A waterfront street lined with trees and a white building with a balcony.

Find Hotels with a Pool in Oxford, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Oxford Hotels with a Pool

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Oxford hotels with a pool

1. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
AED 280
AED 307 total
includes taxes & fees
19 Nov - 20 Nov
St Michaels Inn

2. The Oaks Waterfront

The Oaks Waterfront
Easton
  • Scenic waterfront pool creates a summer paradise with views and easy water access.
AED 1,616
AED 1,778 total
includes taxes & fees
20 Oct - 21 Oct
The Oaks Waterfront

3. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
AED 1,803
AED 1,983 total
includes taxes & fees
18 Nov - 19 Nov
Inn at Perry Cabin

4. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
  • Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
AED 547
AED 602 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Easton by IHG

5. 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.
AED 536
AED 714 total
includes taxes & fees
18 Nov - 19 Nov
Hyatt Regency Chesapeake Bay

6. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
AED 680
AED 747 total
includes taxes & fees
20 Oct - 21 Oct
The Tilghman Island Inn

7. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
AED 551
AED 606 total
includes taxes & fees
20 Oct - 21 Oct
Knapps Narrows Marina & Inn

8. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
AED 437
AED 481 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites

9. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
AED 496
AED 546 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Easton

10. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness center for your aquatic escape.
AED 470
AED 517 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn Easton
View all properties

Choose what matters most at hotels with a pool in Oxford

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Oxford Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Great location. Very clean."
scott 2-night trip
Posted 9 hours ago
St Michaels Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

8/10 Good
"Nice place, dinner staff was super slow but overall nice stay"
Richard 1-night trip
Posted 13 hours ago
Hyatt Regency Chesapeake Bay
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

10/10 Excellent
"Had a fairly large assortment of hot and cold items for breakfast, breakfast was good. Place is clean and neat."
Ronald 2-night trip
Posted 15 hours ago
Holiday Inn Express Cambridge by IHG
The Tidewater Inn

The Tidewater Inn

8/10 Good
"This hotel is a gorgeous historic hotel. It has all character and beauty that you expect in Easton, Maryland. People should be aware that the air conditioning/heat is controlled by the staff. So if it’s hot in the room, you can’t adjust the air conditioning."
Elena 2-night trip
Posted 4 days ago
The Tidewater Inn
Baymont by Wyndham Easton

Baymont by Wyndham Easton

10/10 Excellent
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
Edwin 1-night trip
Posted 7 days ago
Baymont by Wyndham Easton

Frequently asked questions

What are some accommodations with pools in Oxford?
Sandaway Suites & Beach: Offers kitchens, a communal pool, and televisions. Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways: Provides sun loungers, a pool, and complimentary wireless internet access. St Michaels Inn: Features daily, a seasonal outdoor pool, and free self parking. Hyatt Regency Chesapeake Bay: Offers 2 outdoor pools, a children's pool, and a private beach. Hilton Garden Inn Kent Island Marina: Features free self parking, an indoor pool, and televisions.
What is there to see and do in Oxford?
Make a point to visit attractions like Gerry Boyle Park at Great Marsh and Chesapeake Bay Maritime Museum. Discover sights such as Oxford Museum during your stay. Take in the natural beauty of Oxford with the riverfront and beaches.
When is the best time to book a hotel with a pool in Oxford?
You may want to consider an accommodation that has an outdoor pool if you're planning to visit Oxford in the warmest months of July, August, or June when the average temp is 74°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 40°F.