Skip to Main Content
Virginia

Island Adventure: Discover Chincoteague and Assateague Islands

Program No. 10545RJ
Get an insider’s perspective on Chincoteague and Assateague, where you’ll enjoy nature, attend cultural performances, search for wild ponies and wildlife and sample local cuisine.

Enroll with Confidence

We want your Road Scholar learning adventure to be something to look forward to—not worry about. Learn more

Protecting the Environment

We offset a portion of the emissions created by your travel. Learn more

LODGING & MEALS
Lodgings may differ by date. Select a date to see the lodgings specific to that date.
Showing Lodging & Meals For:
Nov 02, 2025 - Nov 05, 2025
May 18, 2025 - May 21, 2025
Jun 01, 2025 - Jun 04, 2025
Sep 07, 2025 - Sep 10, 2025
Oct 12, 2025 - Oct 15, 2025
Nov 02, 2025 - Nov 05, 2025
Apr 12, 2026 - Apr 15, 2026
May 03, 2026 - May 06, 2026
Jun 07, 2026 - Jun 10, 2026
Sep 13, 2026 - Sep 16, 2026
Oct 04, 2026 - Oct 07, 2026
Nov 08, 2026 - Nov 11, 2026
Lodging and meal options may differ by date. Select a date to see the information specific to that date.
What You'll Eat
3 Breakfasts
2 Lunches
3 Dinners
Total: 8 Meals
The following choices may be available when requested in advance: Pescatarian, Vegetarian
Where You'll Stay
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.
3 NIGHTS
Location: Chincoteague Island
The Island Resort, a locally, family owned inn is located on North Main St. Its beautifully landscaped waterside location is within walking distance to historic downtown Chincoteague, restaurants, shops and amenities. All rooms have private waterfront balconies with stunning views. Glorious sunsets can be seen over the water. Visitors may observe from their balconies egrets, herons and other species of wildlife frequenting the adjacent waterways. There is a year-round indoor pool and fitness center, and, in warmer weather, there is also an outdoor pool. A hot tub with sunset views is available. The Inn is fronted by a 600 foot pier with a private dock and an observation deck. Breakfast is provided in the Inn's cafe, a separate on-site building, where guests can dine inside or out on the porch. Guest laundry facilities are provided, and there is a conference room on the second floor overlooking the bay. All parts of the motel are accessible by elevator. The hotel has limited number of King size beds available for an additional cost, confirmation necessary to ensure the rooms are still available. 2024 cost is $50 per night. These rooms must be reserved in advance, and the additional payment made directly to the hotel upon check-in. Grab bars available upon request, no pre-confirmation required. Raised toilets are available, no pre-confirmation required. Rooms are non-smoking, but there are a few smoking rooms available.





Recommended For You