Two people in a red canoe on a body of water with a sunset and a bridge in the background.

Tilghman Hotel with Pool

  • 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 Tilghman Hotel with Pool

Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Tilghman hotels with a pool

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
HK$1,452
HK$1,597 total
includes taxes & fees
5 Oct - 6 Oct
The Tilghman Island Inn

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
  • Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
HK$1,716
HK$2,280 total
includes taxes & fees
18 Oct - 19 Oct
Wylder Tilghman Island

3. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
HK$785
HK$863 total
includes taxes & fees
1 Nov - 2 Nov
Knapps Narrows Marina & Inn

4. 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.
HK$4,025
HK$4,428 total
includes taxes & fees
26 Oct - 27 Oct
Inn at Perry Cabin

5. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
HK$699
HK$769 total
includes taxes & fees
4 Oct - 5 Oct
St Michaels Inn

6. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
  • Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
HK$1,134
HK$1,521 total
includes taxes & fees
12 Oct - 13 Oct
Rod 'N' Reel Resort

7. The Oaks Waterfront

The Oaks Waterfront
Easton
  • Scenic waterfront pool creates a summer paradise with views and easy water access.
HK$3,453
HK$3,798 total
includes taxes & fees
4 Oct - 5 Oct
The Oaks Waterfront

8. 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.
HK$1,051
HK$1,157 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Easton by IHG

9. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness centre for your aquatic escape.
HK$1,003
HK$1,104 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn Easton

10. 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.
HK$1,012
HK$1,113 total
includes taxes & fees
4 Oct - 5 Oct
Best Western Plus Easton Inn & Suites
View all properties

Choose what matters most at hotels with a pool in Tilghman

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Tilghman Hotel Reviews

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

10/10 Excellent
"Everything well maintained,staff friendly,good breakfast,close to activities."
Susan 3-night trip
Posted 4 hours ago
Best Western Plus Easton Inn & Suites
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Had a good time. Nice area"
Thomas E 3-night trip
Posted 6 hours ago
Hilton Garden Inn Kent Island Marina
St Michaels Inn

St Michaels Inn

8/10 Good
"Clean and breakfast was provided. It was in the right location that we needed for our weekend. Stay."
Liz 2-night trip
Posted 7 hours ago
St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Outstanding experience in every way. Staff was superior — everyone greeted us by name and was eager to ensure we had everything we needed. Meals at Stars were excellent — and the gorgeous views of the water and property enhanced the dining experience. The lit firepits and comfy seating outside were a welcome retreat in the early evening so we could sit and take in the views. We strolled the grounds via the walking paths and enjoyed the lush gardens and plantings. All in all, an amazing getaway."
Christina 2-night trip
Posted 1 day ago
Inn at Perry Cabin
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent
"Pet friendly. Full breakfast. Desk was accommodating for a ground floor room for my dog. Room was clean and comfortable."
Wayne 1-night trip
Posted 7 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG

Frequently asked questions

What are some accommodation options with pools in Tilghman?
Wylder Tilghman Island: Hotel, 8-minute walk from Chesapeake Bay. Features a private beach, a seasonal outdoor pool and a sauna. The Tilghman Island Inn: Guest house, 4-minute walk from Chesapeake Bay. Offers daily, a seasonal outdoor pool and free self parking. Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Vintage Pet-Friendly Cottage | Tilghman Island: Offers daily, a seasonal outdoor pool and free self parking. Rod 'N' Reel Resort: Provides 2 outdoor swimming pools, a children's pool and a private beach.
What is there to see and do in Tilghman?
Make a point to visit attractions such as Northern Chesapeake Bay and Phillips Wharf Environmental Center. During your stay, visit sights such as Chesapeake Bay, Tilghman Island Marina and Knapp's Narrows Marina & Inn. Take in the natural beauty of Tilghman with the island views and sunsets.
When is the best time to book a hotel with a pool in Tilghman?
You may want to think about a place to stay that offers an outdoor pool if you'll be visiting Tilghman in the hottest months of July, August or June, when the average temp is 24°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 5°C.

Explore a world of travel with Expedia