Chester, Maryland Vacations & Adventures | Travel Deals & More

United States (40,150)
Canada (3,350)
Mexico (1,876)
Africa (3,078)
Asia (16,376)
Australia, NZ & Pacific (3,469)
Caribbean (1,589)
Central America (1,044)
Europe (33,321)
Middle East (3,061)
North America (45,376)
South America (5,233)

Canada (3,308)
Mexico (1,872)
United States (39,942)

Alabama (761)
Alaska (786)
Arizona (913)
Arkansas (584)
California (4,307)
Colorado (1,136)
Connecticut (376)
Delaware (119)
District of Columbia
Florida (3,297)
Georgia (1,559)
Hawaii (616)
Idaho (570)
Illinois (1,093)
Indiana (780)
Iowa (469)
Kansas (421)
Kentucky (580)
Louisiana (639)
Maine (574)
Maryland (727)
Massachusetts (653)
Michigan (872)
Minnesota (580)
Mississippi (399)
Missouri (704)
Montana (278)
Nebraska (241)
Nevada (349)
New Hampshire (235)
New Jersey (621)
New Mexico (417)
New York (1,251)
North Carolina (1,173)
North Dakota (117)
Ohio (960)
Oklahoma (458)
Oregon (563)
Pennsylvania (1,044)
Rhode Island (132)
South Carolina (770)
South Dakota (227)
Tennessee (941)
Texas (2,852)
Utah (429)
Vermont (207)
Virginia (1,218)
Washington (666)
Washington, D.C. (121)
West Virginia (195)
Wisconsin (697)
Wyoming (265)

Page 3 of 33

« Previous

Sort By

Captain Joe

Fishing Trips
Annapolis, Maryland - 11.7 mi away

Caroyln II Fishing

Fishing Trips
Annapolis, Maryland - 11.7 mi away

Princess Tree Bed & Breakfast

Bed & Breakfasts
Annapolis, Maryland - 11.7 mi away

My Girl Charters

Fishing Trips
Annapolis, Maryland - 11.7 mi away

Grace Sailing Charters

Sailing
Annapolis, Maryland - 11.7 mi away

Country Comfort Farm

Horseback Riding & Dude Ranches
Saint Michaels, Maryland - 11.7 mi away

St. Michaels Vacation

Vacation Rentals
Saint Michaels, Maryland - 11.7 mi away

Harrison's Outfitter Service

Hunting Trips
Saint Michaels, Maryland - 11.7 mi away

Patriot Cruises

Cruises
Saint Michaels, Maryland - 11.7 mi away

Baydogs Waterfowl

Hunting Trips
Gibson Island, Maryland - 12.2 mi away

Blades Guide Service

Hunting Trips
Bozman, Maryland - 12.4 mi away

Shoremen Outfitters

Hunting Trips
Centreville, Maryland - 13 mi away

Bay Shore Campground

Campgrounds & RV Parks
Rock Hall, Maryland - 13.2 mi away

Wayne Gatling Guide Service

Fishing Trips
Rock Hall, Maryland - 13.2 mi away

Chester River Kayak Adventures

Hunting Trips
Rock Hall, Maryland - 13.2 mi away

Bayside Girls Fishing

Fishing Trips
Rock Hall, Maryland - 13.2 mi away

Rockaholic Fishing

Fishing Trips
Rock Hall, Maryland - 13.2 mi away

Add Your Travel Services and Accommodations

Create a listing on RealAdventures and be seen by millions of travelers making plans for their next vacation.

Top Listings in United States (show all)

Midwest Balloon Rides

Fishers, Indiana
Hot Air Ballooning

From $335

Explore Brown County Hill Climb Buggy Tours

Nashville IN, Indiana
ATV Riding & Jeep Tours

From $150

Enchanted Forest Accommodations Crestone CO

Crestone, Colorado
Bed & Breakfasts

From $65

Horse Lovers Let The Fun Begin at Loveland Ranch

The Woodlands, Texas
Horseback Riding & Dude Ranches

From $40

Hot Air Balloon Adventures

Redmond, Oregon
Hot Air Ballooning

From $225

Ez Campin' Rentals | Bass Lake , California | RV Rentals

Maui Condo Rental By Beach From $165nt -kihei Maui

Kihei, Hawaii
Vacation Rentals

From $150

Romantic Bar Harbor Waterfront B & B

Bar Harbor, Maine
Bed & Breakfasts

From $155

Romantic Horseback Ride At Sunset

Waco, Texas
Horseback Riding & Dude Ranches

From $99

A Hot Air Balloon Ride In St Augustine, Fl

St Augustine, Florida
Hot Air Ballooning

From $425

Top Listings in North America (show all)

Redfish Capital Of The World

Delacroix, Louisiana
Fishing Trips

From $150

Ayahuasca Hawaii? Enjoy Our Hawaiaka Brew, Kona

Kealakekua, Hawaii
Spiritual

Ride a dogsled through a forest white with snow

Moonstone, Ontario
Dog Sledding

From $48

Whales and Wildlife Catamaran Style

St. Andrews, New Brunswick
Whale Watching

From $30

Dogsledding - Only 15 Minutes From Quebec City

Levis, Quebec
Dog Sledding

From $22

Alberta Sturgeon Fishing Trips

Medicine Hat, Alberta
Fishing Trips

From $585

Shangrila Guest Ranch horseback riding, near NC

South Boston, Virginia
Horseback Riding & Dude Ranches

Dogsledding in the Twin Cities Metro Area

Hastings, Minnesota
Dog Sledding

From $350

Grizzle-t Dog & Sled Works

Steamboat Springs, Colorado
Dog Sledding

From $175

Balloon Odyssey

Louisville, Kentucky
Hot Air Ballooning

From $225

Accommodations

Adventure Travel

Cruises

Personal Growth & Educational

Explore Over 100 Travel Categories To Find Your Next Amazing Vacation

With a diverse array of more than 100 travel categories and options, finding the ideal vacation is a breeze. Whether you are looking for a cozy cabins, luxurious resorts, thrilling adventure tours, or tranquil beach getaways, we have the perfect travel option waiting for you.

01Accommodations

02Adventure Travel

03Cruises

04Fishing & Hunting

05Health & Wellness

06Local Entertainment

07Nature & Wildlife

08Personal Growth & Educational

09Rentals

10Snow & Ski Vacations

11Tours

12Travel Services

Chester, Maryland Vacations & Adventures | Travel Deals & More

Browse the Chester, Maryland vacation travel deals, packages and specials. Make your reservations for the best Chester, Maryland adventures, tours, travel, accommodations and much more. Photo gallery, interactive maps, reviews and tips. More Within 5 mi, 10 mi, 25 mi, 50 mi, 100 mi, 250 mi, 500 mi, 1000 mi of Chester, Maryland

Get Your Free RealAdventures Travel Newsletter

Get your free travel newsletter full of inspiring travel ideas, great deals, destinations and adventures. Discover new places to explore, new adventures and new experiences. See latest edition.

Sign-Up Today »