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June 20, 2009 * 4 Ewing Drive, South Orleans, Massachusetts
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When making your travel plans, keep in mind that there is no need to stay in Orleans as Brewster, Eastham, and Chatham are within a short drive of the Winslow Estate. We were not able to reserve room blocks but have listed several nearby options below that are well-regarded and reasonably priced. If you have the time, consider renting a house or condo and make a vacation out of it! Make sure to book well in advance. We recommend by March 1, 2009 to guarantee your first choice of lodging as places will start booking up in the Spring. If you wait until the last minute, you won't have your first choice of place/proximity and will probably pay a lot more. While most places require a two night minimum, you should inquire to be certain. Some additional travel sites to find accomodations include TripAdvisor, Kayak and Travelocity


Ridgewood Motel & Cottages

10 Quanset Rd, South Orleans, MA 02662
(508) 255-0473

The winner in the proximity category, the Ridgewood is 1.5 miles from the wedding and is also reasonably priced ($78-$97/nt). Cottages with kitchens sleep 3, 5 or 6 people are are $520-$630/week. There is a pool, cookout area and free coffee and doughnuts in the morning. They accept one night reservations.

Wequassett Resort and Golf Club

2171 Route 28 Head of the Bay
Harwich, MA
(800) 225-7125

A super mega fancy dancy resort 1.5 miles away on the other side of Pleasant Bay. Prices start at $370. Two night minimum stay.

A Little Inn on Pleasant Bay

654 S. Orleans Road, PO Box 190
South Orleans, MA 02662
(888) 332-3351

A well-regarded B+B overlooking the Bay 2.5m from the wedding. Their 9 rooms range in price from $230-300/nt and the rate includes a European-style Breakfast Buffet and a 5pm "Sherry Hour." Two night minimum stay.

Pleasant Bay Estate

53/55 Towhee Lane, South Orleans, MA 02662
(508) 255-3670

This private estate is 2.5 miles from the wedding and only 100 feet from the water's edge and overlooks the bay. The main houses sleeps 4. Each of two bedrooms has its own bath. One of the bedrooms has twin beds; the other has a queen-sized bed. The guest house has a king bed and privte bath and water views. If you end up booking this place, please let us know so we can remove it from our site.

Cove Motel

13 Route 28, Orleans, MA
(800) 343-2233

The Cove is 4.5m from the wedding and has reasonable rates ($84-$139). SOLD OUT as of 4/5/2009.

Pleasant Bay Villlage

1191 Orleans Road
Chatham, MA 02633
(800) 547-1011

Pleasant Bay Village is 4.5 miles from the wedding and rooms are $150-$250/nt (some have an efficiency kitchen). Suites are $350-$450/night and have a full kitchen, living room, deck and grill.

The Parsonage Inn

202 Main Street
East Orleans, MA 02643
(888) 422-8217

A well-regarded Inn in East Orleans 4.5 miles from the wedding with 8 rooms ranging in price from $135-180/nt which includes breakfast. Two night minimum stay.

Eagle Wing Guest Motel

407 Old Harbor Road
Eastham, MA
(800) 278-5656

Another well-regarded, reasonably priced option. Rooms are $109-159/nt which includes continental breakfast. The Motel is located 5.5 miles from the wedding. Two night minimum stay. No children, non-smoking.

Whalewalk Inn & Spa

220 Bridge Rd
Eastham, MA 02642
(508) 255-0617

Located 5.6 miles from the wedding, rates are between $250-$350 per night. Gourmet breakfasts are served and there is a spa on site. This bed and breakfast is right near the Cape Cod Rail Trail for convenient hiking and biking. Two night minimum stay.

The Carriage House Inn

407 Old Harbor Road
Chatham, MA 02633
(800) 355-8868

This 6-room B+B is 6.5 miles from the wedding and rates are $229-289/nt which includes breakfast. SOLD OUT as of 4/5/09.

Brewster By The Sea

716 Main Street Brewster, MA 02631
(800) 892-3910

Another lovely little B+B, this one is 10 miles from the wedding. Two rooms left as of 4/5/2009. The Refugio Suite ($325) has a three night minimum and the Beach Blossom ($235) has a two night minimum. Prices include a three course breakfast, afternoon tea and a turndown service with truffles. There is also a spa onsite.

Home Away Logo
HomeAway.com has an easy to navigate site for finding private condo or home rentals.

VRBO Logo
Vacation Rentals By Owner allows you to find private condo or home rentals handled by both realty firms and individuals.

Craigslist Logo
Craigslist is another good option for finding Cape Cod rentals.