Hotels in Deep Hole, Chincoteague

  • Overview

    Deep Hole is a charming town located in the heart of Virginia, United States of America. Nestled in a picturesque landscape, it offers a peaceful retreat from the hustle and bustle of city life. The town's quaint charm is complemented by its rich history and warm hospitality, making it an ideal destination for visitors seeking relaxation and cultural experiences.

  • When to visit

    The best time to visit Deep Hole is during the spring season, from April to June, when the weather is pleasant, and the natural surroundings burst into vibrant colors. This period is ideal for outdoor activities given the mild temperatures. Fall, from September to November, is another great season to visit, offering breathtaking foliage and a cozy atmosphere. However, Deep Hole's charming atmosphere and attractions make it a worthwhile destination throughout the year.

  • Reasons to Visit

    Visitors are drawn to Deep Hole for its serene atmosphere and scenic beauty. The town is surrounded by lush forests, rolling hills, and idyllic countryside, providing countless opportunities for outdoor activities such as hiking, fishing, and picnicking. Deep Hole is also known for its vibrant arts and culture scene, with local galleries, theaters, and music venues showcasing the talent of the community. Additionally, the town's historical sites and museums offer a glimpse into its past, allowing visitors to learn about the region's heritage.

  • Nearby Attractions

  • Deep Hole Nature Reserve

    Explore the beauty of nature at the Deep Hole Nature Reserve. This expansive reserve boasts picturesque hiking trails, serene lakes, and diverse wildlife. Visitors can enjoy birdwatching, photography, and peaceful walks surrounded by stunning landscapes.

  • Deep Hole Historical Museum

    Delve into the town's history at the Deep Hole Historical Museum. With exhibits showcasing artifacts, photographs, and oral histories, the museum provides a comprehensive overview of the region's past. Gain insight into the town's development, its prominent figures, and the challenges it has overcome throughout the years.

  • Artisan Alley

    Immerse yourself in Deep Hole's vibrant arts scene at Artisan Alley. This lively hub is home to local artists, craftsmen, and musicians. Browse through galleries, witness live art demonstrations, and attend captivating performances. Artisan Alley also hosts regular art festivals and events that celebrate the creativity of the community.

  • Deep Hole Winery

    Indulge in a delightful wine tasting experience at Deep Hole Winery. Situated amidst scenic vineyards, this family-owned winery offers a variety of wines, including reds, whites, and sparkling options. Explore the vineyard, learn about the winemaking process, and savor the flavors of locally produced wines.

  • Hotels

  • Anchor Inn

    - Make yourself at home in one of the 21 air-conditioned rooms featuring refrigerators and flat-screen televisions. Rooms have private balconies or patios. Complimentary wireless internet access keeps y Next available price is on . Anchor Inn

  • Beach House @ The Reef

    - Located in Chincoteague, Beach House @ The Reef provides accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 22 km from Mid-A Next available price is on . Beach House @ The Reef

  • Best Western Chincoteague Island

    - Make yourself at home in one of the 51 air-conditioned rooms featuring refrigerators and flat-screen televisions. Rooms have private furnished balconies or patios. Digital programming and DVD players Next available price is 179.55 on Sept. 15, 2025. Best Western Chincoteague Island

  • Chincoteague Inn

    - Make yourself at home in one of the 70 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for Next available price is on . Chincoteague Inn

  • Chincoteague Island KOA

    - Make yourself comfortable in this cabin, featuring a kitchen with a full-sized refrigerator/freezer and an oven. There's a private patio. A flat-screen television with cable programming provides enter Next available price is on . Chincoteague Island KOA

  • Comfort Suites Chincoteague Island Bayfront Resort

    - Make yourself at home in one of the 87 individually decorated guestrooms, featuring refrigerators and LCD televisions. Your pillowtop bed comes with premium bedding, and all rooms are furnished with s Next available price is 184.30 on Sept. 15, 2025. Comfort Suites Chincoteague Island Bayfront Resort

  • Coral Villa @ The Reef

    - Boasting air-conditioned accommodation with a balcony, Coral Villa @ The Reef is set in Chincoteague. This property offers access to a terrace, free private parking and free WiFi. The property is non- Next available price is on . Coral Villa @ The Reef

  • Crush Villa

    - Featuring air-conditioned accommodation with a balcony, Crush Villa is located in Chincoteague. This property offers access to a terrace, free private parking and free WiFi. The property is non-smokin Next available price is on . Crush Villa

  • Days Inn by Wyndham Chincoteague Island

    - Make yourself at home in one of the 52 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for Next available price is 84.65 on Sept. 16, 2025. Days Inn by Wyndham Chincoteague Island

  • Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

    - Make yourself at home in one of the 92 guestrooms featuring microwaves. Your room comes with a pillowtop bed. Complimentary wireless internet access keeps you connected, and cable programming is avail Next available price is 170.05 on Sept. 16, 2025. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

  • Flamingo Villa @ The Reef

    - Set in Chincoteague in the Virginia region, Flamingo Villa @ The Reef has a balcony. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is si Next available price is on . Flamingo Villa @ The Reef

  • Hampton Inn & Suites Chincoteague Waterfront

    - Make yourself at home in one of the 59 guestrooms featuring refrigerators and LCD televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming provides ente Next available price is 199.82 on Sept. 16, 2025. Hampton Inn & Suites Chincoteague Waterfront

  • Island Resort

    - Make yourself at home in one of the 60 guestrooms featuring refrigerators. Rooms have private balconies. Complimentary wireless internet access keeps you connected, and cable programming is available Next available price is on . Island Resort

  • Jellystone Park Chincoteague Island

    - Set in Chincoteague, Virginia region, Jellystone Park Chincoteague Island is located 22 km from Mid-Atlantic Regional Spaceport. Both free WiFi and parking on-site are available at the holiday home fr Next available price is on . Jellystone Park Chincoteague Island

  • Key West Cottages

    - Make yourself at home in one of the 38 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private balconies or patios. Flat-screen telev Next available price is on . Key West Cottages

  • Lighthouse Villa @ The Reef

    - Set in Chincoteague in the Virginia region, Lighthouse Villa @ The Reef features a balcony. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking an Next available price is on . Lighthouse Villa @ The Reef

  • Palm Villa @ The Reef

    - Featuring air-conditioned accommodation with a balcony, Palm Villa @ The Reef is located in Chincoteague. This property offers access to a terrace, free private parking and free WiFi. The property is Next available price is on . Palm Villa @ The Reef

  • Sand Dollar Villa

    - Boasting air-conditioned accommodation with a balcony, Sand Dollar Villa is set in Chincoteague. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoki Next available price is on . Sand Dollar Villa

  • Shallow Waters Villa @ The Reef

    - Located in Chincoteague in the Virginia region, Shallow Waters Villa @ The Reef features a balcony. This property offers access to a terrace, free private parking and free WiFi. The property is non-sm Next available price is on . Shallow Waters Villa @ The Reef

  • Shipwreck Villa @ The Reef

    - Situated in Chincoteague in the Virginia region, Shipwreck Villa @ The Reef features a balcony. This property offers access to a terrace, free private parking and free WiFi. The property is non-smokin Next available price is on . Shipwreck Villa @ The Reef

  • Sol Villa @ The Reef

    - Located in Chincoteague in the Virginia region, Sol Villa @ The Reef has a balcony. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is sit Next available price is on . Sol Villa @ The Reef

  • Sun Outdoors Chincoteague Bay

    - Boasting air-conditioned accommodation with a pool with a view, Sun Outdoors Chincoteague Bay is set in Chincoteague. Complimentary WiFi is offered throughout the property and private parking is avail Next available price is on . Sun Outdoors Chincoteague Bay

  • Sunset Villa

    - Situated in Chincoteague in the Virginia region, Sunset Villa has a balcony. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 22 km Next available price is on . Sunset Villa

  • The Inn on Main

    - Make yourself at home in one of the 16 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms with shower/tub combinations feature com Next available price is on . The Inn on Main

  • Wave Villa

    - Featuring air-conditioned accommodation with a balcony, Wave Villa is located in Chincoteague. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking Next available price is on . Wave Villa
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25 hotels in Deep Hole