Hotels in Woolford

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Top 5 hotels in Woolford at a glance

  1. Historic 1825 Chesapeake Farm Stay — 2-star hotel in St. Leonard.
  2. Comfort Inn & Suites Cambridge — 2.5-star hotel in Cambridge. Guest rating: 8.2/10 — Very Good.
  3. Holiday Inn Express Cambridge by IHG — 2.5-star hotel in Cambridge. Guest rating: 8.8/10 — Excellent.
  4. Days Inn & Suites by Wyndham Cambridge — 2.5-star hotel in Cambridge. Guest rating: 6.6/10.
  5. Cambridge Inn — 2-star hotel in Cambridge. Guest rating: 5.4/10.

Where to stay in Woolford?

Front of property

Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
The price is $122
$135 total
includes taxes & fees
Aug 14 - Aug 15
Historic 1825 Chesapeake Farm Stay
Lobby

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (869 reviews)
Discover tranquility at this Cambridge hotel, just minutes from Bay Country Shop and Dorchester Historical Society. Enjoy a refreshing swim in the indoor pool, energize at the 24-hour fitness center, and start each day with complimentary breakfast.
The price is $114
$127 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Inn & Suites Cambridge
Dining

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (797 reviews)
Escape to this welcoming hotel offering a 24-hour fitness center and soothing hot tub. Only minutes from Cambridge Station, with Bay Country Shop nearby. Enjoy free breakfast, WiFi, parking, and the restaurant's tasty offerings - all backed by exceptionally helpful staff.
The price is $127
$141 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Cambridge by IHG
Premium bedding, desk, iron/ironing board, cribs (free)

Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge
2.5 star property
Cambridge
6.6 out of 10, (1,002 reviews)
Refresh at this Cambridge hotel's seasonal outdoor pool before exploring Bay Country Shop and Dorchester County Historical Society. Just a 4-minute drive from Cambridge Station, guests praise the clean rooms while enjoying complimentary breakfast, Wi-Fi, and parking.
The price is $71
$79 total
includes taxes & fees
Sep 2 - Sep 3
Days Inn & Suites by Wyndham Cambridge
Reception

Cambridge Inn

Cambridge Inn
2.0 star property
Cambridge
5.4 out of 10, (595 reviews)
Conveniently positioned in Cambridge with easy access to Bay Country Shop and Dorchester County Historical Society. This hotel offers practical amenities including free parking, daily housekeeping, and laundry facilities, just 3 minutes from Cambridge Station.
The price is $75
$83 total
includes taxes & fees
Aug 5 - Aug 6
Cambridge Inn
View from room

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,002 reviews)
The price is $205
$280 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Regency Chesapeake Bay
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
Escape to this quiet retreat with hiking trails and a garden terrace. Just minutes from Saint Michaels Village and Classic Motor Museum, this hotel offers free breakfast, WiFi and parking. Guests consistently praise the helpful staff and clean accommodations.
The price is $99
$109 total
includes taxes & fees
Aug 23 - Aug 24
St Michaels Inn
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (394 reviews)
Set on the bay, this Tilghman hotel offers waterfront relaxation with complimentary breakfast and free parking. Explore by kayak or bicycle with onsite rentals, or unwind at the marina. Each room includes convenient refrigerators and microwaves for added comfort.
The price is $150
$165 total
includes taxes & fees
Aug 5 - Aug 6
Knapps Narrows Marina & Inn
Jacuzzi King Room, 1 King Bed, Non Smoking | Desk, WiFi (free), bed sheets

Quality Inn Solomons - Beacon Marina

Quality Inn Solomons - Beacon Marina
2.5 star property
Solomons
7.6 out of 10, Good, (923 reviews)
Enjoy spectacular marina vistas from this quiet hotel with seasonal outdoor pool and bar. Just minutes from Drum Point Lighthouse and Calvert Marine Museum, guests love the helpful staff, clean rooms, and relaxing jacuzzi.
The price is $102
$113 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn Solomons - Beacon Marina
Terrace/patio

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (698 reviews)
Discover the charm of Solomons at this welcoming hotel near Annmarie Sculpture Garden. Enjoy American cuisine at Garden Grille and Bar, then unwind in the outdoor pool or 24-hour fitness center. The helpful staff ensures a memorable stay.
The price is $130
$145 total
includes taxes & fees
Aug 13 - Aug 14
Hilton Garden Inn Solomons
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (904 reviews)
Immerse yourself in this charming hotel with a full-service spa offering massages and facials. Enjoy local flavors at Hunters' Tavern, then unwind at the bar or terrace. Just minutes from Avalon Theatre and Customs House with free WiFi and parking.
The price is $179
$197 total
includes taxes & fees
Aug 9 - Aug 10
The Tidewater Inn
Dock

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (169 reviews)
Serene B&B in East New Market with complimentary breakfast and WiFi. Spend your day rowing or canoeing onsite, then relax in the hot tub. Enjoy the garden and terrace before exploring nearby Bill Burton Fishing Pier State Park.
The price is $200
$222 total
includes taxes & fees
Aug 9 - Aug 10
Marvel's on the Creek
Desk, WiFi (free), bed sheets

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (395 reviews)
This motel offers a budget-friendly base in Easton with convenient free perks including continental breakfast, WiFi, and parking. Located near Easton Cycle and Sport, you'll find Talbot Massage just moments away for post-adventure relaxation.
The price is $81
$89 total
includes taxes & fees
Aug 10 - Aug 11
Econo Lodge Easton Route 50
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (578 reviews)
This business-friendly hotel features a morning swim spot and fitness center that travelers appreciate. Located near Easton Cycle and Sport and the Rail Depot, it offers free breakfast, WiFi, and parking with staff known for their helpfulness.
The price is $146
$161 total
includes taxes & fees
Aug 6 - Aug 7
Hampton Inn Easton
Terrace/patio

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (154 reviews)
This waterfront inn on Tilghman Island features a seasonal outdoor pool and welcoming restaurant with bar. Near local marinas, it offers free breakfast, WiFi, and parking. Guests can relax on the terrace or stroll through the garden while experiencing exceptional staff service.
The price is $225
$248 total
includes taxes & fees
Aug 9 - Aug 10
The Tilghman Island Inn
Property grounds

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (191 reviews)
Waterfront hotel in Oxford offers complimentary breakfast and parking, plus in-room refrigerators and microwaves for added convenience. Explore nearby Oxford Museum, or simply unwind on the terrace overlooking the bay.
The price is $300
$330 total
includes taxes & fees
Aug 26 - Aug 27
Sandaway Suites & Beach
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (492 reviews)
Soak in the charm of this waterfront getaway near Higgins Yacht Yard and Marina. Enjoy complimentary breakfast before exploring Muskrat Park. After sightseeing, unwind with drinks at the bar or grab a bite at the on-site café.
The price is $239
$288 total
includes taxes & fees
Sep 1 - Sep 2
The Wildset
Lobby

Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River
2.5 star property
Lexington Park
8.6 out of 10, Excellent, (728 reviews)
The price is $111
$123 total
includes taxes & fees
Aug 30 - Aug 31
Comfort Inn & Suites Lexington Park near Pax River
Exterior

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station
3.0 star property
Lexington Park
8.6 out of 10, Excellent, (266 reviews)
This business-friendly hotel in Lexington Park offers free parking and breakfast daily from 6:30 AM. Just minutes from Patuxent River Naval Air Museum, you can maintain your workout routine in the on-site fitness center while exploring nearby Dunleigh Neighborhood Park.
The price is $152
$169 total
includes taxes & fees
Aug 6 - Aug 7
Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station
Front of property

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (92 reviews)
Escape to this Victorian bed & breakfast in Easton where pampering awaits at the on-site spa. Each room includes convenient refrigerators and microwaves. Enjoy the hot tub, 24-hour fitness center, free breakfast, and parking while exploring nearby Avalon Theatre.
The price is $329
$362 total
includes taxes & fees
Aug 5 - Aug 6
Hummingbird Inn
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.
View all properties

Top landmarks in Woolford

Woods Island

Woods Island is 4.1 mi (6.6 km) from central Woolford, why not stop by during your stay.
See properties

Learn more about Woolford

Woolford is well-known for its attractions such as Blackwater National Wildlife Refuge and Woods Island.

See all hotels in Woolford
A group of white birds flying over a field of dry grass.

Check out reviews of Woolford hotels guests love

The Oaks Waterfront

The Oaks Waterfront

10/10 Excellent
"Beautiful setting and facilities that are exquisitely maintained. All our staff encounters were very polite, friendly and personal. The Waterfront Suite allowed us to enjoy the evening sunset on the front porch and the morning sunrise on the large back porch. Highly, highly recommend."
Bill 2-night trip
Posted 13 hours ago
The Oaks Waterfront

Frequently asked questions

What accommodations do travelers like in Woolford?
Guests like Hyatt Regency Chesapeake Bay, Days Inn & Suites by Wyndham Cambridge and Comfort Inn & Suites Cambridge.
Can I book a refundable hotel in Woolford?
If you're looking for the flexibility to change your travel plans to Woolford, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Woolford if I want a vacation home instead of a traditional hotel?
If you're looking for a good alternative to a hotel, browse our selection of 6 vacation homes.
What will the weather in Woolford be like during my vacation?
The warmest months in Woolford are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 41°F. The rainiest months are August and October.
Why should I book my Woolford hotel through Hotels.com?
There are plenty of reasons to book your Woolford travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.