt Regency Chesapeake Bay: Provides daily, a seasonal outdoor pool, and free self parking. Inn at Perry Cabin: Features 2 outdoor pools, a children's pool, and a private beach. The Tidewater Inn: Offers a full-service spa, an outdoor pool, and 2 bars. The Wildset: Provides daily, a seasonal outdoor pool, and free self parking.
What is there to see and do in Woolford?
Surround yourself with nature at Blackwater National Wildlife Refuge. Discover sights such as Woods Island during your stay.
When is the best time to book a hotel with a pool in Woolford?
You may want to think about an accommodation with an outdoor swimming pool if you're planning to visit Woolford in the hottest months of July, August, or June when the average temp is 75°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 41°F.

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